Provide a reasonable step-wise mechanism for the reaction below, involving TPP as a coenzyme (can abbreviate the pyrophosphate as R), and invoking any general acids or base from acetolactate synthase that you might need .

Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
Problem 1P
icon
Related questions
Question

Provide a reasonable step-wise mechanism for the reaction below, involving TPP as a
coenzyme (can abbreviate the pyrophosphate as R), and invoking any general acids or base from
acetolactate synthase that you might need .

The image illustrates a chemical reaction involving acetolactate synthase, an enzyme that catalyzes the condensation of two molecules of pyruvate (2) in the presence of a proton (H⁺) and thiamine pyrophosphate (TPP) as a cofactor. This reaction results in the formation of acetolactate and the release of carbon dioxide (CO₂).

**Reaction Details:**

1. **Reactants:**
   - **Two pyruvate molecules** (depicted with the structure CH₃COCOO⁻).
   - **Proton (H⁺).**

2. **Enzyme and Cofactor:**
   - **Acetolactate synthase** facilitates the reaction.
   - **Thiamine pyrophosphate (TPP)** is used as a cofactor.

3. **Products:**
   - **Acetolactate** (shown as having a hydroxy group and a ketone with the COO⁻ group).
   - **Carbon dioxide (CO₂)** is released as a by-product.

This biochemical process is an essential step in the biosynthesis of branched-chain amino acids like valine and leucine.
Transcribed Image Text:The image illustrates a chemical reaction involving acetolactate synthase, an enzyme that catalyzes the condensation of two molecules of pyruvate (2) in the presence of a proton (H⁺) and thiamine pyrophosphate (TPP) as a cofactor. This reaction results in the formation of acetolactate and the release of carbon dioxide (CO₂). **Reaction Details:** 1. **Reactants:** - **Two pyruvate molecules** (depicted with the structure CH₃COCOO⁻). - **Proton (H⁺).** 2. **Enzyme and Cofactor:** - **Acetolactate synthase** facilitates the reaction. - **Thiamine pyrophosphate (TPP)** is used as a cofactor. 3. **Products:** - **Acetolactate** (shown as having a hydroxy group and a ketone with the COO⁻ group). - **Carbon dioxide (CO₂)** is released as a by-product. This biochemical process is an essential step in the biosynthesis of branched-chain amino acids like valine and leucine.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Similar questions
Recommended textbooks for you
Biochemistry
Biochemistry
Biochemistry
ISBN:
9781319114671
Author:
Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:
W. H. Freeman
Lehninger Principles of Biochemistry
Lehninger Principles of Biochemistry
Biochemistry
ISBN:
9781464126116
Author:
David L. Nelson, Michael M. Cox
Publisher:
W. H. Freeman
Fundamentals of Biochemistry: Life at the Molecul…
Fundamentals of Biochemistry: Life at the Molecul…
Biochemistry
ISBN:
9781118918401
Author:
Donald Voet, Judith G. Voet, Charlotte W. Pratt
Publisher:
WILEY
Biochemistry
Biochemistry
Biochemistry
ISBN:
9781305961135
Author:
Mary K. Campbell, Shawn O. Farrell, Owen M. McDougal
Publisher:
Cengage Learning
Biochemistry
Biochemistry
Biochemistry
ISBN:
9781305577206
Author:
Reginald H. Garrett, Charles M. Grisham
Publisher:
Cengage Learning
Fundamentals of General, Organic, and Biological …
Fundamentals of General, Organic, and Biological …
Biochemistry
ISBN:
9780134015187
Author:
John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher:
PEARSON