GLYCOSYLIMIDATES .46. TOTAL SYNTHESIS OF A HEXAOSYL CERAMIDE GLYCOLIPID ACTING AS A RECEPTOR FOR MACROPHAGE-MIGRATION INHIBITION-FACTOR

被引：33

作者：

ZIMMERMANN, P ^{[1
]}

GREILICH, U ^{[1
]}

SCHMIDT, RR ^{[1
]}

机构：

[1] UNIV CONSTANCE,FAK CHEM,W-7750 CONSTANCE,GERMANY

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 13期

关键词：

D O I：

10.1016/S0040-4039(00)98802-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of the glycosphingolipid1 constituting a macrophage receptor for MIF is described. It is based on trichloroacetimidate glycosyl donors and on the azidosphingosine glycosylation method. Regioselective O-glycosylation of a partially O-protected acceptor and direct transformation of the sphingosine azido group into a fatty acyl amido function were successfully applied in the execution of the synthesis. © 1990 Pergamon Press plc.

引用

页码：1849 / 1852

页数：4

共 26 条

[11] MACROPHAGE GLYCOLIPID RECEPTORS FOR HUMAN MIGRATION-INHIBITORY FACTOR (MIF) - DIFFERENTIATED HL-60 CELLS EXHIBIT MIF RESPONSIVENESS AND EXPRESS SURFACE GLYCOLIPIDS WHICH BOTH BIND MIF AND CONVERT NONRESPONSIVE CELLS TO RESPONSIVENESS
LIU, DY
YU, SF
REMOLD, HG
DAVID, JR
[J]. CELLULAR IMMUNOLOGY, 1985, 90 (02) : 605 - 613
[12] SPECIFIC-INHIBITION OF MACROPHAGE-MIGRATION INHIBITION-FACTOR BY FUCOSYLATED GLYCOLIPID RM
MIURA, T
HANDA, S
YAMAKAWA, T
[J]. JOURNAL OF BIOCHEMISTRY, 1979, 86 (03) : 773 - 776
[13] A PRACTICAL AND ENANTIOSELECTIVE SYNTHESIS OF GLYCOSPHINGOLIPIDS AND RELATED-COMPOUNDS - TOTAL SYNTHESIS OF GLOBOTRIAOSYLCERAMIDE (GB3)
NICOLAOU, KC
CAULFIELD, T
KATAOKA, H
KUMAZAWA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) : 7910 - 7912
[14] ADVANCES IN SELECTIVE CHEMICAL SYNTHESES OF COMPLEX OLIGOSACCHARIDES
PAULSEN, H
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (03): : 155 - 173
[15] Paulsen H., 1982, ANGEW CHEM, V94, P184, DOI DOI 10.1002/ANGE.19820940304
[16] Schmidt R. R., 1986, ANGEW CHEM, V98, P213
[17] RECENT DEVELOPMENTS IN THE SYNTHESIS OF GLYCOCONJUGATES
SCHMIDT, RR
[J]. PURE AND APPLIED CHEMISTRY, 1989, 61 (07) : 1257 - 1270
[18] NEW METHODS FOR THE SYNTHESIS OF GLYCOSIDES AND OLIGOSACCHARIDES - ARE THERE ALTERNATIVES TO THE KOENIGS-KNORR METHOD
SCHMIDT, RR
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (03): : 212 - 235
[19] GLYCOSYL IMIDATES .12. DIRECT SYNTHESIS OF O-ALPHA-GLYCOSYL AND O-BETA-GLYCOSYL IMIDATES
SCHMIDT, RR
MICHEL, J
ROOS, M
[J]. LIEBIGS ANNALEN DER CHEMIE, 1984, (07): : 1343 - 1357
[20] GLYCOSYLIMIDATES .23. SYNTHESIS OF GLYCOSPHINGOLIPIDS AND PSYCHOSINES
SCHMIDT, RR
ZIMMERMANN, P
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (08): : 725 - 726

← 1 2 3 →