Ready routes to key myo-inositol component of GPIs employing microbial arene oxidation or Ferrier reaction

被引:24
作者
Jia, ZJ [1 ]
Olsson, L [1 ]
Fraser-Reid, B [1 ]
机构
[1] Nat Prod & Glycotechnol Res Inst Inc, Durham, NC 27707 USA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 04期
关键词
D O I
10.1039/a800282g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Microbial arene oxidation or Ferrier reaction of enol acetates provides versatile complementary routes that greatly facilitate preparation of inositol synthon(s) for GPI assembly.
引用
收藏
页码:631 / 632
页数:2
相关论文
共 18 条
[1]   BIOMIMETIC SYNTHESIS OF ENANTIOMERICALLY PURE D-MYO-INOSITOL DERIVATIVES [J].
BENDER, SL ;
BUDHU, RJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (26) :9883-9885
[2]  
BRIDGES AJ, 1996, CHEMTRACTS ORG CHEM, V9, P215
[3]   FIRST SYNTHESIS OF A FULLY PHOSPHORYLATED GPI MEMBRANE ANCHOR - RAT-BRAIN THY-1 [J].
CAMPBELL, AS ;
FRASERREID, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (41) :10387-10388
[4]   A MILD PROCEDURE FOR THE REGIOSPECIFIC BENZYLATION AND ALLYLATION OF POLYHYDROXY-COMPOUNDS VIA THEIR STANNYLENE DERIVATIVES IN NON-POLAR SOLVENTS [J].
DAVID, S ;
THIEFFRY, A ;
VEYRIERES, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (06) :1796-1801
[5]   SYNTHESIS OF 6-O-(ALPHA-D-MANNOPYRANOSYL)-D-MYO-INOSITOL - A FRAGMENT FROM MYCOBACTERIA PHOSPHOLIPIDS [J].
ELIE, CJJ ;
VERDUYN, R ;
DREEF, CE ;
BROUNTS, DM ;
VANDERMAREL, GA ;
VANBOOM, JH .
TETRAHEDRON, 1990, 46 (24) :8243-8254
[6]   GLYCOSYL-PHOSPHATIDYLINOSITOL MOIETY THAT ANCHORS TRYPANOSOMA-BRUCEI VARIANT SURFACE GLYCOPROTEIN TO THE MEMBRANE [J].
FERGUSON, MAJ ;
HOMANS, SW ;
DWEK, RA ;
RADEMACHER, TW .
SCIENCE, 1988, 239 (4841) :753-759
[7]   THE CONVERSION OF CARBOHYDRATE-DERIVATIVES INTO FUNCTIONALIZED CYCLOHEXANES AND CYCLOPENTANES [J].
FERRIER, RJ ;
MIDDLETON, S .
CHEMICAL REVIEWS, 1993, 93 (08) :2779-2831
[8]   GPI-anchors: An overview [J].
Gerold, P ;
Eckert, V ;
Schwarz, RT .
TRENDS IN GLYCOSCIENCE AND GLYCOTECHNOLOGY, 1996, 8 (42) :265-277
[9]   COMPLETE STRUCTURE OF THE GLYCOSYL PHOSPHATIDYLINOSITOL MEMBRANE ANCHOR OF RAT-BRAIN THY-1 GLYCOPROTEIN [J].
HOMANS, SW ;
FERGUSON, MAJ ;
DWEK, RA ;
RADEMACHER, TW ;
ANAND, R ;
WILLIAMS, AF .
NATURE, 1988, 333 (6170) :269-272
[10]   SOLUTION STRUCTURE OF THE GLYCOSYLPHOSPHATIDYLINOSITOL MEMBRANE ANCHOR GLYCAN OF TRYPANOSOMA-BRUCEI VARIANT SURFACE GLYCOPROTEIN [J].
HOMANS, SW ;
EDGE, CJ ;
FERGUSON, MAJ ;
DWEK, RA ;
RADEMACHER, TW .
BIOCHEMISTRY, 1989, 28 (07) :2881-2887