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

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 DP vs. conversion in...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2017-04, Vol.53 (28), p.4030-4033
Hauptverfasser: Totsingan, Filbert, Centore, Robert, Gross, Richard A
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Sprache:eng
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Zusammenfassung: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 DP 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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc01300k