Chiral copoly(methacrylate)s carrying amino acid pendants in the side-chains

Side-Chain Proline-Based Polymers as Effective Inhibitors for In Vitro Aggregation of Insulin

“…The number average degree of polymerization (DP n ) for P(Boc-Pro-HEMA) was calculated from the integration ratio of the signals at 4.1−4.5 ppm (due to the Boc-Pro-HEMA unit in the main chain of the P(Boc-Pro-HEMA)) and at 2.5 ppm (due to the chain end protons from the CTA segment). 47 The NMR number average molecular weight (M n,NMR ) of the P(Boc-Pro-HEMA) homopolymer was determined to be 8700 g/mol by using the DP n and molecular weight of the Boc-Pro-HEMA monomer. Although the PEGMA units in the block copolymers showed an ester methyl proton peak at 3.38 ppm, we could not determine M n,NMR for the block copolymers due to the absence of distinct chain end proton peaks in the 1 H NMR spectra.…”

“…The P­(Boc-Pro-HEMA)- b -PPEGMA block copolymer also showed the proton signals corresponding to both the P­(Boc-Pro-HEMA) and PPEGMA segments (Figure A, red line). The number average degree of polymerization ( DP n ) for P­(Boc-Pro-HEMA) was calculated from the integration ratio of the signals at 4.1–4.5 ppm (due to the Boc-Pro-HEMA unit in the main chain of the P­(Boc-Pro-HEMA)) and at 2.5 ppm (due to the chain end protons from the CTA segment) . The NMR number average molecular weight ( M n,NMR ) of the P­(Boc-Pro-HEMA) homopolymer was determined to be 8700 g/mol by using the DP n and molecular weight of the Boc-Pro-HEMA monomer.…”

Side‐chain amino‐acid‐based polymers: self‐assembly and bioapplications

“…Our group has also studied the helical properties of several methacrylate polymers containing alanine, leucine and isoleucine in their side chain. 31,32 Interestingly, the polymers showed a helical conformation which is governed by hydrogen bonds, steric repulsion and hydrophobic force of interactions as confirmed by circular dichroism and specific rotation studies. Furthermore, by using these properties, researchers have started using these types of side-chain amino-acid-containing polymers in a variety of other applications, such as enantioselective crystallization, asymmetric organocatalysis etc.…”

Caffeine and Cationic Copolymers with Antimicrobial Properties

“…Among the different polymeric backbones with antimicrobial properties, it is possible to find polyacrylates, polynorbornenes, polypeptides, their analogues polypeptoids, , or synthetic polybetapeptides . Different parameters can be tuned during the preparation of antimicrobial polymers, such as architecture, molecular weight, monomer arrangement, nature of the cation, and hydrophobic group. , Among the polymer biocides, modifications include zwitterionic groups as side chains, and satellite-active groups. , Particularly, the cation structure and hydrophobic side chain play an important role in antimicrobial peptides. − Within the different polymer backbones, poly­(methacrylates) can be tuned at the side chain to mimic amino acid cationic groups. , These polymers are nondegradable in body conditions, in comparison to other polymers; thus biodistribution and excretion studies are important for translation . A key parameter for presenting antibacterial activity is the nature of the cation, and for poly­(methacrylates), the primary cationic group has shown to be more effective than permanent quaternary cationic groups, even if both can interact with the negatively charged species over bacterial membranes. , Increased length of the hydrophobic side chain allows for greater hydrophobic interactions with the lipid components of the membranes but comes at the cost of higher cytotoxicity .…”