Ceramide-1-phosphate sugars: new types of glycophospholipids

Ceramide-1-phosphate sugars were synthesized by direct glycosyl phosphite/phosphate and O-glycosyl trichloroacetimidate/phosphate exchange reactions, respectively. Thus, ceramide-1-O-phosphoric acid 5 gave with sialyl phosphite 1 as sialyl donor directly beta-linked sialyl phosphate 6; deprotection...

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Bibliographic Details
Published inGlycoconjugate journal Vol. 13; no. 4; pp. 547 - 553
Main Authors Martin, T J, Dufner, G, Kratzer, B, Schmidt, R R
Format Journal Article
LanguageEnglish
Published United States 01.08.1996
Subjects
Carbohydrates - chemistry
Ceramides - chemistry
Magnetic Resonance Spectroscopy
Phospholipids - chemistry
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Summary:Ceramide-1-phosphate sugars were synthesized by direct glycosyl phosphite/phosphate and O-glycosyl trichloroacetimidate/phosphate exchange reactions, respectively. Thus, ceramide-1-O-phosphoric acid 5 gave with sialyl phosphite 1 as sialyl donor directly beta-linked sialyl phosphate 6; deprotection afforded the corresponding glycophospholipid ceramide-1-phosphate N-acetylneuraminate 7. Similarly, from O-glucosyl- and O-galactosyltrichloroacetimidate 10 and 13 with phosphoric acid derivative 5 glycosyl ceramide-1-phosphate sugars 12 and 15, respectively, were obtained.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0282-0080
1573-4986
DOI:10.1007/BF00731442