title: Exploration of beta-turn scaffolding motifs as components of sialyl Le(X) mimetics and their relevance to P-selectin.
abstract: Monocyclic and bicyclic lactam units representing beta-turn surrogates were incorporated into a sialyl Le(X) structure by replacement of the natural sugar components. Low micromolar activity was found in a new P-selectin binding assay.
authors.affiliation: Department of Chemistry, Université de Montréal, Centre-ville, Montréal, Québec, Canada.
authors.forename: S
authors.initials: S
authors.lastname: Hanessian
authors.forename: H K
authors.initials: HK
authors.lastname: Huynh
authors.forename: G V
authors.initials: GV
authors.lastname: Reddy
authors.forename: G
authors.initials: G
authors.lastname: McNaughton-Smith
authors.forename: B
authors.initials: B
authors.lastname: Ernst
authors.forename: H C
authors.initials: HC
authors.lastname: Kolb
authors.forename: J
authors.initials: J
authors.lastname: Magnani
authors.forename: C
authors.initials: C
authors.lastname: Sweeley
mesh_terms: D001667:Binding, Competitive; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D019040:E-Selectin / Q000378:metabolism; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D019007:P-Selectin / Q000378:metabolism*; D000080506:Sialyl Lewis X Antigen; D013329:Structure-Activity Relationship; D013379:Substrate Specificity; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*
chemical_list: D019040:E-Selectin; D007212:Indolizines; D009844:Oligosaccharides; D019007:P-Selectin; D000080506:Sialyl Lewis X Antigen; D047090:beta-Lactams