Document Detail

Synthetic studies on glycosphingolipids from the Protostomia phyla: syntheses of arthro-series glycosphingolipids.
MedLine Citation:
PMID:  12433469     Owner:  NLM     Status:  MEDLINE    
Glycosphingolipids isolated from larvae of the green-bottle fly, Lucilia caesar, have quite unique structures containing GlcNAcbeta-(1 --> 3)-Man and GalNAcbeta-(1 --> 4)-GlcNAcbeta-(1 --> 3)-Man. We have synthesized two glycosphingolipids, beta-D-GlcNAcp-(1 --> 3)-beta-D-Manp-(1 --> 4)-beta-D-Glcp-(1 --> 1)-Cer and beta-D-GalNAcp-(1 --> 4)-beta-D-GlcNAcp-(1 --> 3)-beta-D-Manp-(1 --> 4)-beta-D-Glcp-(1 --> 1)-Cer. A key reaction in the synthetic sequence is the application of the intramolecular aglycon delivery (IAD) approach for the synthesis of the beta-mannopyranosidic linkages.
Isao Ohtsuka; Noriyasu Hada; Mutsumi Sugita; Tadahiro Takeda
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Carbohydrate research     Volume:  337     ISSN:  0008-6215     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  2002 Nov 
Date Detail:
Created Date:  2002-11-15     Completed Date:  2003-07-11     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  2037-47     Citation Subset:  IM    
Copyright Information:
Copyright 2002 Elsevier Science Ltd.
Kyoritsu College of Pharmacy, 1-5-30 Shibakoen, Minato-ku, Tokyo 105-8512, Japan.
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MeSH Terms
Ascaris suum / chemistry*
Glycosphingolipids / chemical synthesis*
Invertebrates / chemistry
Magnetic Resonance Spectroscopy
Monosaccharides / chemical synthesis
Oligosaccharides / chemical synthesis
Reg. No./Substance:
0/Glycosphingolipids; 0/Monosaccharides; 0/Oligosaccharides; 31103-86-3/Mannose; 3713-31-3/Fucose

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