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Biochemistry

6th Edition
Reginald H. Garrett + 1 other
ISBN: 9781305577206

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BuyFindarrow_forward

Biochemistry

6th Edition
Reginald H. Garrett + 1 other
ISBN: 9781305577206
Textbook Problem

Understanding the Toxicity of Unripened Akee Fruit A popular dish in the Caribbean islands consists of “akee and salt fish.� Unripened akee fruit (from the akee tree, native to West Africa but brought to the Caribbean by African slaves) is quite poisonous. The unripened fruit contains hypoglycin (structure shown below), a metabolite that serves as a substrate for acyl-CoA dehydrogenase. However, the product of this reaction irreversibly inhibits the acyl-CoA dehydrogenase by reacting covalently with FAD on the enzyme. Consumption of unripened akee fruit can lead to vomiting and, in severe cases, convulsions, coma, and death. Write a reaction scheme to show the product of the acyl-CoA dehydrogenase reaction that reacts with FAD.

Interpretation Introduction

Interpretation:

A reaction scheme to show the product of the acyl-CoA dehydrogenase reaction that reacts with FAD should be written.

Concept Introduction:

Hypoglycin is a toxic amino acid and a metabolite and it acts as a acyl-CoA dehydrogenase substrate. For this reaction, the product acts as an irreversible inhibitor for acyl CoA dehydrogenase. It inhibits the enzyme by reacting with FAD.

Explanation

As the first step of the mechanism hypoglycin is converted into Coenzyme A derivative. Then a carbanion is formed by removing a proton from C-2 of coenzyme derivative and followed by an attack of the carbanion on the flavin...

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