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Chapter 23: Q31P (page 1097)

Question:Draw the products of the following reaction, where T is tritium:

Short Answer

Expert verified


When coenzyme B-12 acts upon the reactant, it gets added with the tritium attached to C3 and there forms a radical. Now, the C - OH bond breaks and it gets bonded with C3. Now the radical is formed at C2. At the same time, the oxidation state of cobalt in B-12 changed to +2. Now the radical at C2 is substituted with hydrogen in the coenzyme. Then the radical in the carbon in coenzyme is lost and the oxidation number of cobalt is regained. When the molecule is dehydrated, these products are obtained.

Step by step solution

01

Mechanism for the given reaction


When coenzyme B-12 acts upon the reactant, it gets added with the tritium attached to C3 and there forms a radical. Now, the C - OH bond breaks and it gets bonded with C3. Now the radical is formed at C2. At the same time, the oxidation state of cobalt in B-12 changed to +2. Now the radical at C2 is substituted with hydrogen in the coenzyme. Then the radical in the carbon in coenzyme is lost and the oxidation number of cobalt is regained. When the molecule is dehydrated, these products are obtained.

02

Step 2: Final product for the reaction

If the amount of coenzyme is limited, the product formed will be changed. The second hydrogen in the coenzyme B-12 will be substituted with tritium. Thus the final product is as shown below:

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Most popular questions from this chapter

Question: Name the coenzymes that

a. allow electrons to be delocalized.

b. are oxidizing agents.

c. provide a strong base.

d.donate one-carbon groups

Question:The glycine cleavage system is a group of four enzymes that together catalyze the following reaction:

glycine+THF→glycinecleavagesystemN5,N10-methylene-THF+CO2

Use the following information to determine the sequence of reactions carried out by the glycine cleavage system:

a. The first enzyme is a PLP-requiring decarboxylase.

b. The second enzyme is aminomethyltransferase. This enzyme has a lipoate coenzyme.

c. The third enzyme synthesizes N6,N10-methylene-THF and also forms NH4

d. The fourth enzyme is an FAD-requiring enzyme.

e.The cleavage system also requires NAD.

Acetolactate synthase is another TPP-requiring enzyme. It transfers the acyl group of pyruvate to another molecule of pyruvate, forming acetolactate. This is the first step in the biosynthesis of the amino acids valine and leucine. Propose a mechanism for this reaction.

Explain why the ability of PLP to catalyze an amino acid transformation is greatly reduced if the OH substituent of pyridoxal phosphate is replaced by OCH3.

What is the product of the following reaction?
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