Synthesis and Ring-Opening Polymerizations of Novel S-Glycooxazolines

A new 2 oxazolines containing S galactosyl sub stituents linked to alkyl chains of different lengths (S glycooxa zoline) were prepared relatively in high yields By using a 1 1 adduct of 2 methyl 2 oxazoline and methyl triflate as the initiator the monomer was polymerized via ring opening polymer ization (ROP) to give products with relatively narrow molecular weight distributions Homo and copolymerization were per formed and the kinetics of these new S glycooxazolines in the ROP are investigated After a quantitative deprotection poly(2 oxazoline)s having pendant carbohydrate were obtained The interaction of the poly(S glycooxazoline) with RCA(120) lectin was investigated the binding constant between glycopolymer and lectin was increased by 10(2) times compared with that of the monosaccharide (c galactose) The in vivo expression of green fluorescent protein using the synthesized poly(S glyco oxazoline)s as polymeric inducers in Escherichia coli host were performed (C) 2010 Wiley Periodicals Inc J Polym Sci Part A Polym Chem 48 5953-5960 2010