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Chemical synthesis of (1 → 2)‐α‐ D ‐mannopyranan
Author(s) -
Yamaguchi Hidemasa,
Schuerch Conrad
Publication year - 1980
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.1980.360190208
Subject(s) - chemistry , cationic polymerization , hydrolysate , polymerization , gel permeation chromatography , optical rotation , alkoxide , mass spectrometry , polymer , polymer chemistry , oligomer , organic chemistry , catalysis , polysaccharide , chromatography , hydrolysis
The polymerization of 1,2‐anhydro‐3,4,6‐tri‐ O ‐benzyl‐β‐ D ‐mannopyranose proceeds in the presence of Lewis acids, cationic coordination catalysts, and strong bases. Debenzylation of the products yields oligomeric saccharides or low polymers. Polymerization in toluene by means of potassium alkoxide complexed with crown ethers leads to essentially stereoregular (1 → 2)‐α‐ D ‐mannopyranan. The original derivatives have been characterized by optical rotation, viscosity, molecular weight, gel permeation chromatography, and spectrometry. The free polysaccharides have been characterized by optical rotation, molecular weight, and 1 H‐ and 13 C‐nmr spectrometry and compared to yeast mannan hydrolysate oligomers.