EP ORGANIC CHEMISTRY-OWL V2 ACCESS
8th Edition
ISBN: 9781305582453
Author: Brown
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
Expert Solution & Answer
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
The enethiol form of 6-thioguanine is
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ENG
Constants
What is the sequence of bases in the strand of DNA that is complementary to the one shown below?
5'-T-T-C-A-C-T-G-A-C-3'
a.) 3'-U-U-C-A-C-U-G-A-C-5'
b.) 3'-T-T-C-A-C-T-G-A-C-5'
c.) 5'-A-A-G-T-G-A-C-T-G-3'
d.) 5'-T-T-C-A-C-T-G-A-C-3'
e.) 5'-G-T-C-A-G-T-G-A-A-3'
A pioneer in designing and synthesizing antimetabolites that could destroy cancer cells
was George Hitchings at the Burroughs Wellcome Company. In 1942, he initiated a pro-
gram to discover DNA antimetabolites, and in 1948, he and Gertrude Elion synthesized
6-mercaptopurine, a successful drug for treating acute leukemia. Another DNA antime-
tabolite synthesized by Hutchings and Elion was 6-thioguanine. Hitchings and Elion along
with Sir James W. Black won the 1988 Nobel Prize in Physiology or Medicine for their
discoveries of "important principles of drug treatment." In each drug, the oxygen at carbon
6 of the parent molecule is replaced by divalent sulfur. Draw structural formulas for the
enethiol (the sulfur equivalent of an enol) forms of 6-mercaptopurine and 6-thioguanine.
HN
HN
H,N
H
6-Mercaptopurine
6-Thioguanine
Chapter 28 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
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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