NDLI: N-Trimethylsilyl amines for controlled ring-opening polymerization of amino acid N-carboxyanhydrides and facile end group functionalization of polypeptides.

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

Content Provider	Semantic Scholar
Author	Cheng, Jianjun
Copyright Year	2008
Abstract	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.
File Format	PDF HTM / HTML
DOI	10.1021/ja803304x
Alternate Webpage(s)	http://cheng.matse.illinois.edu/publication-pdf/2008%20Hua%20JACS.pdf
Alternate Webpage(s)	http://cheng.matse.illinois.edu/files/2018/09/ja803304x_si_001.pdf
Alternate Webpage(s)	http://cheng.matse.illinois.edu/files/2018/09/ja803304x.pdf
Alternate Webpage(s)	http://cheng.matse.illinois.edu/publication-SI/2008-Lu%20Hua-JACS.pdf
PubMed reference number	18763770
Alternate Webpage(s)	https://doi.org/10.1021/ja803304x
Journal	Medline
Volume Number	130
Issue Number	38
Journal	Journal of the American Chemical Society
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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Supporting Information N-Trimethylsilyl Amines for Controlled Ring-Opening Polymerization of Amino Acid N-Carboxyanhydrides and Facile End Group Functionalization of Polypeptides

N-trimethylsilyl amines for controlled ring-opening polymerization of amino acid n-carboxyanhydrides and facile end group functionalization of polypeptides. J am chem soc 2008;130(38):12562–3.

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