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Incorporation of primary amines into a polyester chain by a combination of chemical and lipase-catalyzed epsilon-caprolactone ring-opening processes
KTH, School of Biotechnology (BIO), Biochemistry.
2007 (English)In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 349, no 12-nov, 1963-1968 p.Article in journal (Refereed) Published
Abstract [en]

A simple chemoenzymatic strategy for the incorporation of bioactive and suitably functionalized molecules into a polyester chain has been developed. The protocol involves first the reaction of a primary amine with E-caprolactone to give an amide carrying a terminal primary hydroxy group, followed by the enzymatic growth of the polymeric chain triggered by Novozym 435. This method is versatile and of different amines into polyesters, as has been shown with the model compounds benzylamine and tryptamine, the bioactive compound N-deacetylthiocolchicine and the functionalized propargylamine and tyramine.

Place, publisher, year, edition, pages
2007. Vol. 349, no 12-nov, 1963-1968 p.
Keyword [en]
amines, Candida antarctica lipase, v-caprolactone, enzyme catalysis, novozym 435, ring-opening polymerization, polymerization, initiator, poly(epsilon-caprolactone), thiocolchicoside, copolymers, colchicine, acylation, glucoside, mechanism, lactones
URN: urn:nbn:se:kth:diva-16942DOI: 10.1002/adsc.200600642ISI: 000249313100021ScopusID: 2-s2.0-34548437518OAI: diva2:334985
QC 20100525Available from: 2010-08-05 Created: 2010-08-05Bibliographically approved

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