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Synthesis of alpha-galactosyl ceramide, a potent immunostimulatory agent.
J. Org. Chem. 67, 4559-4564 (2002)
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
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