SYNTHESIS OF 1-]6, 1-]4 AND 1-]3 LINKED 1-THIO-ALPHA-L-FUCOPYRANOSYL-2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDES AND 1-]2 LINKED BETA-D-GALACTOPYRANOSIDE, AND THEIR LINKAGE-SPECIFIC INHIBITORY ACTIVITIES TOWARD ALPHA-L-FUCOSIDASES

被引：29

作者：

HASHIMOTO, H

SHIMADA, K

HORITO, S

机构：

[1] Department of Life Science, Faculty of Bioscience and Biotechnology, Tokyo Institute of Technology, Midori-ku, Yokohama, 227, Nagatsuta

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)74055-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sulfur-linked disaccharides analogs of three alpha-L-fucopyranosyl-2-acetamido-2-deoxy-beta-D-gluco-pyranosides and one alpha-L-fucopyranosyl beta-D-galactopyranoside were synthesized by substitution reactions of sulfonates and ring-opening reactions of aziridine as well as oxirane derivatives using 1-thio-alpha-L-fucopyranose derivative as nucleophile. Fucosidases from bovine kidney and epididymis were inhibited by all of these disaccharide analogs and their Ki values range from 0.65 to 4.9 mM.

引用

页码：4953 / 4956

页数：4

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