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

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Abstract

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 DPavg = 50 and regioselectivity (α/β) = 94 : 6. Plots of log{[M]0/[M]t} vs. time and DPavg vs. 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.

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

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Publication details

The article was received on 17 Feb 2017, accepted on 06 Mar 2017, published on 17 Mar 2017 and first published online on 17 Mar 2017


Article type: Communication
DOI: 10.1039/C7CC01300K
Citation: Chem. Commun., 2017, Advance Article
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    CAL-B catalyzed regioselective bulk polymerization of L-aspartic acid diethyl ester to α-linked polypeptides

    F. Totsingan, R. Centore and Richard. A. Gross, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC01300K

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