title: Synthesis of a C-linked hyaluronic acid disaccharide mimetic.
abstract: The synthesis of a C-disaccharide that is designed as a mimetic for the repeating unit disaccharide of hyaluronic acid is described. The target compound was obtained via the SmI2-promoted coupling reaction of the sulfone, 2-acetamido-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1,2-dideoxy-1-pyridinylsulfonyl-beta-D-glucopyranose (6), and the aldehyde, p-methoxyphenyl 2,3-di-O-benzyl-4-deoxy-4-C-formyl-6-O-p-methoxybenzyl-beta-D-glucopyranoside (14).
authors.affiliation: Department of Chemistry, The University of Tennessee, Knoxville, TN 37996-1600, USA.
authors.forename: Zhong-Xu
authors.initials: ZX
authors.lastname: Ren
authors.forename: Qiang
authors.initials: Q
authors.lastname: Yang
authors.forename: Kenneth N
authors.initials: KN
authors.lastname: Price
authors.forename: Tianniu
authors.initials: T
authors.lastname: Chen
authors.forename: Cara
authors.initials: C
authors.lastname: Nygren
authors.forename: John F C
authors.initials: JF
authors.lastname: Turner
authors.forename: David C
authors.initials: DC
authors.lastname: Baker
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D006820:Hyaluronic Acid / Q000737:chemistry*; D007202:Indicators and Reagents; D008958:Models, Molecular; D008969:Molecular Sequence Data; D013450:Sulfones / Q000737:chemistry
chemical_list: D004187:Disaccharides; D007202:Indicators and Reagents; D013450:Sulfones; D006820:Hyaluronic Acid