4.5 Article

Synthesis and in vitro evaluation of α-GalCer epimers

Journal

CHEMMEDCHEM
Volume 3, Issue 7, Pages 1061-1070

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cmdc.200800021

Keywords

alpha-galactosylceramide; cytokines; epimers; glycolipids; NKT cells

Funding

  1. Cancer Research UK [10601] Funding Source: Medline

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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, a-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.

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