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Click chemistry is a very useful method for covalently connectingmolecules in solution with extremely high efficiency and selectivity.This work willillustrate a click reaction that can be carried out in the gas phase that utilizesbiradical chemistry.Photoactivation is used to generate a 3,5 biradical on anaromatic ring which is noncovalently associated with a peptide or protein viainteraction with 18C6.One of the biradicals will abstract a hydrogen atom fromthe peptide target,creating a radical site on the peptide.Subsequent rotation ofthe aromatic group brings the second radical into contact with the new radicalsite,allowing for rapid radical recombination and formation of a new covalentbond.This click chemistry can be utilized to identify the site where thenoncovalent adduct was attached by subsequent fragmentation since the peptideis now covalently modified at the point of attachment.