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Structures and reactions discussed in text. A, Structures of lanthionine and lanthionine ketimine and likely biological source of lanthionine ketimine in the brain. B, Chemical synthesis of lanthionine ketimine from l-cysteine and 3-bromopyruvate. C, Conjugation of lanthionine ketimine to DADPA-agarose column by means of the Mannich reaction. The reaction is expected to proceed through the enamine tautomer as depicted.
