Ring-Opening Polymerization of γ-(4-Vinylbenzyl)-(L)-Glutamate N-Carboxyanhydride for the Synthesis of Functional Polypeptides.
Ring-Opening Polymerization of γ-(4-Vinylbenzyl)-(L)-Glutamate N-Carboxyanhydride for the Synthesis of Functional Polypeptides.
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γ-（4-乙烯基苄基） - （L） - 谷氨酸N-羧基氢化物的环环聚合以合成功能性多肽。
DOI：
10.1021/ma201164n
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发表时间：
2011-08-23
期刊：
影响因子：
5.5
通讯作者：
Cheng J
中科院分区：
文献类型：
--
作者：
Lu H;Bai Y;Wang J;Gabrielson NP;Wang F;Lin Y;Cheng J
以高效、可控的方式向多肽引入各种侧链官能团和构建感兴趣的构件，是获得具有所需结构和功能的多肽材料的关键。在本研究中，我们合成了γ-(4-乙烯基苄基)-L-谷氨酸N-羧酸酐(VB-Glu-NCA)，该化合物易于大量获得和纯化。VB-Glu-NCA单体随后被用于合成含有可共轭顺式、侧链的乙烯基官能团的多肽。以六甲基二硅氮烷(HMDS)为引发剂，以催化量的1，5，7-三氮杂双环[4.4.0]十二碳-5-烯(TBD)为助催化剂，在VB-Glu-NCA的乙烯基上抑制自由基副反应，实现了VB-Glu-NCA的可控活性聚合。得到的聚(γ-(4-乙烯基苄基)-L-谷氨酸酯)通过不同的乙烯基化学作用生成了含有侧链官能团或基团的多肽。
Introducing various pendant functional groups and building blocks of interest to polypeptides in a highly efficient, controlled manner is crucial to access polypeptide materials with desired structures and functions. In this study, we synthesized γ-(4-vinylbenzyl)-L-glutamate N-carboxyanhydride (VB-Glu-NCA), which was readily obtained and purified in large quantity. VB-Glu-NCA monomer was subsequently used for the synthesis of polypeptides containing conjugation-amenable, pendant vinyl functional groups. Controlled, living polymerizations of VB-Glu-NCA were achieved by using hexamethyldisilazane (HMDS) as the initiator, catalytic amounts of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as the co-catalyst, and nitrobenzene as the inhibitor of radical-induced side reactions on the vinyl group of VB-Glu-NCA. The resulting poly(γ-(4-vinylbenzyl)-L-glutamate) (PVBLG) gave rise to polypeptides containing pendant functional groups or moieties through various vinyl chemistries.
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影响因子：
14
作者：
Shim, Min Suk;Kwon, Young Jik
通讯作者：
Kwon, Young Jik
影响因子：
64.8
作者：
Deming, TJ
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Deming, TJ
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作者：
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