Synthesis of 3′-, 4′- and 6′-deoxy and other analogues of D-glucosaminylphosphatidylinositol

被引:5
作者
Borissow, CN
Smith, TK
Ferguson, MAJ
Brimacombe, JS [1 ]
机构
[1] Univ Dundee, Dept Chem, Dundee DD1 4HN, Scotland
[2] Univ Dundee, Dept Biochem, Dundee DD1 4HN, Scotland
基金
英国惠康基金; 英国生物技术与生命科学研究理事会;
关键词
glycosylphosphatidylinositol (GPI) membrane anchors; D-glucosaminylphosphatidylinositol analogues; GPI biosynthesis;
D O I
10.1016/S0040-4039(00)01901-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Deoxy and other analogues of D-glucosaminylphosphatidylinositol 1 have been synthesised and tested as substrates or inhibitors of a de-N-acetylase and mannosyltransferase (MT-1) involved in the biosynthesis of the glycosylphosphatidylinositol (GPI) membrane anchor of the parasite Trypanosoma brucei. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:121 / 123
页数:3
相关论文
共 9 条
[1]   PARASITE GLYCOCONJUGATES .1. THE SYNTHESIS OF SOME EARLY AND RELATED INTERMEDIATES IN THE BIOSYNTHETIC-PATHWAY OF GLYCOSYL-PHOSPHATIDYLINOSITOL MEMBRANE ANCHORS [J].
COTTAZ, S ;
BRIMACOMBE, JS ;
FERGUSON, MAJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (23) :2945-2951
[2]   IDENTIFICATION, PURIFICATION AND PROPERTIES OF CLONE-SPECIFIC GLYCOPROTEIN ANTIGENS CONSTITUTING SURFACE COAT OF TRYPANOSOMA-BRUCEI [J].
CROSS, GAM .
PARASITOLOGY, 1975, 71 (DEC) :393-+
[3]   Parasite glycoconjugates .7. Synthesis of further substrate analogues of early intermediates in the biosynthetic pathway of glycosylphosphatidylinositol membrane anchors [J].
Crossman, A ;
Brimacombe, JS ;
Ferguson, MAJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (18) :2769-2774
[4]   Analogues of D-glucosaminylphosphatidylinositol: synthesis of the glycosyl donors [J].
Dix, AP ;
Borissow, CN ;
Ferguson, MAJ ;
Brimacombe, JS .
TETRAHEDRON LETTERS, 2001, 42 (01) :117-119
[5]   The GPI biosynthetic pathway as a therapeutic target for African sleeping sickness [J].
Ferguson, MAJ ;
Brimacombe, JS ;
Brown, JR ;
Crossman, A ;
Dix, A ;
Field, RA ;
Güther, MLS ;
Milne, KG ;
Sharma, DK ;
Smith, TK .
BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR BASIS OF DISEASE, 1999, 1455 (2-3) :327-340
[6]   A GENERAL-METHOD FOR THE SYNTHESIS OF GLYCEROPHOSPHOLIPIDS AND THEIR ANALOGS VIA H-PHOSPHONATE INTERMEDIATES [J].
LINDH, I ;
STAWINSKI, J .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (06) :1338-1342
[7]   THE STRUCTURE, BIOSYNTHESIS AND FUNCTION OF GLYCOSYLATED PHOSPHATIDYLINOSITOLS IN THE PARASITIC PROTOZOA AND HIGHER EUKARYOTES [J].
MCCONVILLE, MJ ;
FERGUSON, MAJ .
BIOCHEMICAL JOURNAL, 1993, 294 :305-324
[8]   Tissue-specific knockout of the mouse Pig-a gene reveals important roles for GPI-anchored proteins in skin development [J].
Tarutani, M ;
Itami, S ;
Okabe, M ;
Ikawa, M ;
Tezuka, T ;
Yoshikawa, K ;
Kinoshita, T ;
Takeda, J .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1997, 94 (14) :7400-7405
[9]  
VIKERMAN K, 1969, NATURE, V224, P1125