With respect to cross-linker backbone chemistry, peptides are particularly attractive due to their simple solid phase synthesis, incorporation of non-canonical functional groups for the introduction of "clickable" handles, and the possibility of using enzyme-specific cleavable peptide sequences. Due to their intrinsic involvement in biological and metabolic processes, enzymes have emerged as suitable triggers for drug delivery. Different classes of enzymes (e.g. proteases, phospholipases, oxidoreductases) have been leveraged for the purpose of triggered drug release from nanocarriers. A specific class of proteolytic enzymes, matrix metalloproteinases (MMPs), are associated with several disease conditions, including infections, inflammation, cardiovascular diseases and cancer. Overexpression of MMPs at disease sites can be exploited to release drugs at the target site by selective rupture of engineered MMP-responsive delivery platforms. Herein, we successfully synthesised libraries of PNIPAM-, PNCPAM-and P(NIPAM-co-NCPAM)-based triblock copolymers with tuneable compositions via reversible additionfragmentation chain-transfer (RAFT) polymerisation. The structure of the final block copolymers was carefully designed to include these temperature-responsive blocks, a functional block for nanogel cross-linking and a hydrophilic outer block. The thermoresponsive block is hydrophilic below its LCST and turns hydrophobic above the LCST, thus switching the block copolymer from hydrophilic to amphiphilic, which promotes the formation of self-assembled nanostructures. The choice over amphiphilicity or hydrophilicity of degradation products at body temperature, through selecting a copolymer with a transition temperature below or above 37 °C, offers means of potentially modulating elimination pathways upon in vivo administration in the future. To increase nanoparticle stability and incorporate responsiveness to a model MMP enzyme (MMP-7), azido-bi-functionalised peptides were synthesised and used to cross-link the nanoparticles via the alkyne groups present in the functional middle block using CuAAC.