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Molecules 2014, 19(7), 10090-10102; doi:10.3390/molecules190710090

Synthesis of a 2ꞌꞌ-Deoxy-β-GalCer

1, 2, 2 and 1,*
1 Department of Chemistry, University of Connecticut, 55 N. Eagleville Rd., Storrs, CT 06269, USA 2 La Jolla Institute of Allergy and Immunology, 9420 Athena Circle, La Jolla, CA 92037, USA
* Author to whom correspondence should be addressed.
Received: 29 May 2014 / Revised: 25 June 2014 / Accepted: 30 June 2014 / Published: 10 July 2014
(This article belongs to the Special Issue Synthesis, Structure, Analysis and Properties of Glycolipids)
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Structural studies of ternary complexes of CD1d/glycosyl ceramides/iNKT cells and CD1d/sulfatide/sulfatide reactive Type II NKT cells have shown how the polar moieties on the glycolipids interact with both the antigen presenting protein (CD1d) and the T cell receptors. However, these structures alone do not reveal the relative importance of these interactions. This study focuses on the synthesis of the previously unknown 2ꞌꞌ-deoxy-β-galactosyl ceramide 2. This glycolipid is also evaluated for its ability to stimulate iNKT cells and sulfatide-reactive Type II NKT cells.
Keywords: β-GalCer; antigens; NKT cells; CD1d β-GalCer; antigens; NKT cells; CD1d
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Thakur, M.S.; Khurana, A.; Kronenberg, M.; Howell, A.R. Synthesis of a 2ꞌꞌ-Deoxy-β-GalCer. Molecules 2014, 19, 10090-10102.

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