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Chemoenzymatic Synthesis of Fucose- or Rhamnose-Branched Polymer

✍ Scribed by Takao Raku; Yutaka Tokiwa

Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
96 KB
Volume
3
Category
Article
ISSN
1616-5187

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✦ Synopsis

Abstract

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).

magnified imagePart of the chemoenzymatic synthesis of poly(6‐deoxy sugars).

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