Cyclic Poly(α-peptoid)s by Lithium bis(trimethylsilyl)amide (LiHMDS)-Mediated Ring-Expansion Polymerization: Simple Access to Bioactive Backbones

被引：53

作者：

Salas-Ambrosio, Pedro ^{[1
]}

Tronnet, Antoine ^{[2
,3
]}

Since, Marc ^{[4
]}

Bourgeade-Delmas, Sandra ^{[5
]}

Stigliani, Jean-Luc ^{[2
]}

Vax, Amelie ^{[1
]}

Lecommandoux, Sebastien ^{[1
]}

Dupuy, Bruno ^{[3
]}

Verhaeghe, Pierre ^{[2
]}

Bonduelle, Colin ^{[1
]}

机构：

[1] Univ Bordeaux, LCPO, Bordeaux INP, CNRS,UMR 5629, F-33600 Pessac, France

[2] Univ Toulouse, UPS, CNRS, LCC CNRS,UPR8241, F-31400 Toulouse, France

[3] Univ Paris, Inst Pasteur, LPBA, UMR CNRS 2001, F-75724 Paris, France

[4] Normandie Univ, CERMN, UNICAEN, F-14000 Caen, France

[5] Univ Toulouse, UPS, UMR PHARMA DEV 152, IRD, F-31400 Toulouse, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2021年 / 143卷 / 10期

关键词：

35;

D O I：

10.1021/jacs.0c13231

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cyclic polymers display unique physicochemical and biological properties. However, their development is often limited by their challenging preparation. In this work, we present a simple route to cyclic poly(alpha-peptoids) from N-alkylated-N-carboxyanhydrides (NNCA) using LiHMDS promoted ring-expansion polymerization (REP) in DMF. This new method allows the unprecedented use of lysine-like monomers in REP to design bioactive macrocycles bearing pharmaceutical potential against Clostridioides difficile, a bacterium responsible for nosocomial infections.

引用

页码：3697 / 3702

页数：6

共 3 条

[1] A Study on Physical Properties of Cyclic Poly(vinyl ether)s Synthesized via Ring-Expansion Cationic Polymerization
Kammiyada, Hajime
Ouchi, Makoto
Sawamoto, Mitsuo
MACROMOLECULES, 2017, 50 (03) : 841 - 848
[2] Synthesis and photophysical studies of cyclic poly(p-phenylenevinylene)s by ring-expansion metathesis polymerization of strained 1,9-paracyclophanedienes
Lidster, Benjamin
Hirata, Shuzo
Matsuda, Shoki
Yamamoto, Takuya
Komanduri, Venukrishnan
Kumar, Dharam
Tezuka, Yasuyuki
Vacha, Martin
Turner, Michael
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
[3] Cyclic and linear poly(L-lactide)s by ring-expansion polymerization with Bu2SnO, Oct2SnO, and Bu2SnS
Kricheldorf, Hans R.
Weidner, Steffen M.
JOURNAL OF POLYMER SCIENCE, 2023, 61 (24) : 3256 - 3265

← 1 →