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

Ravinder Raju,Bernard F Castillo,Stewart K Richardson,Meena Thakur,Ryan Severins,Mitchell Kronenberg,Amy R Howell

doi:10.1016/j.bmcl.2009.06.005

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

Ravinder Raju, Bernard F Castillo + Show 5 more

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https://doi.org/10.1016/j.bmcl.2009.06.005

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Journal: Bioorganic & Medicinal Chemistry Letters	Publication Date: Jun 9, 2009
Citations: 75

Affiliation: University of Connecticut, La Jolla Institute For Allergy & Immunology

#Levels Of IL-2 Production #Fluoro Analog + Show 7 more

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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.

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