title: A method for bioconjugation of carbohydrates using Diels-Alder cycloaddition.
abstract: Diels-Alder-type cycloaddition of an electronically matched pair of saccharide-linked conjugated dienes and a dienophile-equipped protein gives neoglycoproteins at ambient temperature in pure water with a reaction half-life of approximately 2 h. Uncoupled saccharides can be recovered by diafiltration with complete conservation of the diene moiety, thus allowing their repeated use. The procedure described is the first for creating a carbon-carbon covalent bond in the bioconjugation step between a saccharide and a protein.
authors.affiliation: Laboratory of Developmental and Molecular Immunity, and Laboratory of Cellular and Molecular Biophysics, National Institute of Child Health and Human Development, National Institutes of Health, Bethesda, Maryland 20892-2720, USA. vipo@helix.nih.gov
authors.forename: Vince
authors.initials: V
authors.lastname: Pozsgay
authors.forename: Nancy E
authors.initials: NE
authors.lastname: Vieira
authors.forename: Alfred
authors.initials: A
authors.lastname: Yergey
mesh_terms: D001665:Binding Sites; D002241:Carbohydrates / Q000737:chemistry*; D003432:Cross-Linking Reagents; D006207:Half-Life; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D008301:Maleimides / Q000737:chemistry; D015394:Molecular Structure; D012709:Serum Albumin / Q000737:chemistry*; D014867:Water
chemical_list: D002241:Carbohydrates; D003432:Cross-Linking Reagents; D008301:Maleimides; D012709:Serum Albumin; D014867:Water; C043592:maleimide