title: Mimics of the sialyl Lewis X tetrasaccharide. Replacement of the N-acetylglucosamine sugar with simple C2-symmetric 1,2-diols.
abstract: Analogues of sialyl Lewis X have been synthesized that feature replacement of the N-acetylglucosamine residue with C2-symmetric diols. The diols used contain different levels of torsional constraint and various functional groups. The cyclohexyl derived compound 27 was equipotent to sLex in vitro (IC50 0.5 mM).
authors.affiliation: Department of Medicinal Chemistry, Glaxo Research and Development Ltd, Glaxo Wellcome Medicines Research Centre, Stevenage, Herts, UK.
authors.forename: J C
authors.initials: JC
authors.lastname: Prodger
authors.forename: M J
authors.initials: MJ
authors.lastname: Bamford
authors.forename: M I
authors.initials: MI
authors.lastname: Bird
authors.forename: P M
authors.initials: PM
authors.lastname: Gore
authors.forename: D S
authors.initials: DS
authors.lastname: Holmes
authors.forename: R
authors.initials: R
authors.lastname: Priest
authors.forename: V
authors.initials: V
authors.lastname: Saez
mesh_terms: D000117:Acetylglucosamine / Q000737:chemistry*; D002240:Carbohydrate Sequence; D019040:E-Selectin / Q000737:chemistry; D018922:HL-60 Cells; D006801:Humans; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000037:antagonists & inhibitors / Q000737:chemistry*; D000080506:Sialyl Lewis X Antigen; D013057:Spectrum Analysis
chemical_list: D019040:E-Selectin; D009844:Oligosaccharides; D000080506:Sialyl Lewis X Antigen; D000117:Acetylglucosamine