Regioselective hydrolysis of peracetylated α-D-glucopyranose catalyzed by immobilized lipases in aqueous medium.: A facile preparation of useful intermediates for oligosaccharide synthesis.

被引：19

作者：

Bastida, A

Fernández-Lafuente, R

Fernández-Lorente, G

Guisán, JM

Pagani, G

Terreni, M

机构：

[1] CSIC, Inst Catalisis, Dept Biocatalisis, E-28049 Madrid, Spain

[2] Univ Pavia, Dipartimento Chim Farmaceut, I-27100 Pavia, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 04期

关键词：

glycosides; esters; hydrolysis; enzyme reaction; regiocontrol;

D O I：

10.1016/S0960-894X(99)00053-0

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Penta-O-acetyl-alpha-D-Glucopyranose was selectively deacetylated in aqueous media by lipases from Candida cilindracea (CCL) adsorbed on octyl-agarose support. Enzymatic hydrolyses was regioselective at the 4-position under neutral pH and towards the 6 position under acidic conditions. This enzymatic approach allows the one step synthesis of 1,2,3,6-tetra-O-acetyl-alpha-D-glucopyranoses 1, a useful intermediate in oligosaccharide synthesis, (C) 1999 Elsevier Science Ltd. Air rights reserved.

引用

页码：633 / 636

页数：4

共 14 条

[1]

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[2]

2-9

[3]

BNASZEK A, 1985, CARBOHYD RES, V144, P342

[4]

FIANDOR J, 1985, SYNTHESIS-STUTTGART, P1121