I. GENERIC PARAMETERS Before esterifying our target compounds, we first determined the general reaction parameters suitable for the chosen enzyme, such as the solvent and the temperature. Our primary criterion for selecting the solvent system was its capacity to solubilize the main STLs from chicory root and the various acyl donors, while still enabling effective enzyme-catalyzed acylation reactions. For this reason, common solvents used to extract STLs, such as alcoholic solvents (methanol, ethanol) and ethyl acetate, were not considered in this case. Acetonitrile effectively solubilized the four STLs and the acyl donors without difficulty, however, based on previous experiments, we noted that methyl tert-butyl ether (MTBE) typically increased the overall conversion yield with Novozym 435 (data not shown). Taking this into account, we opted for a mixture of 3:1 MTBE:ACN, which proved to be an excellent compromise. In the future, MTBE could potentially be replaced by a greener alternative such as cyclopentyl methyl ether (CPME) which can be obtained from biomass. II. ESTERIFICATION OF THE MODEL PERILLYL ALCOHOL Perillyl alcohol (POH) was chosen as our model compound as it fitted within our criteria of accessibility/cost and, more importantly, in terms of structural similarity to STLs, particularly regarding the allyl alcohol moiety. Moreover, given that POH also shares scientific interest as a possible pharmaceutical candidate, its modification through this biocatalytic method can highlight the versatility of our approach. As outlined, we initiated the process by selecting the most suitable acyl donor-either acetic acid or vinyl acetate-to form the corresponding ester using Novozym 435 (Figure .). The acylation reactions were carried out in parallel, along with their respective negative controls in the absence of the enzyme, in a small glass 2 mL vial containing 1mL of solvent (3:1 MTBE:ACN) with 3 particles of molecular sieves (5 Å). The formation of perillyl acetate was monitored by GC-FID and the structure was confirmed by NMR ( 1 H, C and HSQC) after work-up (filtration, concentration under reduced pressure and solubilization of the crude concentrate in DMSO-D6).