Synthesis of 4-deoxy-α-galactosylceramide

CARB 48

Amy R Howell, amy.howell@uconn.edu and Meena Thakur, meena.thakur@uconn.edu. Department of Chemistry, University of Connecticut, 55 North Eageville Road, Unit 3060, Storrs, CT 06269
KRN7000 (1), an α-galactosylceramide, has been shown to initiate CD1d mediated activation of natural killer T-cells (NKT cells), which are found to enhance immune system responses to bacterial, viral and parasitic infections. KRN7000 has also been in clinical trials for the treatment of liver tumors. The crystal structures of both mouse and human CD1d bound to an α-galactosylceramide suggest that the sugar head group of the ligand represents the sole site of antigen recognition for the NKT T cell receptor (TCR). We are interested in synthesizing a variety of analogues of KRN7000. Towards this goal we have synthesized 4-deoxy-α-galactosylceramide 2.

 

General Posters
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Carbohydrate Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006