ISSN:
1572-882X
Keywords:
alternatingly 6-O-methylatedcellulose
;
enzymatic polymerization
;
cellulase
;
6-O-methyl-β-cellobiosyl fluoride
Source:
Springer Online Journal Archives 1860-2000
Topics:
Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition
,
Process Engineering, Biotechnology, Nutrition Technology
Notes:
Abstract Novel cellobiose derivatives, 6-O-methyl, 6′-O-methyl, 6,6′-di-O-methyl- β-cellobiosyl fluorides, have been prepared and their hydrolytic behaviour as well as polymerizability by a purified cellulase from Trichoderma viride were investigated. Among these compounds, 6-O-methyl-β-cellobiosyl fluoride was found to polymerize by the cellulase catalysis in a mixed solvent of acetonitrile and acetate buffer (pH 5.0), giving rise to an alternatingly 6-O-methylated cellulose derivative. The stereoselective formation of the β(1 ← 4) glycosidic bond is explained by a mechanism involving double inversion at the C1 carbon of the substrate. Another cellobiose derivative, 6′O-methyl-β-cellobiosyl fluoride, gave a mixture of low molecular weight oligomers. The difference in the observed polymerizability was explained by assuming a difference in steric repulsions between the methyl groups and an amino acid residue at the enzyme catalytic site
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1018479621509
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