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Chapter 11: Q 11-11-33 E (page 350)

Metabolism of S-adenosylhomocysteine (Section 11-6) involves the following sequence. Propose a mechanism for the second step.

Short Answer

Expert verified

The mechanism for the metabolism of S-adenosylhomocysteine is,

Step by step solution

01

Metabolism of S-adenosylhomocysteine

The metabolism of S-adenosylhomocysteine is done by treating it with a NAD+base, and the leaving group is homocysteine. This process takes place in two steps, first is oxidizing alcohol to the ketone of S-adenosylhomocysteine, and in the second step, homocysteine leaves the compound.

02

The mechanism for the metabolism of S-adenosylhomocysteine

In the first step, oxidizes alcohol of S-adenosylhomocysteine to a ketone group and is shown below as,

The mechanism for the metabolism of S-adenosylhomocysteine

03

The mechanism for the second step of metabolism of S-adenosylhomocysteine

In the second step, the product formed in the first step is reacted with a base that brings about an E1cB elimination reaction. The leaving group in this is homocysteine.

The mechanism for the second step

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