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This work: positional-selective, versatile single-atom protein modification with a selenium-based electrophile. The more basic selenoxide group, and the combination of the water-resistant, intramolecular chalcogen and hydrogen bonding, leads to the water-stable electrophile 1H + , thus enabling modification in water. Ac, acetyl; TT, thianthrene; TFA, trifluoroacetyl group; TM, transition metal; X, functional group (for example, halogenyl, hydroxyl).

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