ISSN:
1573-4986
Keywords:
glycosphingolipid
;
synthesis
;
polymer support
;
lactosyl ceramide
;
d-galactosyltransferase
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract In a first example of a polymer-supported enzymic synthesis of glycosphingolipids, synthetic (2S,3R,4E)-2-amino-1-(β-d-glucopyranosyloxy)-3-hydroxy-4-octadecene (glucosylsphingosine) was converted to theN-4-carboxymethyl-2-nitrobenzyloxycarbonyl derivative and was subsequently attached to a water-soluble polymer. The material served as an acceptor in thed-galactosyltransferase reaction (36% transfer yield) and further photolysis, acylation and chromatography afforded (2S,3R,4E)-1-[4-O-(β-d-galactopyranosyl)-β-d-glycopyranosyloxy]-3-hydroxy-2-octadecanoylamino-4-octadecene (lactosylceramide, 54% yield).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01050606
