title: Parallel synthesis of glycomimetic libraries: targeting a C-type lectin.
abstract: We have developed methods for the parallel synthesis of two libraries of non-carbohydrate-based analogues of mannose on a solid support. The natural product shikimic acid was used as a key building block. The ability of the compounds to block the binding of the C-type lectin MBP-A to a mannosylated surface was assessed in a high-throughput assay. Ten library members with inhibitory activities equivalent to that of alpha-methyl mannopyranoside were identified. [reaction: see text]
authors.affiliation: Departments of Chemistry and Biochemistry, University of Wisconsin-Madison, Madison, WI 53706, USA.
authors.forename: Michael C
authors.initials: MC
authors.lastname: Schuster
authors.forename: David A
authors.initials: DA
authors.lastname: Mann
authors.forename: Tonia J
authors.initials: TJ
authors.lastname: Buchholz
authors.forename: Kathryn M
authors.initials: KM
authors.lastname: Johnson
authors.forename: William D
authors.initials: WD
authors.lastname: Thomas
authors.forename: Laura L
authors.initials: LL
authors.lastname: Kiessling
mesh_terms: D040761:Biomimetic Materials / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D020650:Combinatorial Chemistry Techniques; D037181:Lectins, C-Type / Q000737:chemistry* / Q000378:metabolism; D008358:Mannose / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D037601:Mannose-Binding Lectin / Q000737:chemistry / Q000378:metabolism; D018716:Molecular Mimicry; D012765:Shikimic Acid / Q000737:chemistry
chemical_list: D037181:Lectins, C-Type; D037601:Mannose-Binding Lectin; C069858:mannose binding protein A; D012765:Shikimic Acid; D008358:Mannose