Decarboxylation of the amino acid l-histidine in Lactobacillus species involves an

Chapter 26, Problem 26.45

(choose chapter or problem)

Decarboxylation of the amino acid l-histidine in Lactobacillus species involves an enzyme-attached amide (blue) of pyruvic acid, as shown in Fig. P26.45 on p. 1370. (E 5 enzyme). (a) Assuming that bases (B;) and acids (+BH) are available as needed, suggest a curved-arrow mechanism for this transformation. (Hint: An imine intermediate is involved.) (b) In your mechanism, what group serves as the electron sink for the decarboxylation?

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