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Cleavage of the C-1–C-2 bond, and thus pyruvate decarboxylation, is favored because the negative charge on carbon C-2, which would otherwise be unstable, is stabilized by the positively charged N-3 of the thiazolium ring, an iminium nitrogen (C= N + )

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In order to formally demonstrate the role of the C596-U597 disulfide, the 597 residue was mutated to a serine (U597S) and we characterized the effect of this change on the reductive half-reaction