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Chapter 23: Q8P (page 1076)

Draw structures that show the similarity between the decarboxylation of the pyruvate–TPP intermediate and the decarboxylation of a \(\beta \)-keto acid.

Short Answer

Expert verified

Pyruvate decarboxylation is a reaction where a carboxylate group is removed and hydrogen is added. This reaction converts pyruvate to acetyl CoA.

Step by step solution

01

Pyruvate decarboxylation

Pyruvate decarboxylation is a reaction where a carboxylate group is removed and hydrogen is added. This reaction converts pyruvate to acetyl CoA.

02

Beta- keto acid decarboxylation

During this reaction an enol intermediate is formed by proton transfer from the carboxylic acid group to the carbonyl oxygen atom of the ketone. So ketone from in this reaction.

03

Structures showing similarity in decarboxylation of pyruvate and beta- keto acid

In the mechanism of the two above reactions the structures showing similarity are:

Here it can be seen that the electron delocalization is occurring in same manner.

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Most popular questions from this chapter

Question:Five coenzymes are required by -ketoglutarate dehydrogenase, the enzyme in the citric acid cycle that converts -ketoglutarate to succinyl-CoA.

a. Identify the coenzymes.

b.Propose a mechanism for the reaction.

Instead of adding to the 4a position and protonating N-5, the thiolate ion could have added to the 10a position and protonated N-1. (The numbering system is on page 1071.) Why is addition to the 4a position favored? (Hint:Which nitrogen is a stronger base?)

\(\alpha \)-Keto acids other than \(\alpha \) -ketoglutarate can accept the amino group from pyridoxamine in enzyme catalyzed transamination reactions. What amino acids are formed when the following a-keto acids accept the amino group?

Question: Propose a mechanism for the following reaction:

Which compound is more easily decarboxylated?
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