Two-step synthesis of the immunogenic bacterial glycolipid BbGL1.
Chemical synthesis of a bacterial glycolipid BbGL1 is reported in two steps starting from per-O-TMS D-galactose. The key features are glycosyl iodide mediated beta-stereoselective glycosylation in the absence of neighboring group participation and regioselective acylation.
Kulkarni
Suvarn S
SS
University of California, Davis, Department of Chemistry, One Shields Avenue, Davis, California 95616, USA.
Gervay-Hague
Jacquelyn
J
D025065:Borrelia burgdorferi / Q000737:chemistry* / Q000276:immunology; D002784:Cholesterol / Q000737:chemistry; D005690:Galactose / Q000737:chemistry; D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry / Q000276:immunology*; D006031:Glycosylation; D007211:Indoles / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D006017:Glycolipids; D007211:Indoles; D002784:Cholesterol; D005690:Galactose
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