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

被引：0
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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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页码：12562 / 12563
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