title: Synthesis and evaluation of 3''- and 4''-deoxy and -fluoro analogs of the immunostimulatory glycolipid, KRN7000.
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.
authors.affiliation: Department of Chemistry, University of Connecticut, Storrs, CT 06269-3060, United States.
authors.forename: Ravinder
authors.initials: R
authors.lastname: Raju
authors.forename: Bernard F
authors.initials: BF
authors.lastname: Castillo
authors.forename: Stewart K
authors.initials: SK
authors.lastname: Richardson
authors.forename: Meena
authors.initials: M
authors.lastname: Thakur
authors.forename: Ryan
authors.initials: R
authors.lastname: Severins
authors.forename: Mitchell
authors.initials: M
authors.lastname: Kronenberg
authors.forename: Amy R
authors.initials: AR
authors.lastname: Howell
mesh_terms: D000276:Adjuvants, Immunologic / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D055610:Antigens, CD1d / Q000096:biosynthesis; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D005699:Galactosylceramides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006017:Glycolipids / Q000737:chemistry; D006801:Humans; D006825:Hybridomas / Q000378:metabolism*; D007376:Interleukin-2 / Q000378:metabolism; D051379:Mice; D008956:Models, Chemical; D055611:Natural Killer T-Cells; D011161:Porifera; D011810:Quinoxalines / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000276:Adjuvants, Immunologic; D055610:Antigens, CD1d; D005699:Galactosylceramides; D006017:Glycolipids; D007376:Interleukin-2; D011810:Quinoxalines; C103873:KRN 7000