5 years ago

Interfacial Ring-Opening Polymerization of Amino-Acid-Derived N-Thiocarboxyanhydrides Toward Well-Defined Polypeptides

Interfacial Ring-Opening Polymerization of Amino-Acid-Derived N-Thiocarboxyanhydrides Toward Well-Defined Polypeptides
Tianyi Yu, Donghui Zhang, Weiwei Xie, Brandon A. Chan, Frank R. Fronczek, David Siefker, Mirza A. Saputra, Jinbao Cao, Lu Lu
Interfacial ring-opening polymerizations (iROP) of α-amino-acid derived N-thiocarboxyanhydrides (NTAs) in hexanes or heptane suspension using soluble primary amine initiators have been demonstrated to produce polypeptides with controlled molecular weight and low-to-moderate molecular weight distribution under mild conditions. The NTA monomers were shown to have significantly enhanced moisture and thermal stability relative to N-carboxyanhydrides (NCAs), resulting in long shelf life and allowing the polymerization to occur quantitatively in open air.

Publisher URL: http://dx.doi.org/10.1021/acsmacrolett.7b00411

DOI: 10.1021/acsmacrolett.7b00411

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