CAL-B catalyzed regioselective bulk polymerization of l-aspartic acid diethyl ester to α-linked polypeptides.

Chem Commun (Camb)

Department of Chemistry and Chemical Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute (RPI), 4005B Biotechnology Building, 110 Eighth Street, Troy, New York 12180, USA.

Published: April 2017

This paper reports that the bulk polymerization of l-aspartic acid diethyl ester catalyzed by immobilized CAL-B at 80 °C for 24 h gives primarily (∼95%) α-linked poly(l-aspartate) in 70% yield with DP = 50 and regioselectivity (α/β) = 94 : 6. Plots of log{[M]/[M]} vs. time and DPvs. conversion indicate that this polymerization proceeds in a controlled manner by a chain-growth mechanism up to 90% conversion. Thereafter, competition occurs between chain growth and step mechanisms.

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Source
http://dx.doi.org/10.1039/c7cc01300kDOI Listing

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