OWLv2 with MindTap Reader, 1 term (6 months) Printed Access Card for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
OWLv2 with MindTap Reader, 1 term (6 months) Printed Access Card for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
8th Edition
ISBN: 9781305582439
Author: Brown, William H.; Iverson, Brent L.; Anslyn, Eric; Foote, Christopher S.
Publisher: Cengage Learning
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Chapter 28, Problem 28.7P
Interpretation Introduction

Interpretation:

The structural formulas for the enethiol forms of 6-mercaptopurine and 6-thioguanine has to be drawn.

Concept Introduction:

The functional group ketone (keto group) will be in equilibrium with the enol (alcohol group) form which is said to be the keto-enol tautomerization.  The keto form is more stable when compared to the enol form. The keto-enol conversion reaction is

OWLv2 with MindTap Reader, 1 term (6 months) Printed Access Card for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 28, Problem 28.7P , additional homework tip 1

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Explanation of Solution

The enethiol is also the enol form which contains Sulphur molecule instead of Oxygen.  The enethiol form is the alcoholic form of the Sulphur.  The double bonded Sulphur is converted to thiol form of the Sulphur.

The enethiol form of 6-mercaptopurine is

OWLv2 with MindTap Reader, 1 term (6 months) Printed Access Card for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 28, Problem 28.7P , additional homework tip 2

The enethiol form of 6-thioguanine is

OWLv2 with MindTap Reader, 1 term (6 months) Printed Access Card for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 28, Problem 28.7P , additional homework tip 3

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Chapter 28 Solutions

OWLv2 with MindTap Reader, 1 term (6 months) Printed Access Card for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition

Ch. 28.1 - Prob. 28.1PCh. 28.2 - Prob. 28.2PCh. 28.2 - Prob. 28.3PCh. 28.3 - Here is a portion of the nucleotide sequence in...Ch. 28.4 - The following section of DNA codes for oxytocin, a...Ch. 28.5 - Prob. 28.6PCh. 28 - Prob. 28.7PCh. 28 - Following are structural formulas for cytosine and...Ch. 28 - Prob. 28.9PCh. 28 - Prob. 28.10P
Ch. 28 - Prob. 28.11PCh. 28 - Prob. 28.12PCh. 28 - Prob. 28.13PCh. 28 - Prob. 28.14PCh. 28 - Prob. 28.15PCh. 28 - Draw a structural formula of the DNA...Ch. 28 - List the postulates of the Watson-Crick model of...Ch. 28 - Prob. 28.18PCh. 28 - Prob. 28.19PCh. 28 - Prob. 28.20PCh. 28 - Prob. 28.21PCh. 28 - Prob. 28.22PCh. 28 - Prob. 28.23PCh. 28 - Prob. 28.24PCh. 28 - Write the DNA complement for 5-ACCGTTAAT-3. Be...Ch. 28 - Prob. 28.26PCh. 28 - Prob. 28.27PCh. 28 - Compare DNA and RNA is these ways. (a)...Ch. 28 - What type of RNA has the shortest lifetime in...Ch. 28 - Prob. 28.30PCh. 28 - Prob. 28.31PCh. 28 - Prob. 28.32PCh. 28 - Write the mRNA codons for the following. (a)...Ch. 28 - Prob. 28.34PCh. 28 - Prob. 28.35PCh. 28 - Prob. 28.36PCh. 28 - Prob. 28.37PCh. 28 - Prob. 28.38PCh. 28 - Prob. 28.39PCh. 28 - What polypeptide is coded for by this mRNA...Ch. 28 - The alpha chain of human hemoglobin has 141 amino...Ch. 28 - Prob. 28.42P
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Nucleic acids - DNA and RNA structure; Author: MEDSimplified;https://www.youtube.com/watch?v=0lZRAShqft0;License: Standard YouTube License, CC-BY