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Wenjiao Song, Yizhong Wang, Jun Qu, Michael M. Madden and Qing Lin A Photoinducible 1,3-Dipolar Cycloaddition Reaction for Rapid, Selective Modification of Tetrazole-Containing Proteins Angewandte Chemie International Edition 47

Version of Record online: 29 FEB 2008 | DOI: 10.1002/anie.200705805

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Reactive but biologically inert: The bioorthogonal title reaction enables highly specific chemical modifications, such as lipidation, of engineered proteins containing a diphenyltetrazole group (see scheme). The cycloaddition in biological media is extremely fast (≤1 min) and tolerant of proteinaceous groups. Strongly fluorescent pyrazoline cycloadducts are generated with simple alkenes.

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