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Biotin α ‐End‐Functionalized Gradient Glycopolymers Synthesized by RAFT Copolymerization
Author(s) -
Gody Guillaume,
Boullanger Paul,
Ladavière Catherine,
Charreyre MarieThérèse,
Delair Thierry
Publication year - 2008
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200700768
Subject(s) - copolymer , glycopolymer , raft , reversible addition−fragmentation chain transfer polymerization , polymer chemistry , chain transfer , polymerization , streptavidin , biotinylation , biotin , side chain , chemistry , materials science , radical polymerization , polymer , organic chemistry , biochemistry
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 1 H 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.