Efficient usage of thiocarbonates for both the production and the biofunctionalization of polymers

Cyrille Boyer, Volga Bulmus, Thomas Paul Davis

Research output: Contribution to journalArticleResearchpeer-review

139 Citations (Scopus)

Abstract

End group modification of polymers prepared by reversible addition-fragmentation chain transfer (RAFT) polymerization was accomplished by conversion of trithiocarbonate into reactive functions able to conjugate easily with biomolecules or bioactive functionality. Polymers were prepared by RAFT, and subsequent aminolysis led to sulfhydryl-terminated polymers that reacted in situ with an excess of dithiopyridyl disulfide to yield pyridyl disulfideterminated macromolecules or in the presence of ene to yield functional polymers. In the first route, the pyridyl disulfide end groups allowed coupling with oligonucleotide and peptide. The second approach exploited thiol-ene chemistry to couple polymers and model compounds such as carbohydrate and biotin with high yield.
Original languageEnglish
Pages (from-to)493 - 497
Number of pages5
JournalMacromolecular Rapid Communications
Volume30
Issue number7
DOIs
Publication statusPublished - 2009
Externally publishedYes

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