Clickable,Oxidation-Responsive and Enzyme-Degradable Polypeptide:Synthesis,Characterization and Side Chain Modification  

作　　者：Yan-Zhi Lu An-Qi Gu Tian-Lun Shen Ji-Hong Sun Jun Ling 

机构地区：[1]Ministry of Education Key Laboratory of Macromolecular Synthesis and Functionalization,Department of Polymer Science and Engineering,Zhejiang University,Hangzhou,310027,China [2]Department of Radiology,Sir Run Run Shaw Hospital,School of Medicine,Zhejiang University,Hangzhou,310016,China

出　　处：《Chinese Journal of Polymer Science》2022年第11期1360-1368,共9页高分子科学（英文版）

基　　金：financially supported by the Key Research and Development Program of Zhejiang Province(No.2019C03014);the National Natural Science Foundation of China(No.21871232)。

摘　　要：Modifications at polypeptide side chains have been found to affect conformational and properties,which is a vital strategy to prepare functional polypeptides.This contribution describes the synthesis of homo and co-polypeptides containing unsaturated bonds and thioether moieties,poly(S-allylcysteine)(PAC).The pendant vinyl groups provide an active binding site which are able to be further modified with cysteine by thiol-ene click reaction.The sulfoxide from thioether oxidation bestows the polypeptide water solubility and enzymatic catalytic sites.The selfassembly micelles of PEG-b-PAC are ruptured along with oxidation to release the Nile red payloads.Moreover,poly(S-allyl-cysteine sulfoxide),aka.polyalliin,is the oxidation product of PAC which undergoes side chain cleavage catalyzed by alliinase enzyme.The polypeptides are biocompatible as confirmed by cell viability assays and may find applications in drug delivery,biosensing and nanoreactor.

关 键 词：POLYPEPTIDES Ring-opening polymerization Stimuli-responsive polymers N-carboxy anhydrides N-phenoxycarbonylα-amino acids 

分 类 号：O629.72[理学—有机化学]