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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 3.0).

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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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