Synthesis and evaluation of 3 ″-and 4 ″-deoxy and-fluoro analogs of the immunostimulatory glycolipid, KRN7000

R Raju, BF Castillo, SK Richardson, M Thakur…

Index: Raju, Ravinder; Castillo, Bernard F.; Richardson, Stewart K.; Thakur, Meena; Severins, Ryan; Kronenberg, Mitchell; Howell, Amy R. Bioorganic and Medicinal Chemistry Letters, 2009 ,  vol. 19,  # 15  p. 4122 - 4125

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Citation Number: 36

Abstract

Four 3 ″-and 4 ″-deoxy and-fluorogalactosyl ceramides were synthesized, and their ability to stimulate iNKT cells, based on levels of IL-2 production, was assessed in three NKT cell receptor hybridomas. In two of the hybridomas, 1.2 and 2H4, all of the analogs were immunostimulatory, while in the 1.4 hybridoma only the 4 ″-fluoro analog led to the production of significant levels of IL-2.