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alpha-GalCer (also known as KRN7000) is an immunomodulatory glycolipid that is known to potently activate invariant natural killer T (NKT) cells upon CD1d-mediated stimulation. Because Th1 and Th2 cytokines, which are released after alpha-GalCer presentation, antagonize each other's effects, alpha-GalCer analogues that induce a biased Th1/Th2 response are highly awaited. In this context, we report the synthesis and in vitro evaluation of alpha-Gal-D-xylo-Cer and two alpha-Gal-L-lyxo-Cer analogues, one with the natural acyl chain, the other with a truncated chain.

Original publication

DOI

10.1002/cmdc.200800021

Type

Journal article

Journal

ChemMedChem

Publication Date

07/2008

Volume

3

Pages

1061 - 1070

Addresses

Laboratory for Medicinal Chemistry, Faculty of Pharmaceutical Sciences, Ghent University, Harelbekestraat 72, 9000 Gent, Belgium.

Keywords

Spleen, Killer Cells, Natural, Th1 Cells, Th2 Cells, Animals, Mice, Inbred C57BL, Mice, Glycolipids, Galactosylceramides, Antigens, CD1, Cytokines