Partial synthesis of a sea cucumber ganglioside analogue from a starfish cerebroside

Authors
Higuchi, R Mori, T Sugata, T Yamada, K Miyamoto, T
Citation
R. Higuchi et al., Partial synthesis of a sea cucumber ganglioside analogue from a starfish cerebroside, EUR J ORG C, (1), 1999, pp. 145-147
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
1
Year of publication
1999
Pages
145 - 147
Database
ISI
SICI code
1434-193X(199901):1<145:PSOASC>2.0.ZU;2-3
Abstract
A sea cucumber ganglioside analogue 7 (NGNA alpha 2--> 6Glc beta 1-->1Cer), which contains a phytosphingosine as a long-chain base and an alpha-hydrox y fatty acid, has been synthesized. Coupling of the methyl 2-thioglycoside derivative 5 of N-glycolylneuraminic acid with a cerebroside derivative 3, prepared from acanthacerebroside A (1), afforded protected ganglioside anal ogue 6, which was deprotected to give the corresponding ganglioside 7.