Enzyme-catalyzed ring-opening polymerization of unsubstituted beta-lactam

The synthesis of poly(beta-alanine) by Candida antarctica lipase B immobilized as novozyme 435 catalyzed ring-opening of 2-azetidinone is reported. After removal of cyclic side products and low molecular weight species pure linear poly(beta-alanine) is obtained. The formation of the polymer is confi...

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Bibliographic Details
Published in:Macromolecular Rapid Communications
Main Authors: Schwab, Leendert W., Kroon, Renee, Schouten, Arend Jan, Loos, Katja
Format: Article in Journal/Newspaper
Language:English
Published: 2008
Subjects:
enzyme catalysis
lipase
polyamides
polymers
ring-opening polymerization
ANTARCTICA LIPASE-B
ACRYLAMIDE
KINETICS
Antarc*
Antarctica
Online Access:https://hdl.handle.net/11370/1ff6fa15-7402-466d-89af-603ed37ebc50
https://research.rug.nl/en/publications/1ff6fa15-7402-466d-89af-603ed37ebc50
https://doi.org/10.1002/marc.200800117
https://pure.rug.nl/ws/files/6719465/2008MacromolRapidCommSchwab.pdf
Description
Summary:The synthesis of poly(beta-alanine) by Candida antarctica lipase B immobilized as novozyme 435 catalyzed ring-opening of 2-azetidinone is reported. After removal of cyclic side products and low molecular weight species pure linear poly(beta-alanine) is obtained. The formation of the polymer is confirmed with (1)H NMR spectroscopy and MALDI-TOF mass spectrometry. The average degree of polymerization of the obtained polymer is limited to DP=8 by its solubility in the reaction medium. Control experiments with beta-alanine as substrate confirmed that the ring structure of the 2-azetidinone is necessary to obtain the polymer.

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