ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
8th Edition
ISBN: 9780134595450
Author: Bruice
Publisher: PEARSON
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Chapter 23, Problem 1P

How does the metal ion in carboxypeptidase A increase the enzyme’s catalytic activity

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Interpretation Introduction

Interpretation:

The metal ion in carboxypetidase A increases the catalytic activity of the enzyme; this has to be explained.

Explanation of Solution

Carboxypetidase A is a digestive enzyme.  It hydrolyzes the carboxyl terminal peptide bond and it prefers bulky and aliphatic residues.

Proposed mechanism for the catalytic reaction of carboxypetidase is given in figure 1.

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 23, Problem 1P

Figure 1

The metal ion present in the carboxypeptidase A enzyme is Zinc metal.

This metal ion (Zn2+) makes the carbonyl (C=O) carbon more susceptible to nucleophilic addition, increases the nucleophilicity of water molecule by making it like a hydroxide ion, and the negative charge of the transition state is stabilized by this metal ion.

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Chapter 23 Solutions

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL

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