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Plettenburg, O.* ; Bodmer-Narkevitch, V.* ; Wong, C.H.*

Synthesis of alpha-galactosyl ceramide, a potent immunostimulatory agent.

J. Org. Chem. 67, 4559-4564 (2002)
PMC
Open Access Green as soon as Postprint is submitted to ZB.
Alpha-galactosyl ceramide has been identified to be a potent stimulatory agent for a novel immunological process, mediated by CD1 molecules. This paper describes a short and efficient synthesis of alpha-galactosyl ceramide. Starting from commercially available 2-deoxy galactose, a suitable sphingosine derivative was obtained in nine steps and 36% overall yield, which was subsequently glycosylated to give the target molecule. This flexible route will provide various glycolipids for further exploration of this interesting biological process.
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Publication type Article: Journal article
Document type Scientific Article
Language english
Publication Year 2002
HGF-reported in Year 0
ISSN (print) / ISBN 0022-3263
e-ISSN 1520-6904
Quellenangaben Volume: 67, Issue: 13, Pages: 4559-4564 Article Number: , Supplement: ,
Publisher American Chemical Society (ACS)
Reviewing status Peer reviewed
Institute(s) Institute of Medicinal Chemistry (IMC)
POF-Topic(s) 30203 - Molecular Targets and Therapies
Research field(s) Enabling and Novel Technologies
PSP Element(s) G-506300-001
PubMed ID 12076157
Erfassungsdatum 2002-09-09