Synthesis and human NKT cell stimulating properties of 3-O-sulfo-alpha/beta-galactosylceramides.

Abstract:

:Two novel hybrid molecules 3-O-sulfo-alpha/beta-galactosylceramide 3 and 4, which are derived from an immunostimulatory agent alpha-GalCer 1 and self-glycolipid ligand sulfatide 2, were designed and synthesized. Compound 3 was shown to efficiently stimulate human NKT cells to secret IL-4 and IFN-gamma, with activities similar to 1, suggesting that modification of the 3''-OH position of the galactose moiety with sulfate has no significant effect on NKT cell stimulation. As a comparison, the beta-isomer 4 has no affinity to NKT cells, which demonstrates that the alpha-glycosidic bond of galactosylceramide is crucial to the NKT cells activation.

journal_name

Bioorg Med Chem

authors

Xing GW,Wu D,Poles MA,Horowitz A,Tsuji M,Ho DD,Wong CH

doi

10.1016/j.bmc.2005.02.018

subject

Has Abstract

pub_date

2005-04-15 00:00:00

pages

2907-16

issue

8

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(05)00132-X

journal_volume

13

pub_type

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