title: Rational design and synthesis of peptide ligands for an anti-carbohydrate antibody and their immunochemical characterization.
abstract: Molecular mimics of carbohydrates present an alternative source of compounds to target pathways involving protein-carbohydrate interactions. Certain peptides act as molecular mimics of carbohydrates in binding to anti-carbohydrate antibodies. A series of potential peptide ligands for the anti-carbohydrate antibody SYA/J6, directed against Shigella flexneri Y, was designed by molecular modeling based on a crystal structure of the antibody complex with a carbohydrate-mimetic peptide. These octapeptides were synthesized using solid-phase peptide synthesis, and their recognition by the antibody was investigated. The results shed light on the nature of peptide-carbohydrate mimicry.
authors.affiliation: Department of Chemistry, Simon Fraser University, Burnaby, B.C., Canada V5A 1S6.
authors.forename: Margaret A
authors.initials: MA
authors.lastname: Johnson
authors.forename: Adewale A
authors.initials: AA
authors.lastname: Eniade
authors.forename: B Mario
authors.initials: BM
authors.lastname: Pinto
mesh_terms: D000595:Amino Acid Sequence; D000906:Antibodies / Q000276:immunology*; D002240:Carbohydrate Sequence; D002241:Carbohydrates / Q000276:immunology*; D015195:Drug Design; D004797:Enzyme-Linked Immunosorbent Assay; D007120:Immunochemistry; D007150:Immunohistochemistry; D008070:Lipopolysaccharides / Q000737:chemistry / Q000276:immunology; D008958:Models, Molecular; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D010455:Peptides / Q000138:chemical synthesis* / Q000276:immunology*; D012763:Shigella flexneri / Q000737:chemistry / Q000276:immunology; D013816:Thermodynamics
chemical_list: D000906:Antibodies; D002241:Carbohydrates; D008070:Lipopolysaccharides; D010455:Peptides