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Chapter 23: Q37E (page 783)

The amino acid leucine is biosynthesized from α-ketoisovalerate by the following sequence of steps. Show the mechanism of each.

Short Answer

Expert verified

The synthesis of leucine takes place from α-ketoisovalerate.

Step by step solution

01

Given sequence

The given reaction sequence is as follows,

02

Mechanism

Following are the steps involved in the process of synthesis of Leucine is,

  1. Aldol type reaction.
  2. Oxidation of alcohol with help of NAD+
  3. Decarboxylation
  4. Condensation with NH3 followed by reducing the desired product.

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Most popular questions from this chapter

Treatment of a 1,3-diketone such as 2,4-pentanedione with base does not give an aldol condensation product. Explain.

The Mannich reaction of a ketone, an amine, and an aldehyde is one of the few three-component reactions in organic chemistry. Cyclohexanone, for example, reacts with dimethylamine and acetaldehyde to yield an amino ketone. The reaction takes place in two steps, both of which are typical carbonyl-group reactions.

(a)The first step is reaction between the aldehyde and the amine to yield an intermediate iminium ion R2C=NR2+plus water. Propose a mechanism, and show the structure of the intermediate iminium ion.

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Predict the product(s) and provide the mechanism for each reaction below.

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