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Chemoenzymatic Synthesis of Fucose‐ or Rhamnose‐Branched Polymer
Author(s) -
Raku Takao,
Tokiwa Yutaka
Publication year - 2003
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.200390019
Subject(s) - chemistry , rhamnose , fucose , bacillus subtilis , organic chemistry , lipase , adipate , streptomyces griseus , vinyl acetate , polysaccharide , biochemistry , polymer , polymer chemistry , enzyme , copolymer , streptomyces , galactose , bacteria , biology , genetics
6‐Deoxy sugars having only secondary alcohols, namely, D ‐fucose, L ‐fucose, and L ‐rhamnose, were regioselectively esterified with divinyl adipate by enzymes. The compounds 2‐ O ‐vinyl adipolyl D ‐fucose and 2‐ O ‐vinyl adipolyl L ‐fucose were effectively produced in dimethylformamide by protease from Bacillus subtilis and Streptomyces griseus . Furthermore, 4‐ O ‐vinyl adipolyl L ‐rhamnose was effectively produced in pyridine by lipase from Pseudomonas sp. Each polymerizable sugar ester was polymerized by 1,1′‐azoisobutyronitrile to give polymers having a number average molecular weight of 5 000–14 000.Part of the chemoenzymatic synthesis of poly(6‐deoxy sugars).