Lithium hexamethyldisilazide initiated superfast ring opening polymerization of alpha-amino acid N-carboxyanhydrides

被引：176

作者：

Wu, Yueming ^{[1
]}

Zhang, Danfeng ^{[1
]}

Ma, Pengcheng ^{[1
]}

Zhou, Ruiyi ^{[1
]}

Hua, Lei ^{[2
]}

Liu, Runhui ^{[1
]}

机构：

[1] East China Univ Sci & Technol, Sch Mat Sci & Engn, Minist Educ,Res Ctr Biomed Mat, State Key Lab Bioreactor Engn,Key Lab Ultrafine M, Shanghai 200237, Peoples R China

[2] East China Univ Sci & Technol, Res Ctr Anal & Test, Shanghai 200237, Peoples R China

来源：

NATURE COMMUNICATIONS | 2018年 / 9卷

基金：

中国国家自然科学基金;

关键词：

SOLVENT-INDUCED POLYMERIZATIONS; NYLON-3; POLYMERS; SYNTHETIC POLYPEPTIDES; PEPTIDES; NCA; ANTIBACTERIAL; DESIGN; FUNCTIONALIZATION; ANHYDRIDE; CHEMISTRY;

D O I：

10.1038/s41467-018-07711-y

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Polypeptides have broad applications and can be prepared via ring-opening polymerization of alpha-amino acid N-carboxyanhydrides (NCAs). Conventional initiators, such as primary amines, give slow NCA polymerization, which requires multiple days to reach completion and can result in substantial side reactions, especially for very reactive NCAs. Moreover, current NCA polymerizations are very sensitive to moisture and must typically be conducted in a glove box. Here we show that lithium hexamethyldisilazide (LiHMDS) initiates an extremely rapid NCA polymerization process that is completed within minutes or hours and can be conducted in an open vessel. Polypeptides with variable chain length (DP = 20-1294) and narrow molecular weight distribution (Mw/Mn = 1.08-1.28) were readily prepared with this approach. Mechanistic studies support an anionic ring opening polymerization mechanism. This living NCA polymerization method allowed rapid synthesis of polypeptide libraries for high-throughput functional screening.

引用

页数：10

共 68 条

[61] Controlled ring-opening polymerization of α-amino acid N-carboxy-anhydride by frustrated amine/borane Lewis pairs [J].