Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 25, Problem 8PP
Interpretation Introduction

Interpretation:

The intermediate formed during the conversion of adenine to hypoxanthine, hydrogen bonds of hypoxanthine-cytosine base pair and the consequences it would have through two rounds of DNA (deoxyribonucleic acid) replication is to be shown.

Concept Introduction:

▸ Normally, in DNA, adenine pairs with thymine by forming two hydrogen bonds. On treatment with nitrous acid, amino group of adenine undergoes changes to form diazonium and finally gets removed.

▸ Hypoxanthine forms two hydrogen bonds with cytosine instead of thymine. This mispairing then passes on to the daughter DNA formed during replication and further brings about permanent changes (mutations).

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Draw the structure of leu-enkephalin, a pentapeptide that acts as an analgesic and opiate, and has the following sequence: Tyr–Gly–Gly–Phe–Leu. (The structure of a related peptide, met-enkephalin, appeared in Section 22.6B.)
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