SYNTHESIS OF A GUANIDINO-SUGAR AS A GLYCOSYL CATION MIMIC

被引：26

作者：

FOTSCH, CH ^{[1
]}

WONG, CH ^{[1
]}

机构：

[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(00)73215-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

?he synthesis of a guanidine threose (1a) is described. Under basic conditions, compound 1a equilibrates to tetrahydropyrimidine form 1b which acts as a transition-state inhibitor for green coffee bean galactosidase.

引用

页码：3481 / 3484

页数：4

共 23 条

[1] SYNTHESIS OF (+)-1,5-DIDEOXY-1,5-IMINO-D-GALACTITOL, A POTENT ALPHA-D-GALACTOSIDASE INHIBITOR [J].

BERNOTAS, RC ;

PEZZONE, MA ;

GANEM, B .

CARBOHYDRATE RESEARCH, 1987, 167 :305-311

[2]

ELBEIN AD, 1987, ANNU REV BIOCHEM, V56, P497, DOI 10.1146/annurev.biochem.56.1.497

[3]

FELLOWS LE, 1987, CHEM BRIT, V23, P842

[4]

FLEET GWJ, 1989, CHEM BRIT, P287

[5] INTERFERENCE WITH HIV-INDUCED SYNCYTIUM FORMATION AND VIRAL INFECTIVITY BY INHIBITORS OF TRIMMING GLUCOSIDASE [J].

GRUTERS, RA ;

NEEFJES, JJ ;

TERSMETTE, M ;

DEGOEDE, REY ;

TULP, A ;

HUISMAN, HG ;

MIEDEMA, F ;

PLOEGH, HL .

NATURE, 1987, 330 (6143) :74-77

[6] CHEMOENZYMATIC SYNTHESIS OF HOMOAZASUGARS [J].

HENDERSON, I ;

LASLO, K ;

WONG, CH .

TETRAHEDRON LETTERS, 1994, 35 (03) :359-362

[7]

HODGSON J, 1991, BIO-TECHNOL, V9, P609

[8] PREPARATION OF N,N'-BIS-TERT-BUTOXYCARBONYLTHIOUREA [J].

IWANOWICZ, EJ ;

POSS, MA ;

LIN, J .

SYNTHETIC COMMUNICATIONS, 1993, 23 (10) :1443-1445

[9] BIOCATALYTIC RESOLUTION OF 2,3-EPOXYALCOHOLS IN ORGANIC-SOLVENTS [J].

KANERVA, LT ;

VANTTINEN, E .

TETRAHEDRON-ASYMMETRY, 1993, 4 (01) :85-90

[10] AMINOSUGAR DERIVATIVES AS POTENTIAL ANTI-HUMAN IMMUNODEFICIENCY VIRUS AGENTS [J].

KARPAS, A ;

FLEET, GWJ ;

DWEK, RA ;

PETURSSON, S ;

NAMGOONG, SK ;

RAMSDEN, NG ;

JACOB, GS ;

RADEMACHER, TW .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1988, 85 (23) :9229-9233

← 1 2 3 →