Chemoenzymatic synthesis of iminocyclitol derivatives: A useful library strategy for the development of selective fucosyltransfer enzymes inhibitors

被引：21

作者：

Wischnat, R

Martin, R

Takayama, S

Wong, CH

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 23期

关键词：

D O I：

10.1016/S0960-894X(98)00617-9

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A chemoenzymatic strategy has been developed for the synthesis of libraries of iminocyclitol derivatives for the discovery of new and selective fucosidase inhibitors. (C) 1998 Published by Elsevier Science Ltd. Ail rights reserved.

引用

页码：3353 / 3358

页数：6

共 21 条

[1] SYNTHESIS OF THE (ALPHA,ALPHA-DIFLUOROALKYL)PHOSPHONATE ANALOG OF PHOSPHOSERINE [J].

BERKOWITZ, DB ;

SHEN, QR ;

MAENG, JH .

TETRAHEDRON LETTERS, 1994, 35 (35) :6445-6448

[2] Total synthesis of the potential anticancer vaccine KH-1 adenocarcinoma antigen [J].

Deshpande, PP ;

Danishefsky, SJ .

NATURE, 1997, 387 (6629) :164-166

[3] IMINOHEPTITOLS AS GLYCOSIDASE INHIBITORS - SYNTHESIS OF AND SPECIFIC ALPHA-L-FUCOSIDASE INHIBITION BY BETA-L-HOMOFUCONOJIRIMYCIN AND 1-BETA-C-SUBSTITUTED DEOXYMANNOJIRIMYCINS [J].

FLEET, GWJ ;

NAMGOONG, SK ;

BARKER, C ;

BAINES, S ;

JACOB, GS ;

WINCHESTER, B .

TETRAHEDRON LETTERS, 1989, 30 (33) :4439-4442

[4] Inhibitors of carbohydrate-processing enzymes: Design and synthesis of sugar-shaped heterocycles [J].

Ganem, B .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (07) :340-347

[5] Strategy and tactics in combinatorial organic synthesis. Applications to drug discovery [J].

Gordon, EM ;

Gallop, MA ;

Patel, DV .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :144-154

[6]

HANOZET G, 1981, J BIOL CHEM, V256, P3703

[7] Synthesis of 5-thio-L-fucose-containing disaccharides, as sequence-specific inhibitors, and 2'-fucosyllactose, as a substrate of alpha-L-fucosidases [J].

Izumi, M ;

Tsuruta, O ;

Harayama, S ;

Hashimoto, H .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (04) :992-998

[8] A NEW METHOD FOR SYNTHESIS OF PEPTIDES - ACTIVATION OF CARBOXYL GROUP WITH DICYCLOHEXYLCARBODIIMIDE USING 1-HYDROXYBENZOTRIAZOLES AS ADDITIVES [J].

KONIG, W ;

GEIGER, R .

CHEMISCHE BERICHTE-RECUEIL, 1970, 103 (03) :788-&

[9] GLYCOSIDE HYDROLASES - MECHANISTIC INFORMATION FROM STUDIES WITH REVERSIBLE AND IRREVERSIBLE INHIBITORS [J].

LEGLER, G .

ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1990, 48 :319-384

[10]

MCCARTER D, 1997, J AM CHEM SOC, V119, P5797

← 1 2 3 →