首页   按字顺浏览 期刊浏览 卷期浏览 Synthetic Studies on Sialoglycoconjugates 88: Synthesis of Ganglioside GM3and GM4Analog...
Synthetic Studies on Sialoglycoconjugates 88: Synthesis of Ganglioside GM3and GM4Analogs Containing 2- OR 3-Branched Fatty-Alkyl Residues in Place of Ceramide

 

作者: Akira Hasegawa,   Naomi Suzuki,   Hideharu Ishida,   Makoto Kiso,  

 

期刊: Journal of Carbohydrate Chemistry  (Taylor Available online 1996)
卷期: Volume 15, issue 5  

页码: 623-637

 

ISSN:0732-8303

 

年代: 1996

 

DOI:10.1080/07328309608005679

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

Each of four ganglioside GM4and GM3analogues containing 2- or 3-branched fatty alkyl residues in place of ceramide have been synthesized. Coupling ofO-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2→3)-2,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate (13) orO-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-glacto-2-nonulopyranosylonate)-(2→3)-O-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1→4)-3-O-acetyl-2,4-di-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate (14) with 2- or 3-branched fatty-alkyl-1-ols (9-12), prepared from the corresponding branched fatty acids by methyl esterification and reduction, using BF3Ot2gave the corresponding ganglioside analogues (15, 17, 19, 21, 23, 25, 27, 29) in good yields, which were coverted, viaO-deacylation and de-esterification, into the title compounds.

 

点击下载:  PDF (636KB)



返 回