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Enzymatic Polymerization to Unnatural Hybrid Polysaccharides
Author(s) -
Ohmae Masashi,
Makino Akira,
Kobayashi Shiro
Publication year - 2007
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200600671
Subject(s) - chemistry , monomer , polymerization , oxazoline , monosaccharide , polymer chemistry , polysaccharide , disaccharide , ring opening polymerization , organic chemistry , polymer , catalysis
Unnatural hybrid polysaccharides with an alternating structure of different kinds of monosaccharide units have been synthesized by enzymatic polymerization catalyzed by a glycoside hydrolase. For the synthesis, various activated monomers with a disaccharide structure were designed on the basis of the concept of transition‐state analogue substrate (TSAS). The monomers include two types of TSAS monomer structures: a sugar fluoride type and a sugar oxazoline type. Hydrolase catalysis successfully induces polycondensation or ring‐opening polyaddition of these monomers to produce unnatural hybrid polysaccharides in good yield. Characterization of the products, mechanistic features of the polymerization, and specific properties of the product polysaccharides are discussed.