Glycosidic bond
From Wikipedia, the free encyclopedia
Jump to: navigation, search
This article needs additional citations for verification. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed. (May 2014) (Learn how and when to remove this template message)
In chemistry, a glycosidic bond or glycosidic linkage is a type of covalent bond that joins a carbohydrate (sugar) molecule to another group, which may or may not be another carbohydrate.
Formation of ethyl glucoside: Glucose and ethanol combine to form ethyl glucoside and water. The reaction often favors formation of the α glycosidic bond as shown due to the anomeric effect.
A glycosidic bond is formed between the hemiacetal or hemiketal group of a saccharide (or a molecule derived from a saccharide) and the hydroxyl group of some compound such as an alcohol. A substance containing a glycosidic bond is a glycoside.
The term 'glycoside' is now extended to also cover compounds with bonds formed between hemiacetal (or hemiketal) groups of sugars and several chemical groups other than hydroxyls, such as -SR (thioglycosides), -SeR (selenoglycosides), -NR1R2 (N-glycosides), or even -CR1R2R3 (C-glycosides).
Particularly in naturally occurring glycosides, the compound ROH from which the carbohydrate residue has been removed is often termed the aglycone, and the carbohydrate residue itself is sometimes referred to as the 'glycone'.
Contents
[hide]
1 S-, N-, C-, and O-glycosidic bonds
2 Numbering, and α/β distinction of glycosidic bonds
3 Chemical approaches
4 Glycoside hydrolases
5 Glycosyltransferases
6 Disaccharide phosphorylases
7 Directed glycosylations
8 O-linked glycopeptides; pharmaceutical uses of O-glycosylated peptides
9 References
10 External links
S-, N-, C-, and O-glycosidic bonds[edit]
Adenosine, a component of RNA, results from the sugar ribose and adenine via the formation of an N-glycosidic bond (shown as the vertical line between the N and the sugar cycle)
Glycosidic bonds of the form discussed above are known as O-glycosidic bonds, in reference to the glycosidic oxygen that links the glycoside to the aglycone or reducing end sugar. In analogy, one also considers S-glycosidic bonds (which form thioglycosides), where the oxygen of the glycosidic bond is replaced with a sulfur atom. In the same way, N-glycosidic bonds, have the glycosidic bond oxygen replaced with nitrogen. Substances containing N-glycosidic bonds are also known as glycosylamines. C-glycosyl bonds have the glycosidic oxygen replaced by a carbon; the term "C-glycoside" is considered a misnomer by IUPAC and is discouraged.[1] All of these modified glycosidic bonds have different susceptibility to hydrolysis, and in the case of C-glycosyl structures, they are typically more resistant to hydrolysis.
Numbering, and α/β distinction of glycosidic bonds[edit]
A β-1,6 glucan molecule showing how carbons are numbered. The terminal saccharide is linked via a β-1,6 glycosidic bond. The remaining linkages are all β-1,3.
Main article: anomer
One distinguishes between α- and β-glycosidic bonds based on the relative stereochemistry (R or S) of the anomeric position and the stereocenter furthest from C1 in the saccharide.[2] An α-glycosidic bond is formed when both carbons have the same stereochemistry, whereas a β-glycosidic bond occurs when the two carbons have different stereochemistry. One complicating issue is that the alpha and beta conformations were originally defined based on the relative orientation of the major constituents in a Haworth projection. In this case, for D-sugars, a beta conformation would see the major constituent at each carbon drawn above the plane of the ring (nominally the same conformation), while alpha would see the anomeric constituent below the ring (nominally opposite conformations). For L-sugars, the definitions would then, necessarily, reverse. This is worth noting as these older definitions still permeate the literature and can lead to confusion.
Pharmacologists often join substances to glucuronic acid via glycosidic bonds in order to increase their water solubility; this is known as glucuronidation. Many other glycosides have important physiological functions.
Chemical approaches[edit]
Nüchter et al. have shown a new approach to Fischer Glycosylation.[3][4][5] Employing a microwave oven equipped with refluxing apparatus in a rotor reactor with pressure bombs, Nüchter et al. were able to achieve 100% yield of α- and β-D-glucosides. This method can be performed on a multi-kilogram scale.
Vishal Y Joshi's method
Joshi et al.[6] propose the Koenigs-Knorr method in the stereoselective synthesis of alkyl D-glucopyranosides via glycosylation, with the exception of using lithium carbonate which is less expensive and toxic than the conventional method of using silver or mercury salts. D-glucose is first protected by forming the peracetate by addition of acetic anhydride in acetic acid, and then addition of hydrogen bromide which brominates at the 5-position. On addition of the alcohol ROH and lithium carbonate, the OR replaces the bromine and on deprotecting the acetylated hydroxyls the product is produced in relatively high purity. It was suggested by Joshi et al. that lithium acts as the nucleophile that attacks the carbon at the 5-position and through a transition state the alcohol is substituted for the bromine group. Advantages of this method as well as its stereoselectivity and low cost of the lithium salt include that it can be done at room temperature and its yield compares relatively well with the conventional Koenigs-Knorr method.[7][8]
Glycoside hydrolases[edit]
Glycoside hydrolases (or glycosidases), are enzymes that break glycosidic bonds. Glycoside hydrolases typically can act either on α- or on β-glycosidic bonds, but not on both. This specificity allows researchers to obtain glycosides in high epimeric excess, one example being Wen-Ya Lu's conversion of D-Glucose to Ethyl β-D-glucopyranoside using naturally-derived glucosidase. It is worth noting that Wen-Ya Lu utilized glucosidase in a reverse manner opposite to the enzyme's biological functionality:[9]
Lu, Wen-Ya et al. Practical methods for Biocatalysis and Biotransformations. 2010, 236-239.[9]
Glycosyltransferases[edit]
Before monosaccharide units are incorporated into glycoproteins, polysaccharides, or lipids in living organisms, they are typically first "activated" by being joined via a glycosidic bond to the phosphate group of a nucleotide such as uridine diphosphate (UDP), guanosine diphosphate (GDP), thymidine diphosphate (TDP), or cytidine monophosphate (CMP). These activated biochemical intermediates are known as sugar nucleotides or sugar donors. Many biosynthetic pathways use mono- or oligosaccharides activated by a diphosphate linkage to lipids, such as dolichol. These activated donors are then substrates for enzymes known as glycosyltransferases, which transfer the sugar unit from the activated donor to an accepting nucleophile (the acceptor substrate).
C. Bucher, R. Gilmour, Angew. Chem. 2010, early view, DOI: 10.1002/ange.201004467; Angew. Chem. Int. Ed. 2010, early view, DOI: 10.1002/anie.201004467
Disaccharide phosphorylases[edit]
Different biocatalytic approaches has been developed toward the synthesis of glycosides in the past decades, which using “glycosyltransferases” and “glycoside hydrolases” are among the most common catalysis. The former often needs expensive materials and the later often shows low yields, De Winter et al.[10] investigated use of Cellobiose Phosphorylase (CP) toward synthesis of alpha-glycosides in ionic liquids. The best condition for use of CP was found to be in the presence of IL AMMOENG 101 and ethyl acetate.
Directed glycosylations[edit]
Multiple chemical approaches exist to encourage selectivity of α- and β-glycosidic bonds. The highly substrate specific nature of the selectivity and the overall activity of the pyranoside can provide major synthetic difficulties. The overall specificity of the glycosylation can be improved by utilizing approaches which take into account the relative transition states that the anomeric carbon can undergo during a typical glycosylation. Most notably, recognition and incorporation of Felkin-Ahn-Eisenstein models into rationale chemical design can generally provide reliable results provided the transformation can undergo this type of conformational control in the transition state.
Fluorine directed glycosylations represent an encouraging handle for both B selectivity and introduction of a non-natural biomimetic C2 functionality on the carbohydrate. One innovative example provided by Bucher et al. provides a way to utilize a fluoro oxonium ion and the trichloroacetimidate to encourage B stereoselectivity through the gauche effect. This reasonable stereoselectivity is clear through visualization of the Felkin-Ahn models of the possible chair forms.
This method represents an encouraging way to selectivity incorporate B-ethyl, isopropyl and other glycosides with typical trichloroacetimidate chemistry.
Control of Oxonium ion – Felkin-Ahn stereoselectivity
O-linked glycopeptides; pharmaceutical uses of O-glycosylated peptides[edit]
Control of oxonium ion – Felkin-Ahn stereoselectivity chair forms
O-linked glycopeptides recently have been shown to exhibit excellent CNS permeability and efficacy in multiple animal models with disease states. In addition one of the most intriguing aspects thereof is the capability of O-glycosylation to extend half life, decrease clearance, and improve PK/PD thereof the active peptide beyond increasing CNS penetration. The innate utilization of sugars as solubilizing moieties in Phase II and III metabolism (glucuronic acids) has remarkably allowed an evolutionary advantage in that mammalian enzymes are not directly evolved to degrade O glycosylated products on larger moieties.
The peculiar nature of O-linked glycopeptides is that there are numerous examples which are CNS penetrant. The fundamental basis of this effect is thought to involve "membrane hopping" or "hop diffusion". The non-brownian motion driven "hop diffusion" process is thought to occur due to discontinuity of the plasma membrane. "Hop diffusion" notably combines free diffusion and intercomparmental transitions. Recent examples notably include high permeability of met-enkephalin analogs amongst other peptides. The full mOR agonist pentapeptide DAMGO is also CNS penetrant upon introduction of glycosylation.[11][12][13][14]
References[edit]
Jump up ^ "Nomenclature of Carbohydrates (Recommendations 1996)". Department of Chemistry, Queen Mary University of London.
Jump up ^ Bertozzi, Carolyn; Rabuka, David. "Essentials of Glycobiology. 2nd edition". NCBI. National Center for Biotechnology Information, U.S. National Library of Medicine.
Jump up ^ Emil Fischer (1893). "Ueber die Glucoside der Alkohole". Berichte der deutschen chemischen Gesellschaft. 26 (3): 2400–2412. doi:10.1002/cber.18930260327.
Jump up ^ Fischer, Emil (1895-01-01). "Ueber die Verbindungen der Zucker mit den Alkoholen und Ketonen". Berichte der deutschen chemischen Gesellschaft. 28 (1): 1145–1167. doi:10.1002/cber.189502801248. ISSN 1099-0682.
Jump up ^ Nüchter, Matthias; Ondruschka, Bernd; Lautenschläger, Werner (2001-01-01). "Microwave-Assisted Synthesis of Alkyl Glycosides". Synthetic Communications. 31 (9): 1277–1283. doi:10.1081/scc-100104035. ISSN 0039-7911.
Jump up ^ Vishal Y Joshi, Manohar R Sawant (2006). "A convenient stereoselective synthesis of β-D-glucopyranosides". Indian journal of chemistry. 45B: 461–465.
Jump up ^ Wilhelm Koenigs and Edward Knorr (1901). "Ueber einige Derivate des Traubenzuckers und der Galactose (p )". Berichte der deutschen chemischen Gesellschaft 34 (1): 957–981.
Jump up ^ Koenigs W & Knorr E, Chem Ber, 34,1901, 957.
^ Jump up to: a b Wen-Ya Lu, Guo-Qiang Lin, Hui-Lei Yu, Ai-Ming Tong, Jian-He Xu (2009-12-09). Whittall J, Sutton PW, eds. Practical Methods for Biocatalysis and Biotransformations. John Wiley & Sons. pp. 236–239. ISBN 978-0-470-74859-6.
Jump up ^ De Winter, Karel; Van Renterghem, Lisa; Wuyts, Kathleen; Pelantová, Helena; Křen, Vladimír; Soetaert, Wim; Desmet, Tom (2015). "Chemoenzymatic Synthesis of β-D Glucosides using Cellobiose Phosphorylase from Clostridium thermocellum". Advanced Synthesis & Catalysis. 357 (8): 1961–1969. doi:10.1002/adsc.201500077. ISSN 1615-4150.
Jump up ^ Egleton, Richard D; Mitchell, Scott A; Huber, Jason D; Janders, Jaqueline; Stropova, Dagmar; Polt, Robin; Yamamura, Henry I; Hruby, Victor J; Davis, Thomas P (2000-10-20). "Improved bioavailability to the brain of glycosylated Met-enkephalin analogs". Brain Research. 881 (1): 37–46. doi:10.1016/S0006-8993(00)02794-3.
Jump up ^ Polt, Robin; Dhanasekaran, Muthu; Keyari, Charles M. (2005-09-01). "Glycosylated neuropeptides: a new vista for neuropsychopharmacology?". Medicinal Research Reviews. 25 (5): 557–585. doi:10.1002/med.20039. ISSN 0198-6325. PMID 16075406.
Jump up ^ Polt, Robin; Dhanasekaran, Muthu; Keyari, Charles M. (2005-09-01). "Glycosylated neuropeptides: A new vista for neuropsychopharmacology?". Medicinal Research Reviews. 25 (5): 557–585. doi:10.1002/med.20039. ISSN 1098-1128. PMID 16075406.
Jump up ^ Egleton, Richard D.; Bilsky, Edward J.; Tollin, Gordon; Dhanasekaran, Muthu; Lowery, John; Alves, Isabel; Davis, Peg; Porreca, Frank; Yamamura, Henry I. (2005-01-10). "Biousian glycopeptides penetrate the blood–brain barrier". Tetrahedron: Asymmetry. Carbohydrate Science. Part 1. 16 (1): 65–75. doi:10.1016/j.tetasy.2004.11.038.
Marco Brito-Arias, "Synthesis and Characterization of Glycosides", second edition, Editorial Springer 2016.
External links[edit]
Definition of glycosides, from the IUPAC Compendium of Chemical Terminology, the "Gold Book"
Varki A et al. Essentials of Glycobiology. Cold Spring Harbor Laboratory Press; 1999. Searchable online
[show]
v
t
e
Types of carbohydrates
General
Aldose
Ketose
Furanose
Pyranose
Geometry
Anomer
Cyclohexane conformation
Mutarotation
Monosaccharides
Dioses
Aldodiose
Glycolaldehyde
Trioses
Aldotriose
Glyceraldehyde
Ketotriose
Dihydroxyacetone
Tetroses
Aldotetroses
Erythrose
Threose
Ketotetrose
Erythrulose
Pentoses
Aldopentoses
Arabinose
Lyxose
Ribose
Xylose
Ketopentoses
Ribulose
Xylulose
Deoxy sugars
Deoxyribose
Hexoses
Aldohexoses
Allose
Altrose
Galactose
Glucose
Gulose
Idose
Mannose
Talose
Ketohexoses
Fructose
Psicose
Sorbose
Tagatose
Deoxy sugars
Fucose
Fuculose
Rhamnose
Heptoses
Ketoheptoses
Mannoheptulose
Sedoheptulose
Above 7
Octoses
Nonoses
Neuraminic acid
Multiple
Disaccharides
Cellobiose
Isomaltose
Isomaltulose
Lactose
Lactulose
Maltose
Sucrose
Trehalose
Turanose
Trisaccharides
Maltotriose
Melezitose
Raffinose
Tetrasaccharides
Stachyose
Other
oligosaccharides
Acarbose
Fructooligosaccharide (FOS)
Galactooligosaccharide (GOS)
Isomaltooligosaccharide (IMO)
Maltodextrin
Mannan-oligosaccharides (MOS)
Polysaccharides
Beta-glucan
Oat beta-glucan
Lentinan
Sizofiran
Zymosan
Cellulose
Chitin
Chitosan
Dextrin / Dextran
Fructose / Fructan
Inulin
Galactose / Galactan
Glucose / Glucan
Glycogen
Hemicellulose
Levan beta 2→6
Lignin
Mannan
Pectin
Starch
Amylopectin
Amylose
Xanthan gum
Retrieved from "https://en.wikipedia.org/w/index.php?title=Glycosidic_bond&oldid=834295285"
Categories:
Glycosides
Carbohydrates
Carbohydrate chemistry
Hidden categories:
CS1: Julian–Gregorian uncertainty
Articles needing additional references from May 2014
All articles needing additional references
Navigation menu
Personal tools
Not logged in
Talk
Contributions
Create account
Log in
Namespaces
Article
Talk
Variants
Views
Read
Edit
View history
More
Search
Navigation
Main page
Contents
Featured content
Current events
Random article
Donate to Wikipedia
Wikipedia store
Interaction
Help
About Wikipedia
Community portal
Recent changes
Contact page
Tools
What links here
Related changes
Upload file
Special pages
Permanent link
Page information
Wikidata item
Cite this page
Print/export
Create a book
Download as PDF
Printable version
Languages
العربية
Català
Čeština
Dansk
Deutsch
Español
فارسی
Français
Galego
한국어
Italiano
עברית
日本語
Occitan
Polski
Português
Română
Русский
Slovenčina
Српски / srpski
Srpskohrvatski / српскохрватски
Suomi
Türkçe
Українська
中文
16 more
Edit links
This page was last edited on 4 April 2018, at 22:57.
Text is available under the Creative Commons Attribution-ShareAlike License; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.
Privacy policy
About Wikipedia
Disclaimers
Contact Wikipedia
Developers
Cookie statement
Mobile view
Enable previews

div
id class
mw-page-base noprint
html
local
div
id class
mw-head-base noprint
html
local
a
id
top
html
local
div
id class
siteNotice centralNotice mw-body-content
html
local
div
class
mw-indicators mw-body-content
html
local
h1
id class lang
firstHeading firstHeading en
html
local
div
id class
siteSub noprint
html
local
div
id
contentSub
html
local
a
href
#mw-head
html
local
a
href
#p-search
html
local
div
id class
jump-to-nav mw-jump
html
local
img
alt src width height srcset data-file-width data-file-height
//upload.wikimedia.org/wikipedia/en/thumb/9/99/Question_book-new.svg/50px-Question_book-new.svg.png 50 39 //upload.wikimedia.org/wikipedia/en/thumb/9/99/Question_book-new.svg/75px-Question_book-new.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/9/99/Question_book-new.svg/100px-Question_book-new.svg.png 2x 512 399
html
local
a
href class
/wiki/File:Question_book-new.svg image
html
local
div
style
width:52px
html
local
td
class
mbox-image
html
local
a
href title
/wiki/Wikipedia:Verifiability Wikipedia:Verifiability
html
local
b
html
local
a
class href
external text //en.wikipedia.org/w/index.php?title=Glycosidic_bond&action=edit
html
local
a
href title
/wiki/Help:Introduction_to_referencing_with_Wiki_Markup/1 Help:Introduction to referencing with Wiki Markup/1
html
local
span
class
hide-when-compact
html
local
i
html
local
small
html
local
a
href title
/wiki/Help:Maintenance_template_removal Help:Maintenance template removal
html
local
i
html
local
small
class
hide-when-compact
html
local
div
class
mbox-text-span
html
local
td
class
mbox-text
html
local
tr
html
local
tbody
html
local
table
class role
plainlinks metadata ambox ambox-content ambox-Refimprove presentation
html
local
a
href title
/wiki/Chemistry Chemistry
html
local
b
html
local
b
html
local
a
href title
/wiki/Covalent_bond Covalent bond
html
local
a
href title
/wiki/Carbohydrate Carbohydrate
html
local
p
html
local
img
alt src width height class srcset data-file-width data-file-height
//upload.wikimedia.org/wikipedia/commons/thumb/f/f5/Ethyl-glucoside.png/550px-Ethyl-glucoside.png 550 128 thumbimage //upload.wikimedia.org/wikipedia/commons/thumb/f/f5/Ethyl-glucoside.png/825px-Ethyl-glucoside.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f5/Ethyl-glucoside.png/1100px-Ethyl-glucoside.png 2x 1697 395
html
local
a
href class
/wiki/File:Ethyl-glucoside.png image
html
local
a
href class title
/wiki/File:Ethyl-glucoside.png internal Enlarge
html
local
div
class
magnify
html
local
a
href title
/wiki/Glucose Glucose
html
local
a
href title
/wiki/Ethanol Ethanol
html
local
a
href title
/wiki/Ethyl_group Ethyl group
html
local
a
href title
/wiki/Glucoside Glucoside
html
local
a
href title
/wiki/Water Water
html
local
a
href title
/wiki/Anomeric_effect Anomeric effect
html
local
div
class
thumbcaption
html
local
div
class style
thumb tright thumbinner width:552px;
html
local
a
href title
/wiki/Hemiacetal Hemiacetal
html
local
a
href class title
/wiki/Hemiketal mw-redirect Hemiketal
html
local
a
href class title
/wiki/Saccharide mw-redirect Saccharide
html
local
a
href class title
/wiki/Hydroxyl_group mw-redirect Hydroxyl group
html
local
a
href title
/wiki/Alcohol Alcohol
html
local
a
href title
/wiki/Glycoside Glycoside
html
local
p
html
local
sup
html
local
sup
html
local
sup
html
local
sup
html
local
sup
html
local
p
html
local
p
html
local
div
style
clear:both;
html
local
p
html
local
h2
html
local
a
role tabindex class
button 0 togglelink
html
local
span
class
toctoggle
html
local
div
class dir xml:lang
toctitle ltr en
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#S-,_N-,_C-,_and_O-glycosidic_bonds
html
local
li
class
toclevel-1 tocsection-1
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#Numbering,_and_%CE%B1/%CE%B2_distinction_of_glycosidic_bonds
html
local
li
class
toclevel-1 tocsection-2
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#Chemical_approaches
html
local
li
class
toclevel-1 tocsection-3
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#Glycoside_hydrolases
html
local
li
class
toclevel-1 tocsection-4
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#Glycosyltransferases
html
local
li
class
toclevel-1 tocsection-5
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#Disaccharide_phosphorylases
html
local
li
class
toclevel-1 tocsection-6
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#Directed_glycosylations
html
local
li
class
toclevel-1 tocsection-7
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#O-linked_glycopeptides;_pharmaceutical_uses_of_O-glycosylated_peptides
html
local
li
class
toclevel-1 tocsection-8
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#References
html
local
li
class
toclevel-1 tocsection-9
html
local
span
class
tocnumber
html
local
span
class
toctext
html
local
a
href
#External_links
html
local
li
class
toclevel-1 tocsection-10
html
local
ul
html
local
div
id class
toc toc
html
local
p
html
local
span
id
S-.2C_N-.2C_C-.2C_and_O-glycosidic_bonds
html
local
span
class id
mw-headline S-,_N-,_C-,_and_O-glycosidic_bonds
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=1 Edit section: S-, N-, C-, and O-glycosidic bonds
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
img
alt src width height class srcset data-file-width data-file-height
//upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Adenosin.svg/200px-Adenosin.svg.png 200 184 thumbimage //upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Adenosin.svg/300px-Adenosin.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Adenosin.svg/400px-Adenosin.svg.png 2x 275 253
html
local
a
href class
/wiki/File:Adenosin.svg image
html
local
a
href class title
/wiki/File:Adenosin.svg internal Enlarge
html
local
div
class
magnify
html
local
a
href title
/wiki/Adenosine Adenosine
html
local
a
href title
/wiki/RNA RNA
html
local
a
href title
/wiki/Ribose Ribose
html
local
a
href title
/wiki/Adenine Adenine
html
local
div
class
thumbcaption
html
local
div
class style
thumb tright thumbinner width:202px;
html
local
b
html
local
a
href title
/wiki/Oxygen Oxygen
html
local
b
html
local
b
html
local
a
href title
/wiki/Sulfur Sulfur
html
local
b
html
local
a
href title
/wiki/Nitrogen Nitrogen
html
local
a
href title
/wiki/Glycosylamine Glycosylamine
html
local
b
html
local
a
href title
/wiki/Carbon Carbon
html
local
a
href class title
/wiki/IUPAC mw-redirect IUPAC
html
local
a
href
#cite_note-1
html
local
sup
id class
cite_ref-1 reference
html
local
p
html
local
span
id
Numbering.2C_and_.CE.B1.2F.CE.B2_distinction_of_glycosidic_bonds
html
local
span
class id
mw-headline Numbering,_and_α/β_distinction_of_glycosidic_bonds
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=2 Edit section: Numbering, and α/β distinction of glycosidic bonds
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
img
alt src width height class srcset data-file-width data-file-height
//upload.wikimedia.org/wikipedia/commons/thumb/8/8d/Carbonnumbering.jpg/300px-Carbonnumbering.jpg 300 164 thumbimage //upload.wikimedia.org/wikipedia/commons/thumb/8/8d/Carbonnumbering.jpg/450px-Carbonnumbering.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8d/Carbonnumbering.jpg/600px-Carbonnumbering.jpg 2x 638 348
html
local
a
href class
/wiki/File:Carbonnumbering.jpg image
html
local
a
href class title
/wiki/File:Carbonnumbering.jpg internal Enlarge
html
local
div
class
magnify
html
local
a
href title
/wiki/Beta-glucan Beta-glucan
html
local
div
class
thumbcaption
html
local
div
class style
thumb tleft thumbinner width:302px;
html
local
a
href title
/wiki/Anomer Anomer
html
local
div
role class
note hatnote navigation-not-searchable
html
local
b
html
local
b
html
local
a
href
#cite_note-2
html
local
sup
id class
cite_ref-2 reference
html
local
small
html
local
small
html
local
p
html
local
a
href title
/wiki/Glucuronic_acid Glucuronic acid
html
local
a
href title
/wiki/Solubility Solubility
html
local
a
href title
/wiki/Glucuronidation Glucuronidation
html
local
a
href title
/wiki/Glycoside Glycoside
html
local
p
html
local
span
class id
mw-headline Chemical_approaches
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=3 Edit section: Chemical approaches
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
i
html
local
a
href title
/wiki/Fischer_glycosidation Fischer glycosidation
html
local
a
href
#cite_note-3
html
local
sup
id class
cite_ref-3 reference
html
local
a
href
#cite_note-4
html
local
sup
id class
cite_ref-4 reference
html
local
a
href
#cite_note-5
html
local
sup
id class
cite_ref-5 reference
html
local
p
html
local
dt
html
local
dl
html
local
a
href
#cite_note-6
html
local
sup
id class
cite_ref-6 reference
html
local
a
href
#cite_note-7
html
local
sup
id class
cite_ref-7 reference
html
local
a
href
#cite_note-8
html
local
sup
id class
cite_ref-8 reference
html
local
p
html
local
img
alt src width height class srcset data-file-width data-file-height
Vishal Joshi.png //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Vishal_Joshi.png/220px-Vishal_Joshi.png 220 116 thumbimage //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Vishal_Joshi.png/330px-Vishal_Joshi.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Vishal_Joshi.png/440px-Vishal_Joshi.png 2x 647 342
html
local
a
href class
/wiki/File:Vishal_Joshi.png image
html
local
a
href class title
/wiki/File:Vishal_Joshi.png internal Enlarge
html
local
div
class
thumbcaption magnify
html
local
div
class style
thumb tright thumbinner width:222px;
html
local
span
class id
mw-headline Glycoside_hydrolases
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=4 Edit section: Glycoside hydrolases
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
a
href class title
/wiki/Glycoside_hydrolases mw-redirect Glycoside hydrolases
html
local
a
href title
/wiki/Enzyme Enzyme
html
local
a
href
#cite_note-:0-9
html
local
sup
id class
cite_ref-:0_9-0 reference
html
local
p
html
local
img
alt src width height class srcset data-file-width data-file-height
//upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Glucosidase-catalyzed_glycosidation_of_D-Glucose_to_Ethyl_%CE%B2-D-glucopyranoside.png/545px-Glucosidase-catalyzed_glycosidation_of_D-Glucose_to_Ethyl_%CE%B2-D-glucopyranoside.png 545 194 thumbimage //upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Glucosidase-catalyzed_glycosidation_of_D-Glucose_to_Ethyl_%CE%B2-D-glucopyranoside.png/818px-Glucosidase-catalyzed_glycosidation_of_D-Glucose_to_Ethyl_%CE%B2-D-glucopyranoside.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6c/Glucosidase-catalyzed_glycosidation_of_D-Glucose_to_Ethyl_%CE%B2-D-glucopyranoside.png/1090px-Glucosidase-catalyzed_glycosidation_of_D-Glucose_to_Ethyl_%CE%B2-D-glucopyranoside.png 2x 1992 708
html
local
a
href class
/wiki/File:Glucosidase-catalyzed_glycosidation_of_D-Glucose_to_Ethyl_%CE%B2-D-glucopyranoside.png image
html
local
a
href class title
/wiki/File:Glucosidase-catalyzed_glycosidation_of_D-Glucose_to_Ethyl_%CE%B2-D-glucopyranoside.png internal Enlarge
html
local
div
class
magnify
html
local
i
html
local
b
html
local
a
href
#cite_note-:0-9
html
local
sup
id class
cite_ref-:0_9-1 reference
html
local
div
class
thumbcaption
html
local
div
class style
thumb tnone thumbinner width:547px;
html
local
span
class id
mw-headline Glycosyltransferases
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=5 Edit section: Glycosyltransferases
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
a
href title
/wiki/Lipid Lipid
html
local
a
href title
/wiki/Phosphate Phosphate
html
local
a
href title
/wiki/Nucleotide Nucleotide
html
local
a
href title
/wiki/Uridine_diphosphate Uridine diphosphate
html
local
a
href title
/wiki/Guanosine_diphosphate Guanosine diphosphate
html
local
a
href title
/wiki/Thymidine_diphosphate Thymidine diphosphate
html
local
a
href title
/wiki/Cytidine_monophosphate Cytidine monophosphate
html
local
a
href title
/wiki/Nucleotide_sugar Nucleotide sugar
html
local
a
href title
/wiki/Dolichol Dolichol
html
local
a
href title
/wiki/Glycosyltransferase Glycosyltransferase
html
local
a
href title
/wiki/Nucleophile Nucleophile
html
local
p
html
local
img
alt src width height class srcset data-file-width data-file-height
//upload.wikimedia.org/wikipedia/commons/thumb/7/74/Fluorine.Directed.Glycosylation.tif/lossless-page1-187px-Fluorine.Directed.Glycosylation.tif.png 187 172 thumbimage //upload.wikimedia.org/wikipedia/commons/thumb/7/74/Fluorine.Directed.Glycosylation.tif/lossless-page1-281px-Fluorine.Directed.Glycosylation.tif.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/74/Fluorine.Directed.Glycosylation.tif/lossless-page1-374px-Fluorine.Directed.Glycosylation.tif.png 2x 6984 6418
html
local
a
href class
/wiki/File:Fluorine.Directed.Glycosylation.tif image
html
local
a
href class title
/wiki/File:Fluorine.Directed.Glycosylation.tif internal Enlarge
html
local
div
class
thumbcaption magnify
html
local
div
class style
thumb tright thumbinner width:189px;
html
local
span
class id
mw-headline Disaccharide_phosphorylases
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=6 Edit section: Disaccharide phosphorylases
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
a
href
#cite_note-De_WinterVan_Renterghem2015-10
html
local
sup
id class
cite_ref-De_WinterVan_Renterghem2015_10-0 reference
html
local
a
href title
/wiki/Cellobiose_phosphorylase Cellobiose phosphorylase
html
local
p
html
local
span
class id
mw-headline Directed_glycosylations
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=7 Edit section: Directed glycosylations
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
b
html
local
b
html
local
p
html
local
p
html
local
p
html
local
img
alt src width height class srcset data-file-width data-file-height
//upload.wikimedia.org/wikipedia/commons/thumb/d/d8/Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity_.png/220px-Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity_.png 220 89 thumbimage //upload.wikimedia.org/wikipedia/commons/thumb/d/d8/Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity_.png/330px-Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity_.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d8/Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity_.png/440px-Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity_.png 2x 850 344
html
local
a
href class
/wiki/File:Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity_.png image
html
local
a
href class title
/wiki/File:Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity_.png internal Enlarge
html
local
div
class
thumbcaption magnify
html
local
div
class style
thumb tright thumbinner width:222px;
html
local
span
id
O-linked_glycopeptides.3B_pharmaceutical_uses_of_O-glycosylated_peptides
html
local
span
class id
mw-headline O-linked_glycopeptides;_pharmaceutical_uses_of_O-glycosylated_peptides
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=8 Edit section: O-linked glycopeptides; pharmaceutical uses of O-glycosylated peptides
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
img
alt src width height class srcset data-file-width data-file-height
//upload.wikimedia.org/wikipedia/commons/thumb/a/a4/Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity2.png/220px-Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity2.png 220 68 thumbimage //upload.wikimedia.org/wikipedia/commons/thumb/a/a4/Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity2.png/330px-Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity2.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a4/Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity2.png/440px-Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity2.png 2x 2516 772
html
local
a
href class
/wiki/File:Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity2.png image
html
local
a
href class title
/wiki/File:Control_of_Oxonium_ion_-_Felkin-Ahn_stereoselectivity2.png internal Enlarge
html
local
div
class
thumbcaption magnify
html
local
div
class style
thumb tright thumbinner width:222px;
html
local
p
html
local
a
href
#cite_note-11
html
local
sup
id class
cite_ref-11 reference
html
local
a
href
#cite_note-12
html
local
sup
id class
cite_ref-12 reference
html
local
a
href
#cite_note-13
html
local
sup
id class
cite_ref-13 reference
html
local
a
href
#cite_note-14
html
local
sup
id class
cite_ref-14 reference
html
local
p
html
local
span
class id
mw-headline References
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=9 Edit section: References
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-1
html
local
b
html
local
span
class
mw-cite-backlink
html
local
a
rel class href
nofollow external text http://www.sbcs.qmul.ac.uk/iupac/2carb/33.html
html
local
i
html
local
cite
class
citation web
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Department+of+Chemistry%2C+Queen+Mary+University+of+London&rft.atitle=Nomenclature+of+Carbohydrates+%28Recommendations+1996%29&rft_id=http%3A%2F%2Fwww.sbcs.qmul.ac.uk%2Fiupac%2F2carb%2F33.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-1
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-2
html
local
b
html
local
span
class
mw-cite-backlink
html
local
a
rel class href
nofollow external text https://www.ncbi.nlm.nih.gov/books/NBK1955/#_ch2_s4_
html
local
i
html
local
cite
class
citation web
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=NCBI&rft.atitle=Essentials+of+Glycobiology.+2nd+edition.&rft.aulast=Bertozzi&rft.aufirst=Carolyn&rft.au=Rabuka%2C+David&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fbooks%2FNBK1955%2F%23_ch2_s4_&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-2
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-3
html
local
b
html
local
span
class
mw-cite-backlink
html
local
a
rel class href
nofollow external text http://onlinelibrary.wiley.com/doi/10.1002/cber.18930260327/full
html
local
a
href class title
/wiki/Berichte_der_deutschen_chemischen_Gesellschaft mw-redirect Berichte der deutschen chemischen Gesellschaft
html
local
i
html
local
b
html
local
a
href title
/wiki/Digital_object_identifier Digital object identifier
html
local
a
rel class href
nofollow external text //doi.org/10.1002%2Fcber.18930260327
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Berichte+der+deutschen+chemischen+Gesellschaft&rft.atitle=Ueber+die+Glucoside+der+Alkohole&rft.volume=26&rft.issue=3&rft.pages=2400-2412&rft.date=1893&rft_id=info%3Adoi%2F10.1002%2Fcber.18930260327&rft.au=Emil+Fischer&rft_id=http%3A%2F%2Fonlinelibrary.wiley.com%2Fdoi%2F10.1002%2Fcber.18930260327%2Ffull&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-3
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-4
html
local
b
html
local
span
class
mw-cite-backlink
html
local
a
rel class href
nofollow external text http://onlinelibrary.wiley.com/doi/10.1002/cber.189502801248/abstract
html
local
i
html
local
b
html
local
a
href title
/wiki/Digital_object_identifier Digital object identifier
html
local
a
rel class href
nofollow external text //doi.org/10.1002%2Fcber.189502801248
html
local
a
href title
/wiki/International_Standard_Serial_Number International Standard Serial Number
html
local
a
rel class href
nofollow external text //www.worldcat.org/issn/1099-0682
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Berichte+der+deutschen+chemischen+Gesellschaft&rft.atitle=Ueber+die+Verbindungen+der+Zucker+mit+den+Alkoholen+und+Ketonen&rft.volume=28&rft.issue=1&rft.pages=1145-1167&rft.date=1895-01-01&rft_id=info%3Adoi%2F10.1002%2Fcber.189502801248&rft.issn=1099-0682&rft.aulast=Fischer&rft.aufirst=Emil&rft_id=http%3A%2F%2Fonlinelibrary.wiley.com%2Fdoi%2F10.1002%2Fcber.189502801248%2Fabstract&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-4
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-5
html
local
b
html
local
span
class
mw-cite-backlink
html
local
a
rel class href
nofollow external text https://dx.doi.org/10.1081/SCC-100104035
html
local
i
html
local
b
html
local
a
href title
/wiki/Digital_object_identifier Digital object identifier
html
local
a
rel class href
nofollow external text //doi.org/10.1081%2Fscc-100104035
html
local
a
href title
/wiki/International_Standard_Serial_Number International Standard Serial Number
html
local
a
rel class href
nofollow external text //www.worldcat.org/issn/0039-7911
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Synthetic+Communications&rft.atitle=Microwave-Assisted+Synthesis+of+Alkyl+Glycosides&rft.volume=31&rft.issue=9&rft.pages=1277-1283&rft.date=2001-01-01&rft_id=info%3Adoi%2F10.1081%2Fscc-100104035&rft.issn=0039-7911&rft.aulast=N%C3%BCchter&rft.aufirst=Matthias&rft.au=Ondruschka%2C+Bernd&rft.au=Lautenschl%C3%A4ger%2C+Werner&rft_id=https%3A%2F%2Fdx.doi.org%2F10.1081%2FSCC-100104035&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-5
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-6
html
local
b
html
local
span
class
mw-cite-backlink
html
local
i
html
local
b
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Indian+journal+of+chemistry&rft.atitle=A+convenient+stereoselective+synthesis+of+%CE%B2-D-glucopyranosides&rft.volume=45B&rft.pages=461-465&rft.date=2006&rft.au=Vishal+Y+Joshi&rft.au=Manohar+R+Sawant&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-6
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-7
html
local
b
html
local
span
class
mw-cite-backlink
html
local
span
class
reference-text
html
local
li
id
cite_note-7
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-8
html
local
b
html
local
span
class
mw-cite-backlink
html
local
span
class
reference-text
html
local
li
id
cite_note-8
html
local
span
class
cite-accessibility-label
html
local
b
html
local
i
html
local
sup
html
local
a
href
#cite_ref-:0_9-0
html
local
b
html
local
i
html
local
sup
html
local
a
href
#cite_ref-:0_9-1
html
local
span
class
mw-cite-backlink
html
local
i
html
local
a
href title
/wiki/International_Standard_Book_Number International Standard Book Number
html
local
a
href title
/wiki/Special:BookSources/978-0-470-74859-6 Special:BookSources/978-0-470-74859-6
html
local
cite
class
citation book
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Practical+Methods+for+Biocatalysis+and+Biotransformations&rft.pages=236-239&rft.pub=John+Wiley+%26+Sons&rft.date=2009-12-09&rft.isbn=978-0-470-74859-6&rft.au=Wen-Ya+Lu&rft.au=Guo-Qiang+Lin&rft.au=Hui-Lei+Yu&rft.au=Ai-Ming+Tong&rft.au=Jian-He+Xu&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-:0-9
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-De_WinterVan_Renterghem2015_10-0
html
local
b
html
local
span
class
mw-cite-backlink
html
local
i
html
local
b
html
local
a
href title
/wiki/Digital_object_identifier Digital object identifier
html
local
a
rel class href
nofollow external text //doi.org/10.1002%2Fadsc.201500077
html
local
a
href title
/wiki/International_Standard_Serial_Number International Standard Serial Number
html
local
a
rel class href
nofollow external text //www.worldcat.org/issn/1615-4150
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Advanced+Synthesis+%26+Catalysis&rft.atitle=Chemoenzymatic+Synthesis+of+%CE%B2-D+Glucosides+using+Cellobiose+Phosphorylase+from+Clostridium+thermocellum&rft.volume=357&rft.issue=8&rft.pages=1961-1969&rft.date=2015&rft_id=info%3Adoi%2F10.1002%2Fadsc.201500077&rft.issn=1615-4150&rft.aulast=De+Winter&rft.aufirst=Karel&rft.au=Van+Renterghem%2C+Lisa&rft.au=Wuyts%2C+Kathleen&rft.au=Pelantov%C3%A1%2C+Helena&rft.au=K%C5%99en%2C+Vladim%C3%ADr&rft.au=Soetaert%2C+Wim&rft.au=Desmet%2C+Tom&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-De_WinterVan_Renterghem2015-10
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-11
html
local
b
html
local
span
class
mw-cite-backlink
html
local
a
rel class href
nofollow external text http://www.sciencedirect.com/science/article/pii/S0006899300027943
html
local
i
html
local
b
html
local
a
href title
/wiki/Digital_object_identifier Digital object identifier
html
local
a
rel class href
nofollow external text //doi.org/10.1016%2FS0006-8993%2800%2902794-3
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Brain+Research&rft.atitle=Improved+bioavailability+to+the+brain+of+glycosylated+Met-enkephalin+analogs&rft.volume=881&rft.issue=1&rft.pages=37-46&rft.date=2000-10-20&rft_id=info%3Adoi%2F10.1016%2FS0006-8993%2800%2902794-3&rft.aulast=Egleton&rft.aufirst=Richard+D&rft.au=Mitchell%2C+Scott+A&rft.au=Huber%2C+Jason+D&rft.au=Janders%2C+Jaqueline&rft.au=Stropova%2C+Dagmar&rft.au=Polt%2C+Robin&rft.au=Yamamura%2C+Henry+I&rft.au=Hruby%2C+Victor+J&rft.au=Davis%2C+Thomas+P&rft_id=http%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fpii%2FS0006899300027943&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-11
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-12
html
local
b
html
local
span
class
mw-cite-backlink
html
local
i
html
local
b
html
local
a
href title
/wiki/Digital_object_identifier Digital object identifier
html
local
a
rel class href
nofollow external text //doi.org/10.1002%2Fmed.20039
html
local
a
href title
/wiki/International_Standard_Serial_Number International Standard Serial Number
html
local
a
rel class href
nofollow external text //www.worldcat.org/issn/0198-6325
html
local
a
href class title
/wiki/PubMed_Identifier mw-redirect PubMed Identifier
html
local
a
rel class href
nofollow external text //www.ncbi.nlm.nih.gov/pubmed/16075406
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Medicinal+Research+Reviews&rft.atitle=Glycosylated+neuropeptides%3A+a+new+vista+for+neuropsychopharmacology%3F&rft.volume=25&rft.issue=5&rft.pages=557-585&rft.date=2005-09-01&rft.issn=0198-6325&rft_id=info%3Apmid%2F16075406&rft_id=info%3Adoi%2F10.1002%2Fmed.20039&rft.aulast=Polt&rft.aufirst=Robin&rft.au=Dhanasekaran%2C+Muthu&rft.au=Keyari%2C+Charles+M.&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-12
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-13
html
local
b
html
local
span
class
mw-cite-backlink
html
local
a
rel class href
nofollow external text http://onlinelibrary.wiley.com/doi/10.1002/med.20039/abstract
html
local
i
html
local
b
html
local
a
href title
/wiki/Digital_object_identifier Digital object identifier
html
local
a
rel class href
nofollow external text //doi.org/10.1002%2Fmed.20039
html
local
a
href title
/wiki/International_Standard_Serial_Number International Standard Serial Number
html
local
a
rel class href
nofollow external text //www.worldcat.org/issn/1098-1128
html
local
a
href class title
/wiki/PubMed_Identifier mw-redirect PubMed Identifier
html
local
a
rel class href
nofollow external text //www.ncbi.nlm.nih.gov/pubmed/16075406
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Medicinal+Research+Reviews&rft.atitle=Glycosylated+neuropeptides%3A+A+new+vista+for+neuropsychopharmacology%3F&rft.volume=25&rft.issue=5&rft.pages=557-585&rft.date=2005-09-01&rft.issn=1098-1128&rft_id=info%3Apmid%2F16075406&rft_id=info%3Adoi%2F10.1002%2Fmed.20039&rft.aulast=Polt&rft.aufirst=Robin&rft.au=Dhanasekaran%2C+Muthu&rft.au=Keyari%2C+Charles+M.&rft_id=http%3A%2F%2Fonlinelibrary.wiley.com%2Fdoi%2F10.1002%2Fmed.20039%2Fabstract&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-13
html
local
span
class
cite-accessibility-label
html
local
a
href
#cite_ref-14
html
local
b
html
local
span
class
mw-cite-backlink
html
local
a
rel class href
nofollow external text http://www.sciencedirect.com/science/article/pii/S0957416604008869
html
local
i
html
local
b
html
local
a
href title
/wiki/Digital_object_identifier Digital object identifier
html
local
a
rel class href
nofollow external text //doi.org/10.1016%2Fj.tetasy.2004.11.038
html
local
cite
class
citation journal
html
local
span
style
display:none;
html
local
span
title class
ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Tetrahedron%3A+Asymmetry&rft.atitle=Biousian+glycopeptides+penetrate+the+blood%E2%80%93brain+barrier&rft.volume=16&rft.issue=1&rft.pages=65-75&rft.date=2005-01-10&rft_id=info%3Adoi%2F10.1016%2Fj.tetasy.2004.11.038&rft.aulast=Egleton&rft.aufirst=Richard+D.&rft.au=Bilsky%2C+Edward+J.&rft.au=Tollin%2C+Gordon&rft.au=Dhanasekaran%2C+Muthu&rft.au=Lowery%2C+John&rft.au=Alves%2C+Isabel&rft.au=Davis%2C+Peg&rft.au=Porreca%2C+Frank&rft.au=Yamamura%2C+Henry+I.&rft_id=http%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fpii%2FS0957416604008869&rfr_id=info%3Asid%2Fen.wikipedia.org%3AGlycosidic+bond Z3988
html
local
span
class
reference-text
html
local
li
id
cite_note-14
html
local
ol
class
references
html
local
div
class style
reflist mw-references-wrap mw-references-columns list-style-type: decimal;
html
local
li
html
local
ul
html
local
span
class id
mw-headline External_links
html
local
span
class
mw-editsection-bracket
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=edit&section=10 Edit section: External links
html
local
span
class
mw-editsection-bracket
html
local
span
class
mw-editsection
html
local
h2
html
local
a
rel class href
nofollow external text http://goldbook.iupac.org/G02661.html
html
local
a
href class title
/wiki/IUPAC mw-redirect IUPAC
html
local
a
href class title
/wiki/Gold_Book mw-redirect Gold Book
html
local
li
html
local
i
html
local
i
html
local
a
rel class href
nofollow external text https://www.ncbi.nlm.nih.gov/books/bv.fcgi?call=bv.View..ShowTOC&rid=glyco.TOC&depth=10
html
local
li
html
local
ul
html
local
div
style
clear:both;
html
local
a
id href
collapseButton0 #
html
local
span
class
collapseButton
html
local
abbr
title style
View this template ;;background:none transparent;border:none;-moz-box-shadow:none;-webkit-box-shadow:none;box-shadow:none;
html
local
a
href title
/wiki/Template:Carbohydrates Template:Carbohydrates
html
local
li
class
nv-view
html
local
abbr
title style
Discuss this template ;;background:none transparent;border:none;-moz-box-shadow:none;-webkit-box-shadow:none;box-shadow:none;
html
local
a
href title
/wiki/Template_talk:Carbohydrates Template talk:Carbohydrates
html
local
li
class
nv-talk
html
local
abbr
title style
Edit this template ;;background:none transparent;border:none;-moz-box-shadow:none;-webkit-box-shadow:none;box-shadow:none;
html
local
a
class href
external text //en.wikipedia.org/w/index.php?title=Template:Carbohydrates&action=edit
html
local
li
class
nv-edit
html
local
ul
html
local
div
class
plainlinks hlist navbar mini
html
local
a
href title
/wiki/Carbohydrate Carbohydrate
html
local
div
id style
Types_of_carbohydrates font-size:114%;margin:0 4em
html
local
th
scope class colspan
col navbox-title 2
html
local
tr
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Aldose Aldose
html
local
li
html
local
a
href title
/wiki/Ketose Ketose
html
local
li
html
local
a
href title
/wiki/Furanose Furanose
html
local
li
html
local
a
href title
/wiki/Pyranose Pyranose
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
style
display: none;
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Anomer Anomer
html
local
li
html
local
a
href title
/wiki/Cyclohexane_conformation Cyclohexane conformation
html
local
li
html
local
a
href title
/wiki/Mutarotation Mutarotation
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-even text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
style
display: none;
html
local
a
href title
/wiki/Monosaccharide Monosaccharide
html
local
th
scope class style
row navbox-group width:1%
html
local
div
style
padding:0em 0.25em
html
local
a
href title
/wiki/Diose Diose
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Glycolaldehyde Glycolaldehyde
html
local
li
html
local
ul
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
a
href title
/wiki/Triose Triose
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Glyceraldehyde Glyceraldehyde
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Dihydroxyacetone Dihydroxyacetone
html
local
li
html
local
ul
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-even text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
a
href title
/wiki/Tetrose Tetrose
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Erythrose Erythrose
html
local
li
html
local
a
href title
/wiki/Threose Threose
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Erythrulose Erythrulose
html
local
li
html
local
ul
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
a
href title
/wiki/Pentose Pentose
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Arabinose Arabinose
html
local
li
html
local
a
href title
/wiki/Lyxose Lyxose
html
local
li
html
local
a
href title
/wiki/Ribose Ribose
html
local
li
html
local
a
href title
/wiki/Xylose Xylose
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Ribulose Ribulose
html
local
li
html
local
a
href title
/wiki/Xylulose Xylulose
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Deoxy_sugar Deoxy sugar
html
local
a
href title
/wiki/Deoxyribose Deoxyribose
html
local
li
html
local
ul
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-even text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
a
href title
/wiki/Hexose Hexose
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Aldohexose Aldohexose
html
local
a
href title
/wiki/Allose Allose
html
local
li
html
local
a
href title
/wiki/Altrose Altrose
html
local
li
html
local
a
href title
/wiki/Galactose Galactose
html
local
li
html
local
a
href title
/wiki/Glucose Glucose
html
local
li
html
local
a
href title
/wiki/Gulose Gulose
html
local
li
html
local
a
href title
/wiki/Idose Idose
html
local
li
html
local
a
href title
/wiki/Mannose Mannose
html
local
li
html
local
a
href title
/wiki/Talose Talose
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Ketohexose Ketohexose
html
local
a
href title
/wiki/Fructose Fructose
html
local
li
html
local
a
href title
/wiki/Psicose Psicose
html
local
li
html
local
a
href title
/wiki/Sorbose Sorbose
html
local
li
html
local
a
href title
/wiki/Tagatose Tagatose
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Fucose Fucose
html
local
li
html
local
a
href title
/wiki/Fuculose Fuculose
html
local
li
html
local
a
href title
/wiki/Rhamnose Rhamnose
html
local
li
html
local
ul
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
a
href title
/wiki/Heptose Heptose
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Mannoheptulose Mannoheptulose
html
local
li
html
local
a
href title
/wiki/Sedoheptulose Sedoheptulose
html
local
li
html
local
ul
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-even text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Octose Octose
html
local
li
html
local
a
href title
/wiki/Nonose Nonose
html
local
a
href title
/wiki/Neuraminic_acid Neuraminic acid
html
local
li
html
local
ul
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
tbody
html
local
table
class style
nowraplinks navbox-subgroup border-spacing:0
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
style
display: none;
html
local
th
scope class style
row navbox-group width:1%
html
local
div
style
padding:0em 0.25em
html
local
a
href title
/wiki/Disaccharide Disaccharide
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Cellobiose Cellobiose
html
local
li
html
local
a
href title
/wiki/Isomaltose Isomaltose
html
local
li
html
local
a
href title
/wiki/Isomaltulose Isomaltulose
html
local
li
html
local
a
href title
/wiki/Lactose Lactose
html
local
li
html
local
a
href title
/wiki/Lactulose Lactulose
html
local
li
html
local
a
href title
/wiki/Maltose Maltose
html
local
li
html
local
a
href title
/wiki/Sucrose Sucrose
html
local
li
html
local
a
href title
/wiki/Trehalose Trehalose
html
local
li
html
local
a
href title
/wiki/Turanose Turanose
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-even text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
a
href title
/wiki/Trisaccharide Trisaccharide
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Maltotriose Maltotriose
html
local
li
html
local
a
href title
/wiki/Melezitose Melezitose
html
local
li
html
local
a
href title
/wiki/Raffinose Raffinose
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
a
href title
/wiki/Tetrasaccharide Tetrasaccharide
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Stachyose Stachyose
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-even text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
br
html
local
a
href title
/wiki/Oligosaccharide Oligosaccharide
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Acarbose Acarbose
html
local
li
html
local
a
href title
/wiki/Fructooligosaccharide Fructooligosaccharide
html
local
li
html
local
a
href title
/wiki/Galactooligosaccharide Galactooligosaccharide
html
local
li
html
local
a
href title
/wiki/Isomaltooligosaccharide Isomaltooligosaccharide
html
local
li
html
local
a
href title
/wiki/Maltodextrin Maltodextrin
html
local
li
html
local
a
href title
/wiki/Mannan_oligosaccharide-based_nutritional_supplements Mannan oligosaccharide-based nutritional supplements
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
a
href title
/wiki/Polysaccharide Polysaccharide
html
local
th
scope class style
row navbox-group width:1%
html
local
a
href title
/wiki/Beta-glucan Beta-glucan
html
local
a
href title
/wiki/Oat_beta-glucan Oat beta-glucan
html
local
li
html
local
a
href title
/wiki/Lentinan Lentinan
html
local
li
html
local
a
href title
/wiki/Sizofiran Sizofiran
html
local
li
html
local
a
href title
/wiki/Zymosan Zymosan
html
local
li
html
local
a
href title
/wiki/Cellulose Cellulose
html
local
li
html
local
a
href title
/wiki/Chitin Chitin
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Chitosan Chitosan
html
local
li
html
local
a
href title
/wiki/Dextrin Dextrin
html
local
a
href title
/wiki/Dextran Dextran
html
local
li
html
local
a
href title
/wiki/Fructose Fructose
html
local
a
href title
/wiki/Fructan Fructan
html
local
i
html
local
a
href title
/wiki/Inulin Inulin
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Galactose Galactose
html
local
a
href title
/wiki/Galactose Galactose
html
local
i
html
local
li
html
local
a
href title
/wiki/Glucose Glucose
html
local
a
href title
/wiki/Glucan Glucan
html
local
i
html
local
a
href title
/wiki/Glycogen Glycogen
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Hemicellulose Hemicellulose
html
local
li
html
local
a
href title
/wiki/Levan_polysaccharide Levan polysaccharide
html
local
li
html
local
a
href title
/wiki/Lignin Lignin
html
local
li
html
local
a
href title
/wiki/Mannan Mannan
html
local
li
html
local
a
href title
/wiki/Pectin Pectin
html
local
li
html
local
a
href title
/wiki/Starch Starch
html
local
a
href title
/wiki/Amylopectin Amylopectin
html
local
li
html
local
a
href title
/wiki/Amylose Amylose
html
local
li
html
local
ul
html
local
li
html
local
a
href title
/wiki/Xanthan_gum Xanthan gum
html
local
li
html
local
ul
html
local
div
style
padding:0em 0.25em
html
local
td
class style
navbox-list navbox-even text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
html
local
tbody
html
local
table
class style
nowraplinks navbox-subgroup border-spacing:0
html
local
td
class style
navbox-list navbox-odd text-align:left;border-left-width:2px;border-left-style:solid;width:100%;padding:0px
html
local
tr
style
display: none;
html
local
tbody
html
local
table
class style id
nowraplinks hlist collapsible collapsed navbox-inner border-spacing:0;background:transparent;color:inherit collapsibleTable0
html
local
div
role class aria-labelledby style
navigation navbox Types_of_carbohydrates padding:3px
html
local
div
class
mw-parser-output
html
local
img
src alt title width height style
//en.wikipedia.org/wiki/Special:CentralAutoLogin/start?type=1x1 1 1 border: none; position: absolute;
html
local
noscript
html
local
div
id lang dir class
mw-content-text en ltr mw-content-ltr
html
local
a
dir href
ltr https://en.wikipedia.org/w/index.php?title=Glycosidic_bond&oldid=834295285
html
local
div
class
printfooter
html
local
a
href title
/wiki/Help:Category Help:Category
html
local
a
href title
/wiki/Category:Glycosides Category:Glycosides
html
local
li
html
local
a
href title
/wiki/Category:Carbohydrates Category:Carbohydrates
html
local
li
html
local
a
href title
/wiki/Category:Carbohydrate_chemistry Category:Carbohydrate chemistry
html
local
li
html
local
ul
html
local
div
id class
mw-normal-catlinks mw-normal-catlinks
html
local
a
href title
/wiki/Category:CS1:_Julian%E2%80%93Gregorian_uncertainty Category:CS1: Julian–Gregorian uncertainty
html
local
li
html
local
a
href title
/wiki/Category:Articles_needing_additional_references_from_May_2014 Category:Articles needing additional references from May 2014
html
local
li
html
local
a
href title
/wiki/Category:All_articles_needing_additional_references Category:All articles needing additional references
html
local
li
html
local
ul
html
local
div
id class
mw-hidden-catlinks mw-hidden-catlinks mw-hidden-cats-hidden
html
local
div
id class data-mw
catlinks catlinks interface
html
local
div
class
visualClear
html
local
div
id class
bodyContent mw-body-content
html
local
div
id class role
content mw-body main
html
local
h2
html
local
h3
id
p-personal-label
html
local
li
id
pt-anonuserpage
html
local
a
href title accesskey
/wiki/Special:MyTalk Discussion about edits from this IP address [ctrl-alt-n] n
html
local
li
id
pt-anontalk
html
local
a
href title accesskey
/wiki/Special:MyContributions A list of edits made from this IP address [ctrl-alt-y] y
html
local
li
id
pt-anoncontribs
html
local
a
href title
/w/index.php?title=Special:CreateAccount&returnto=Glycosidic+bond You are encouraged to create an account and log in; however, it is not mandatory
html
local
li
id
pt-createaccount
html
local
a
href title accesskey
/w/index.php?title=Special:UserLogin&returnto=Glycosidic+bond You're encouraged to log in; however, it's not mandatory. [ctrl-alt-o] o
html
local
li
id
pt-login
html
local
ul
html
local
div
id role class aria-labelledby
p-personal navigation p-personal-label
html
local
h3
id
p-namespaces-label
html
local
a
href title accesskey
/wiki/Glycosidic_bond View the content page [ctrl-alt-c] c
html
local
span
html
local
li
id class
ca-nstab-main selected
html
local
a
href rel title accesskey
/wiki/Talk:Glycosidic_bond discussion Discussion about the content page [ctrl-alt-t] t
html
local
span
html
local
li
id
ca-talk
html
local
ul
html
local
div
id role class aria-labelledby
p-namespaces navigation vectorTabs p-namespaces-label
html
local
input
type class aria-labelledby
checkbox vectorMenuCheckbox p-variants-label
html
local
span
html
local
h3
id
p-variants-label
html
local
ul
html
local
div
class
menu
html
local
div
id role class aria-labelledby
p-variants navigation vectorMenu emptyPortlet p-variants-label
html
local
div
id
left-navigation
html
local
h3
id
p-views-label
html
local
a
href
/wiki/Glycosidic_bond
html
local
span
html
local
li
id class
ca-view collapsible selected
html
local
a
href title accesskey
/w/index.php?title=Glycosidic_bond&action=edit Edit this page [ctrl-alt-e] e
html
local
span
html
local
li
id class
ca-edit collapsible
html
local
a
href title accesskey
/w/index.php?title=Glycosidic_bond&action=history Past revisions of this page [ctrl-alt-h] h
html
local
span
html
local
li
id class
ca-history collapsible
html
local
ul
html
local
div
id role class aria-labelledby
p-views navigation vectorTabs p-views-label
html
local
input
type class aria-labelledby
checkbox vectorMenuCheckbox p-cactions-label
html
local
span
html
local
h3
id
p-cactions-label
html
local
ul
html
local
div
class
menu
html
local
div
id role class aria-labelledby
p-cactions navigation vectorMenu emptyPortlet p-cactions-label
html
local
label
for
searchInput
html
local
h3
html
local
div
id role
p-search search
html
local
div
id
right-navigation
html
local
div
id
mw-head
html
local
a
class href title
mw-wiki-logo /wiki/Main_Page Visit the main page
html
local
div
id role
p-logo banner
html
local
h3
id
p-navigation-label
html
local
a
href title accesskey
/wiki/Main_Page Visit the main page [ctrl-alt-z] z
html
local
li
id
n-mainpage-description
html
local
a
href title
/wiki/Portal:Contents Guides to browsing Wikipedia
html
local
li
id
n-contents
html
local
a
href title
/wiki/Portal:Featured_content Featured content – the best of Wikipedia
html
local
li
id
n-featuredcontent
html
local
a
href title
/wiki/Portal:Current_events Find background information on current events
html
local
li
id
n-currentevents
html
local
a
href title accesskey
/wiki/Special:Random Load a random article [ctrl-alt-x] x
html
local
li
id
n-randompage
html
local
a
href title
https://donate.wikimedia.org/wiki/Special:FundraiserRedirector?utm_source=donate&utm_medium=sidebar&utm_campaign=C13_en.wikipedia.org&uselang=en Support us
html
local
li
id
n-sitesupport
html
local
a
href title
//shop.wikimedia.org Visit the Wikipedia store
html
local
li
id
n-shoplink
html
local
ul
html
local
div
class
body
html
local
div
class role id aria-labelledby
portal navigation p-navigation p-navigation-label
html
local
h3
id
p-interaction-label
html
local
a
href title
/wiki/Help:Contents Guidance on how to use and edit Wikipedia
html
local
li
id
n-help
html
local
a
href title
/wiki/Wikipedia:About Find out about Wikipedia
html
local
li
id
n-aboutsite
html
local
a
href title
/wiki/Wikipedia:Community_portal About the project, what you can do, where to find things
html
local
li
id
n-portal
html
local
a
href title accesskey
/wiki/Special:RecentChanges A list of recent changes in the wiki [ctrl-alt-r] r
html
local
li
id
n-recentchanges
html
local
a
href title
//en.wikipedia.org/wiki/Wikipedia:Contact_us How to contact Wikipedia
html
local
li
id
n-contactpage
html
local
ul
html
local
div
class
body
html
local
div
class role id aria-labelledby
portal navigation p-interaction p-interaction-label
html
local
h3
id
p-tb-label
html
local
a
href title accesskey
/wiki/Special:WhatLinksHere/Glycosidic_bond List of all English Wikipedia pages containing links to this page [ctrl-alt-j] j
html
local
li
id
t-whatlinkshere
html
local
a
href rel title accesskey
/wiki/Special:RecentChangesLinked/Glycosidic_bond nofollow Recent changes in pages linked from this page [ctrl-alt-k] k
html
local
li
id
t-recentchangeslinked
html
local
a
href title accesskey
/wiki/Wikipedia:File_Upload_Wizard Upload files [ctrl-alt-u] u
html
local
li
id
t-upload
html
local
a
href title accesskey
/wiki/Special:SpecialPages A list of all special pages [ctrl-alt-q] q
html
local
li
id
t-specialpages
html
local
a
href title
/w/index.php?title=Glycosidic_bond&oldid=834295285 Permanent link to this revision of the page
html
local
li
id
t-permalink
html
local
a
href title
/w/index.php?title=Glycosidic_bond&action=info More information about this page
html
local
li
id
t-info
html
local
a
href title accesskey
https://www.wikidata.org/wiki/Special:EntityPage/Q422553 Link to connected data repository item [ctrl-alt-g] g
html
local
li
id
t-wikibase
html
local
a
href title
/w/index.php?title=Special:CiteThisPage&page=Glycosidic_bond&id=834295285 Information on how to cite this page
html
local
li
id
t-cite
html
local
ul
html
local
div
class
body
html
local
div
class role id aria-labelledby
portal navigation p-tb p-tb-label
html
local
h3
id
p-coll-print_export-label
html
local
a
href
/w/index.php?title=Special:Book&bookcmd=book_creator&referer=Glycosidic+bond
html
local
li
id
coll-create_a_book
html
local
a
href
/w/index.php?title=Special:ElectronPdf&page=Glycosidic+bond&action=show-download-screen
html
local
li
id
coll-download-as-rdf2latex
html
local
a
href title accesskey
/w/index.php?title=Glycosidic_bond&printable=yes Printable version of this page [ctrl-alt-p] p
html
local
li
id
t-print
html
local
ul
html
local
div
class
body
html
local
div
class role id aria-labelledby
portal navigation p-coll-print_export p-coll-print_export-label
html
local
button
class title
uls-settings-trigger Language settings
html
local
h3
id
p-lang-label
html
local
a
href title lang hreflang class
https://ar.wikipedia.org/wiki/%D8%B1%D8%A7%D8%A8%D8%B7%D8%A9_%D8%BA%D9%84%D9%8A%D9%83%D9%88%D8%B3%D9%8A%D8%AF%D9%8A%D8%A9 رابطة غليكوسيدية – Arabic ar ar interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-ar
html
local
a
href title lang hreflang class
https://ca.wikipedia.org/wiki/Enlla%C3%A7_glicos%C3%ADdic Enllaç glicosídic – Catalan ca ca interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-ca display: none;
html
local
a
href title lang hreflang class
https://cs.wikipedia.org/wiki/Glykosidov%C3%A1_vazba Glykosidová vazba – Czech cs cs interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-cs display: none;
html
local
a
href title lang hreflang class
https://da.wikipedia.org/wiki/Glykosidbinding Glykosidbinding – Danish da da interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-da display: none;
html
local
a
href title lang hreflang class
https://de.wikipedia.org/wiki/Glycosidische_Bindung Glycosidische Bindung – German de de interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-de
html
local
a
href title lang hreflang class
https://es.wikipedia.org/wiki/Enlace_glucos%C3%ADdico Enlace glucosídico – Spanish es es interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-es
html
local
a
href title lang hreflang class
https://fa.wikipedia.org/wiki/%D9%BE%DB%8C%D9%88%D9%86%D8%AF_%DA%AF%D9%84%DB%8C%DA%A9%D9%88%D8%B2%DB%8C%D8%AF%DB%8C پیوند گلیکوزیدی – Persian fa fa interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-fa display: none;
html
local
a
href title lang hreflang class
https://fr.wikipedia.org/wiki/Liaison_osidique Liaison osidique – French fr fr interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-fr
html
local
a
href title lang hreflang class
https://gl.wikipedia.org/wiki/Enlace_glicos%C3%ADdico Enlace glicosídico – Galician gl gl interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-gl display: none;
html
local
a
href title lang hreflang class
https://ko.wikipedia.org/wiki/%EA%B8%80%EB%A6%AC%EC%BD%94%EC%82%AC%EC%9D%B4%EB%93%9C_%EA%B2%B0%ED%95%A9 글리코사이드 결합 – Korean ko ko interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-ko
html
local
a
href title lang hreflang class
https://it.wikipedia.org/wiki/Legame_glicosidico Legame glicosidico – Italian it it interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-it display: none;
html
local
a
href title lang hreflang class
https://he.wikipedia.org/wiki/%D7%A7%D7%A9%D7%A8_%D7%92%D7%9C%D7%99%D7%A7%D7%95%D7%96%D7%99%D7%93%D7%99 קשר גליקוזידי – Hebrew he he interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-he display: none;
html
local
a
href title lang hreflang class
https://ja.wikipedia.org/wiki/%E3%82%B0%E3%83%AA%E3%82%B3%E3%82%B7%E3%83%89%E7%B5%90%E5%90%88 グリコシド結合 – Japanese ja ja interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-ja
html
local
a
href title lang hreflang class
https://oc.wikipedia.org/wiki/Ligam_glicosidic Ligam glicosidic – Occitan oc oc interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-oc display: none;
html
local
a
href title lang hreflang class
https://pl.wikipedia.org/wiki/Wi%C4%85zanie_glikozydowe Wiązanie glikozydowe – Polish pl pl interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-pl display: none;
html
local
a
href title lang hreflang class
https://pt.wikipedia.org/wiki/Liga%C3%A7%C3%A3o_glicos%C3%ADdica Ligação glicosídica – Portuguese pt pt interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-pt
html
local
a
href title lang hreflang class
https://ro.wikipedia.org/wiki/Leg%C4%83tur%C4%83_glicozidic%C4%83 Legătură glicozidică – Romanian ro ro interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-ro display: none;
html
local
a
href title lang hreflang class
https://ru.wikipedia.org/wiki/%D0%93%D0%BB%D0%B8%D0%BA%D0%BE%D0%B7%D0%B8%D0%B4%D0%BD%D0%B0%D1%8F_%D1%81%D0%B2%D1%8F%D0%B7%D1%8C Гликозидная связь – Russian ru ru interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-ru
html
local
a
href title lang hreflang class
https://sk.wikipedia.org/wiki/Glykozidov%C3%A1_v%C3%A4zba Glykozidová väzba – Slovak sk sk interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-sk display: none;
html
local
a
href title lang hreflang class
https://sr.wikipedia.org/wiki/Glikozidna_veza Glikozidna veza – Serbian sr sr interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-sr display: none;
html
local
a
href title lang hreflang class
https://sh.wikipedia.org/wiki/Glikozidna_veza Glikozidna veza – Serbo-Croatian sh sh interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-sh display: none;
html
local
a
href title lang hreflang class
https://fi.wikipedia.org/wiki/Glykosidisidos Glykosidisidos – Finnish fi fi interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-fi display: none;
html
local
a
href title lang hreflang class
https://tr.wikipedia.org/wiki/Glikosidik_ba%C4%9F Glikosidik bağ – Turkish tr tr interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-tr display: none;
html
local
a
href title lang hreflang class
https://uk.wikipedia.org/wiki/%D0%93%D0%BB%D1%96%D0%BA%D0%BE%D0%B7%D0%B8%D0%B4%D0%BD%D0%B8%D0%B9_%D0%B7%D0%B2%27%D1%8F%D0%B7%D0%BE%D0%BA Глікозидний зв'язок – Ukrainian uk uk interlanguage-link-target
html
local
li
class style
interlanguage-link interwiki-uk display: none;
html
local
a
href title lang hreflang class
https://zh.wikipedia.org/wiki/%E7%B3%96%E8%8B%B7%E9%94%AE 糖苷键 – Chinese zh zh interlanguage-link-target
html
local
li
class
interlanguage-link interwiki-zh
html
local
button
class title
mw-interlanguage-selector mw-ui-button All languages (initial selection from common choices by you and others)
html
local
ul
html
local
a
href title class
https://www.wikidata.org/wiki/Special:EntityPage/Q422553#sitelinks-wikipedia Edit interlanguage links wbc-editpage
html
local
span
class
wb-langlinks-edit wb-langlinks-link
html
local
div
class
after-portlet after-portlet-lang
html
local
div
class
body
html
local
div
class role id aria-labelledby
portal navigation p-lang p-lang-label
html
local
div
id
mw-panel
html
local
div
id
mw-navigation
html
local
li
id
footer-info-lastmod
html
local
a
rel href
license //en.wikipedia.org/wiki/Wikipedia:Text_of_Creative_Commons_Attribution-ShareAlike_3.0_Unported_License
html
local
a
rel href style
license //creativecommons.org/licenses/by-sa/3.0/ display:none;
html
local
a
href
//wikimediafoundation.org/wiki/Terms_of_Use
html
local
a
href
//wikimediafoundation.org/wiki/Privacy_policy
html
local
a
href
//www.wikimediafoundation.org/
html
local
li
id
footer-info-copyright
html
local
ul
id
footer-info
html
local
a
href class title
https://wikimediafoundation.org/wiki/Privacy_policy extiw wmf:Privacy policy
html
local
li
id
footer-places-privacy
html
local
a
href title
/wiki/Wikipedia:About Wikipedia:About
html
local
li
id
footer-places-about
html
local
a
href title
/wiki/Wikipedia:General_disclaimer Wikipedia:General disclaimer
html
local
li
id
footer-places-disclaimer
html
local
a
href
//en.wikipedia.org/wiki/Wikipedia:Contact_us
html
local
li
id
footer-places-contact
html
local
a
href
https://www.mediawiki.org/wiki/Special:MyLanguage/How_to_contribute
html
local
li
id
footer-places-developers
html
local
a
href
https://wikimediafoundation.org/wiki/Cookie_statement
html
local
li
id
footer-places-cookiestatement
html
local
a
href class
//en.m.wikipedia.org/w/index.php?title=Glycosidic_bond&mobileaction=toggle_view_mobile noprint stopMobileRedirectToggle
html
local
li
id
footer-places-mobileview
html
local
a
href
#
html
local
li
style
display: none;
html
local
ul
id
footer-places
html
local
img
src srcset width height alt
/static/images/wikimedia-button.png /static/images/wikimedia-button-1.5x.png 1.5x, /static/images/wikimedia-button-2x.png 2x 88 31 Wikimedia Foundation
html
local
a
href
https://wikimediafoundation.org/
html
local
li
id
footer-copyrightico
html
local
img
src alt srcset width height
/static/images/poweredby_mediawiki_88x31.png Powered by MediaWiki /static/images/poweredby_mediawiki_132x47.png 1.5x, /static/images/poweredby_mediawiki_176x62.png 2x 88 31
html
local
a
href
//www.mediawiki.org/
html
local
li
id
footer-poweredbyico
html
local
ul
id class
footer-icons noprint
html
local
div
style
clear: both;
html
local
div
id role
footer contentinfo
html
local
polygon
points
0 8, 10 8, 18 0, 26 8, 1000 8, 1000 1000, 0 1000
html
local
clippath
id
mwe-popups-mask
html
local
polygon
points
0 8, 274 8, 282 0, 290 8, 1000 8, 1000 1000, 0 1000
html
local
clippath
id
mwe-popups-mask-flip
html
local
polygon
points
0 8, 174 8, 182 0, 190 8, 1000 8, 1000 1000, 0 1000
html
local
clippath
id
mwe-popups-landscape-mask
html
local
polygon
points
0 0, 1000 0, 1000 242, 190 242, 182 250, 174 242, 0 242
html
local
clippath
id
mwe-popups-landscape-mask-flip
html
local
defs
html
local
svg
xmlns width height
http://www.w3.org/2000/svg 0 0
html
local
div
id
mwe-popups-svg
html
local
div
class
suggestions-results
html
local
div
class
suggestions-special
html
local
div
class style
suggestions display: none; font-size: 13px;
html
local
body
class
mediawiki ltr sitedir-ltr mw-hide-empty-elt ns-0 ns-subject page-Glycosidic_bond rootpage-Glycosidic_bond skin-vector action-view
html
local