SYNTHESES OF BETA-MANNOPYRANOSIDES BY ENZYMATIC APPROACHES

被引:24
作者
TAUBKEN, N [1 ]
SAUERBREI, B [1 ]
THIEM, J [1 ]
机构
[1] UNIV HAMBURG, INST ORGAN CHEM, MARTIN LUTHER KING PL 6, W-2000 HAMBURG 13, GERMANY
关键词
D O I
10.1080/07328309308019414
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The transmannosylation activity of beta-mannosidase from snail and beta-galactosidase from Aspergillus oryzae was used for the synthesis of methyl, ethyl, 1-propyl, 2-propyl, 1-butyl, 2-butyl, 1-hexyl, cyclohexyl, and 1-octyl beta-D-mannopyranosides (3a-i), respectively. The regioisomeric specificities and wide substrate acceptance of this galactosidase are demonstrated. Thus, 4-nitrophenyl 4-O-(alpha-D-glucopyranosyl)-beta-D-glucopyranoside (6), 4-nitrophenyl 2-O-(O-D-glucopyranosyl)-beta-D-glucopyranoside (7), 4-nitrophenyl 2-deoxy-2N-acetyl-6-O-(2-deoxy-2-N-acetyl-beta-D-glucopyranosyl)-beta-D-glucopyranoside (8), 4-nitrophenyl 3-O-(beta-D-mannopyranosyl)-alpha-D-mannopyranoside (9), and 4-nitrophenyl 4-O-(beta-D-mannopyranosyl)-beta-D-mannopyranoside (10) were prepared by chemoenzymatic self-transfer reaction.
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页码:651 / 667
页数:17
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