Synthesis of biodegradable chiral polyesters and microspheres by asymmetric enzymatic polymerization

Y. Xiao, D.M. Cummins, A.R.A. Palmans, C.E. Koning, A. Heise

Research output: Contribution to journalArticleAcademicpeer-review

31 Citations (Scopus)

Abstract

Materials with selective bio-responsiveness could have potential in medical applications. Here we report the synthesis of chiral microspheres obtained from non-crystalline aliphatic polyesters, with the aim to use chirality to program polymer microsphere degradation. By enzymatic enantioselective kinetic resolution polymerization from racemic monomers, hydroxyl-terminated (R)-, (S)- and racemic poly-(4-methylcaprolatone) (PMCL) were successfully synthesized. Preliminary degradation experiments with Candida Antarctica Lipase B show that the degradation rate can be tuned by the polymer chirality. Chiral microspheres around 40 microns were obtained after acrylation of the polymers and subsequent in situ cross-linking in an oil-in-water (O–W) emulsion evaporation approach.
Original languageEnglish
Pages (from-to)593-599
JournalSoft Matter
Volume4
Issue number3
DOIs
Publication statusPublished - 2008

Fingerprint

Dive into the research topics of 'Synthesis of biodegradable chiral polyesters and microspheres by asymmetric enzymatic polymerization'. Together they form a unique fingerprint.

Cite this