N-trimethylsilyl amines for controlled ring-opening polymerization of amino acid N-carboxyanhydrides and facile end group functionalization of polypeptides

被引：0

作者：

Lu, Hua ^{[1
]}

Cheng, Jianjun ^{[1
]}

机构：

[1] Department of Materials Science and Engineering, University of Illinois at Urbana - Champaign, Urbana, IL 61801, United States

来源：

Journal of the American Chemical Society | 2008年 / 130卷 / 38期

关键词：

We report a new strategy that uses N-trimethylsilyl (N-TMS) amine to mediate controlled ring-opening polymerization of amino acid N-carboxyanhydrides (NCAs). This polymerization proceeds via a unique; trimethylsilyl carbamate (TMS-CBM) propagating group that results from the cleavage of the Si-N bond of N-TMS amine followed by NCA ring opening. Propagation of the polypeptide chains proceeds through the transfer of the TMS group from the terminal TMS-CBM to the incoming monomer followed by the formation of a new TMS-CBM propagating group. Formation of the TMS-CBM was confirmed by MS and NMR. Polypeptides formed by the N-TMS amine-mediated polymerization have the expected molecular weights; narrow molecular weight distributions; and controlled functional groups at the C-termini of the polypeptides. Copyright © 2008 American Chemical Society;

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摘要：

Journal article (JA)

引用

页码：12562 / 12563

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