title: Corynomycolic acid-containing glycolipids signal through the pattern recognition receptor Mincle.
abstract: An enantioselective synthesis of (+)-corynomycolic acid, and its elaboration to esters of trehalose, glucose and glycerol, is described. Trehalose dicorynomycolate and trehalose monocorynomycolate activate human and mouse Mincle as effectively as trehalose dicorynomycolate (cord factor). Glucose monomycolate is revealed to be a potent activator of both mouse and human Mincle. Glycerol monocorynomycolate signals through human Mincle, with the activity predominantly residing in the 2'S-isomer.
authors.affiliation: School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Victoria 3010, Australia. sjwill@unimelb.edu.au.
authors.forename: Phillip L
authors.initials: PL
authors.lastname: van der Peet
authors.forename: Christian
authors.initials: C
authors.lastname: Gunawan
authors.forename: Shota
authors.initials: S
authors.lastname: Torigoe
authors.forename: Sho
authors.initials: S
authors.lastname: Yamasaki
authors.forename: Spencer J
authors.initials: SJ
authors.lastname: Williams
mesh_terms: D000818:Animals; D002460:Cell Line; D006017:Glycolipids / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D037181:Lectins, C-Type / Q000378:metabolism*; D008565:Membrane Proteins / Q000378:metabolism*; D051379:Mice; D008968:Molecular Conformation; D009171:Mycolic Acids / Q000737:chemistry*; D011971:Receptors, Immunologic / Q000378:metabolism*; D015398:Signal Transduction / Q000187:drug effects*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C482593:CLEC4D protein, human; C113583:Clecsf8 protein, mouse; D006017:Glycolipids; D037181:Lectins, C-Type; D008565:Membrane Proteins; D009171:Mycolic Acids; D011971:Receptors, Immunologic; C013898:corynomycolic acid