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New Stimuli Responsive Poly(1‐vinylpyrrolidin‐2‐one) Bearing Pendant Activated Disulfide Groups
Author(s) -
Bencini Marco,
Ranucci Elisabetta,
Ferruti Paolo,
Manfredi Amedea
Publication year - 2006
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.200600194
Subject(s) - ethylamine , derivative (finance) , copolymer , chemistry , polymer chemistry , disulfide bond , molecule , side chain , organic chemistry , polymer , biochemistry , financial economics , economics
Summary: A novel functionalised poly(1‐vinylpyrrolidin‐2‐one) (PVP) derivative, carrying a pre‐determined amount of 2‐(2‐pyridinyldithio)ethylamine moieties as side substituents, P(VP‐ co ‐VP‐SS‐Py), has been prepared from carboxylated VP copolymers, in turn obtained by copolymerising 1‐vinylpyrrolidin‐2‐one with 3,3‐di‐(ethoxycarbonyl)‐1‐vinylpyrrolidin‐2‐one in the presence of radical initiators. Using reaction solvents acting in the mean time as chain transfer agents could control its molecular weight. P(VP‐ co ‐VP‐SS‐Py) proved to be extremely reactive towards exchange reactions with molecules containing mercapto functions, including bioactive peptides. The exchange derivative with reduced glutathione, chosen as a model compound, was easily prepared.