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Synthesis of α-Galactosyl Ceramide, a Potent Immunostimulatory Agent

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journal contribution
posted on 10.05.2002, 00:00 by Oliver Plettenburg, Vera Bodmer-Narkevitch, Chi-Huey Wong
α-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 α-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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