Biotin α-End-Functionalized Gradient Glycopolymers Synthesized by RAFT Copolymerization

Biotinylated gradient glycopolymers have been synthesized via RAFT copolymerization of an acrylamide derivative of galactose with N‐acryloylmorpholine in the presence of a biotin CTA. The polymerization was controlled with a linear increase in molecular weights up to 80% conversion. Copolymer chains...

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Veröffentlicht in:Macromolecular rapid communications. 2008-03, Vol.29 (6), p.511-519
Hauptverfasser: Gody, Guillaume, Boullanger, Paul, Ladavière, Catherine, Charreyre, Marie-Thérèse, Delair, Thierry
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Sprache:eng
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Zusammenfassung:Biotinylated gradient glycopolymers have been synthesized via RAFT copolymerization of an acrylamide derivative of galactose with N‐acryloylmorpholine in the presence of a biotin CTA. The polymerization was controlled with a linear increase in molecular weights up to 80% conversion. Copolymer chains have a gradient microstructure with an increasing proportion of galactose units towards the ω chain end. The presence of the biotin ligand at the α end of the chains was confirmed by 1H NMR and MALDI‐ToF MS. This strategy based on the use of a biotin‐CTA instead of a post‐polymerization labelling of the chains resulted in a high percentage of α‐functionalized chains (92–95%). Such α‐end‐functionalized glycopolymer chains may interact with streptavidin‐modified surfaces.
ISSN:1022-1336
1521-3927
DOI:10.1002/marc.200700768