Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+)
8th Edition
ISBN: 9780135213759
Author: John McMurry, David Ballantine
Publisher: PEARSON+
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Chapter 14, Problem 14.30AP
The Taxane nucleus is shown here; it is the basis of a number of new drugs used to treat cancers. Identify the
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VizamylTM is used in brain scans for Alzheimer’s disease. Draw the structure of VizamylTM and identify the radioisotope present in the structure. Explain how F-18 differs from F-19.
Based on the following titration table of Glycine, would you be able to recreate the same for
Histidine?
Glicina
Increasing pH
H-N-CH,-COOH
-H-N-CH,-co
= H-N-CH,-C00-
Net charge:
+1
pH
COOH-pKa = 2.3
NH3-pka = 9.6
CN
AEq
+1
+1
2.3
(0.5°-1)+(0.5°0)=-0.5
+0.5
0.5
9.6
-1
(0.5*+1)+(0.5°0)=+0.5
-0.5
1.5
14
Given that the pKas for Histidine are the following:
pka1 = 1.82
pKa2 = 9.17
pКаз %3 6.00
pL = 7.59
2.
Following are structural formulas for cytosine and thymine. Draw two additional tautomeric forms for cytosine and three additional tautomeric forms for thymine.
Chapter 14 Solutions
Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+)
Ch. 14.1 - Identify each of the following compounds as an...Ch. 14.1 - Prob. 14.2PCh. 14.2 - Prob. 14.3PCh. 14.2 - Prob. 14.4PCh. 14.2 - Prob. 14.5PCh. 14.3 - Prob. 14.6PCh. 14.3 - For each of the following molecules, (i) redraw...Ch. 14.4 - Prob. 14.1MRPCh. 14.4 - Provide the mechanism for the dehydration of...Ch. 14.4 - Prob. 14.3MRP
Ch. 14.4 - Prob. 14.8PCh. 14.4 - What alcohols yield the following alkenes as the...Ch. 14.4 - Prob. 14.10KCPCh. 14.4 - What products would you expect from oxidation of...Ch. 14.4 - Prob. 14.12PCh. 14.4 - Prob. 14.13KCPCh. 14.5 - Prob. 14.14PCh. 14.5 - Prob. 14.15PCh. 14.7 - Prob. 14.1CIAPCh. 14.7 - Prob. 14.2CIAPCh. 14.7 - Prob. 14.3CIAPCh. 14.7 - Prob. 14.16PCh. 14.8 - What disulfides would you obtain from oxidation of...Ch. 14.9 - Prob. 14.18PCh. 14.10 - Prob. 14.19PCh. 14.10 - Prob. 14.20PCh. 14.10 - Prob. 14.4CIAPCh. 14.10 - Prob. 14.5CIAPCh. 14.10 - Prob. 14.6CIAPCh. 14.10 - Prob. 14.7CIAPCh. 14 - Prob. 14.21UKCCh. 14 - Prob. 14.22UKCCh. 14 - Prob. 14.23UKCCh. 14 - Prob. 14.24UKCCh. 14 - Prob. 14.25UKCCh. 14 - How do alcohols, ethers, and phenols differ...Ch. 14 - What is the structural difference between primary,...Ch. 14 - Prob. 14.28APCh. 14 - Prob. 14.29APCh. 14 - The Taxane nucleus is shown here; it is the basis...Ch. 14 - Vitamin E has the structure shown. Identify the...Ch. 14 - Give systematic names for the following alcohols:...Ch. 14 - Give systematic names for the following compound...Ch. 14 - Draw structures corresponding to the following...Ch. 14 - Draw structures corresponding to the following...Ch. 14 - Prob. 14.36APCh. 14 - Locate the alcohol functional groups in the taxane...Ch. 14 - Prob. 14.38APCh. 14 - Prob. 14.39APCh. 14 - Prob. 14.40APCh. 14 - Prob. 14.41APCh. 14 - Prob. 14.42APCh. 14 - Prob. 14.43APCh. 14 - Assume that you have samples of the following two...Ch. 14 - Which of the following alcohols can undergo...Ch. 14 - The following alkenes can be prepared by...Ch. 14 - Prob. 14.47APCh. 14 - Prob. 14.48APCh. 14 - What alcohols would you oxidize to obtain the...Ch. 14 - Prob. 14.50APCh. 14 - What is the structural relationship between a...Ch. 14 - Prob. 14.52APCh. 14 - Prob. 14.53APCh. 14 - Prob. 14.54APCh. 14 - Prob. 14.55APCh. 14 - Prob. 14.56APCh. 14 - Prob. 14.57APCh. 14 - Identify the chiral center(s) in each of the...Ch. 14 - Are the following molecules chiral or achiral? If...Ch. 14 - Prob. 14.60CPCh. 14 - Prob. 14.61CPCh. 14 - 1-Propanol is freely soluble in water, 1-butanol...Ch. 14 - Prob. 14.63CPCh. 14 - Prob. 14.64CPCh. 14 - Prob. 14.65CPCh. 14 - Prob. 14.66CPCh. 14 - Prob. 14.67CPCh. 14 - Prob. 14.68CPCh. 14 - Prob. 14.69CPCh. 14 - Prob. 14.70CPCh. 14 - Prob. 14.71CPCh. 14 - Prob. 14.72CPCh. 14 - (a)Draw all possible cyclic C7H14O alcohol isomers...Ch. 14 - Prob. 14.74GPCh. 14 - Prob. 14.75GP
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- The enzyme creatine kinase catalyzes the ATP-dependent phosphorylation of creatine. Propose a mechanism for the reaction described using the curved arrow convention. Show the complete structure of the nucleotide.arrow_forwardThe endorphins are a group of naturally occurring neurotransmitters that act in a manner like morphine to control pain. Research has shown that the biologically active parts of the endorphin molecules are simple pentapeptides called enkephalins. Draw the structure of the methionine enkephalin with the sequence Tyr-Gly-Gly-Phe-Met. Identify the N-terminal and C-terminal amino acids. Bradykinin is a nonapeptide that stimulates smooth muscle contraction, dilates blood vessels, causes pain, and is a component of bee venom. Give the IUPAC name of the nonapeptide. Note: The selected photo is the sequence of Bradykinin.arrow_forwardIdentify the following non-chiral molecule: NH2-CH2-COOH (dry form) aspartic acid arginine glycine tyrosine asparaginearrow_forward
- Suggest a transition state analog for proline racemase that differs from those discussed in the text. Justify your suggestion.arrow_forwardBased on the following titration table of Glycine, would you be able to recreate the same for Histidine? Increasing pH – Glicina H H-N-CH,-COOH = H-N-CH,-CO0- = H-N-CH,-coo- H H Net charge: +1 -1 pH COOH-pKa = 2.3 NH3-pKa = 9.6 CN ΔΕ +1 +1 2.3 (0.5*-1)+(0.5*0)=-0.5 +1 +0.5 0.5 9.6 -1 (0.5*+1)+(0.5*0)=+0.5 -0.5 1.5 14 -1 -1 2 Given that the pKas for Histidine are the following: pka1 = 1.82 pKa2 = 9.17 pКа3 %3D 6.00 pl = 7.59arrow_forwardWhy is the structure of ornithine so similar to the structure of citrulline?arrow_forward
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