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• W2510134764 abstract "Bioorthogonal reactions are widely used for the chemical modification of biomolecules. The application of vinylboronic acids (VBAs) as non-strained, synthetically accessible and water-soluble reaction partners in a bioorthogonal inverse electron-demand Diels–Alder (iEDDA) reaction with 3,6-dipyridyl-s-tetrazines is described. Depending on the substituents, VBA derivatives give second-order rate constants up to 27 m−1 s−1 in aqueous environments at room temperature, which is suitable for biological labeling applications. The VBAs are shown to be biocompatible, non-toxic, and highly stable in aqueous media and cell lysate. Furthermore, VBAs can be used orthogonally to the strain-promoted alkyne–azide cycloaddition for protein modification, making them attractive complements to the bioorthogonal molecular toolbox." @default.
• W2510134764 created "2016-09-16" @default.
• W2510134764 creator A5032064053 @default.
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• W2510134764 date "2016-09-08" @default.
• W2510134764 modified "2023-10-07" @default.
• W2510134764 title "Vinylboronic Acids as Fast Reacting, Synthetically Accessible, and Stable Bioorthogonal Reactants in the Carboni-Lindsey Reaction" @default.
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• W2510134764 doi "https://doi.org/10.1002/anie.201605271" @default.
• W2510134764 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/5113785" @default.
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