A method for bioconjugation of carbohydrates using Diels-Alder cycloaddition |
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Authors: | Pozsgay Vince Vieira Nancy E Yergey Alfred |
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Institution: | 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 |
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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. |
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