Synthesis of β-D-arabinofuranosyl-1-monophosphoryl polyprenols:: Examination of their function as mycobacterial arabinosyl transferase donors

被引：31

作者：

Lee, RE ^{[1
]}

Brennan, PJ ^{[1
]}

Besra, GS ^{[1
]}

机构：

[1] Colorado State Univ, Dept Microbiol, Ft Collins, CO 80523 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 08期

关键词：

D O I：

10.1016/S0960-894X(98)00147-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A convenient synthetic strategy has been developed to produce libraries of beta-D-arabinofuranosyl-monophosphorylpolyprenol. Those containing C-50 and C-55 polyprenols were the most active as donors for the cell-free synthesis of the arabinans of mycobacterial cell walls. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：951 / 954

页数：4

共 10 条

[1]

AOKI S, 1994, METHOD ENZYMOL, V247, P193

[2] The embAB genes of Mycobacterium avium encode an arabinosyl transferase involved in cell wall arabinan biosynthesis that is the target for the antimycobacterial drug ethambutol [J].

Belanger, AE ;

Besra, GS ;

Ford, ME ;

Mikusova, K ;

Belisle, JT ;

Brennan, PJ ;

Inamine, JM .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1996, 93 (21) :11919-11924

[3] THE ENVELOPE OF MYCOBACTERIA [J].

BRENNAN, PJ ;

NIKAIDO, H .

ANNUAL REVIEW OF BIOCHEMISTRY, 1995, 64 :29-63

[4] POLYPRENYL PHOSPHATES - SYNTHESIS AND STRUCTURE-ACTIVITY RELATIONSHIP FOR A BIOSYNTHETIC SYSTEM OF SALMONELLA-ANATUM O-SPECIFIC POLYSACCHARIDE [J].

DANILOV, LL ;

DRUZHININA, TN ;

KALINCHUK, NA ;

MALTSEV, SD ;

SHIBAEV, VN .

CHEMISTRY AND PHYSICS OF LIPIDS, 1989, 51 (3-4) :191-203

[5]

HUEBNER RE, 1995, ANNU REV MED, V46, P47

[6]

KALINCHUK NA, 1985, BIOORG KHIM+, V11, P219

[7]

Lee RE, 1996, CURR TOP MICROBIOL, V215, P1

[8] SYNTHESIS OF THE MYCOBACTERIAL ARABINOSE DONOR BETA-D-ARABINOFURANOSYL-1-MONOPHOSPHORYLDECAPRENOL, DEVELOPMENT OF A BASIC ARABINOSYL-TRANSFERASE ASSAY, AND IDENTIFICATION OF ETHAMBUTOL AS AN ARABINOSYL TRANSFERASE INHIBITOR [J].

LEE, RE ;

MIKUSOVA, K ;

BRENNAN, PJ ;

BESRA, GS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (48) :11829-11832

[9] Mycobacterial arabinan biosynthesis: the use of synthetic arabinoside acceptors in the development of an arabinosyl transfer assay [J].

Lee, RE ;

Brennan, PJ ;

Besra, GS .

GLYCOBIOLOGY, 1997, 7 (08) :1121-1128

[10]

WOLUCKA BA, 1994, J BIOL CHEM, V269, P23328

← 1 →