ALPHA-D-GLUCOPYRANOSYL-PHENYLDIAZOMETHANE, A MECHANISM-BASED ALPHA-GLUCOSIDASE INHIBITOR

被引：8

作者：

DIETRICH, H ^{[1
]}

SCHMIDT, RR ^{[1
]}

机构：

[1] UNIV KONSTANZ,FAK CHEM,D-78434 CONSTANCE,GERMANY

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1994年 / 4卷 / 04期

关键词：

D O I：

10.1016/S0960-894X(01)80162-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The title compound 8 was readily prepared from known alpha-benzyl-C-glucoside 2, its transformation into N-Nitroso-urethane derivative 5, and then treatment with base. 8 showed irreversible inhibition against alpha-glucosidase from yeast.

引用

页码：599 / 604

页数：6

共 25 条

[1] ESTER AND SULFONIUM SALT FORMATION IN ACTIVE-SITE LABELING OF BETA-D-GALACTOSIDASE FROM ESCHERICHIA-COLI BY 2,6-ANHYDRO-1-DEOXY-1-DIAZO-D-GLYCERO-L-MANNO-HEPTITOL [J].

BROCKHAUS, M ;

LEHMANN, J .

CARBOHYDRATE RESEARCH, 1978, 63 (JUN) :301-306

[2] SPONTANEOUS REACTIONS OF THE IRREVERSIBLE BETA-D-GALACTOSIDASE INHIBITOR 2,6-ANHYDRO-1-DEOXY-1-DIAZO-D-GLYCERO-L-MANNO-HEPTITOL [J].

BROCKHAUS, M ;

FRITZ, H ;

LEHMANN, J .

CARBOHYDRATE RESEARCH, 1979, 68 (02) :225-230

[3] UNCOMMON RESULTS OF GLYCOSIDASE ACTION .1. 2,6-ANHYDRO-1-DIAZO-1-DEOXY-D-GLYCERO-L-MANNO-HEPTITOL - SPECIFIC BLOCKING-AGENT FOR ACTIVE-SITE OF BETA-GALACTOSIDASE [J].

BROCKHAUS, M ;

LEHMANN, J .

FEBS LETTERS, 1976, 62 (02) :154-156

[4]

CHALLIS BC, 1968, CHEM AMINO GROUP

[5]

DIETRICH H, THESIS

[6]

DIETRICH H, IN PRESS CARBOHYDR R

[7]

FEIZI T, 1990, Glycobiology, V1, P17, DOI 10.1093/glycob/1.1.17

[8]

HUMPHRIES MJ, 1986, CANCER RES, V46, P5215

[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] ENZYME-CATALYZED ORGANIC-SYNTHESIS - PRACTICAL ROUTES TO AZA SUGARS AND THEIR ANALOGS FOR USE AS GLYCOPROCESSING INHIBITORS [J].

LOOK, GC ;

FOTSCH, CH ;

WONG, CH .

ACCOUNTS OF CHEMICAL RESEARCH, 1993, 26 (04) :182-190

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