Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
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Chapter 16, Problem 16.24UKC

The structure of the amino acid lysine (in its uncharged form) is shown below.

Chapter 16, Problem 16.24UKC, The structure of the amino acid lysine (in its uncharged form) is shown below. (a) Which <x-custom-btb-me data-me-id='60' class='microExplainerHighlight'>amine</x-custom-btb-me>

  1. (a) Which amine groups would be able to participate in hydrogen bonding?
  2. (b) Is lysine likely to be water-soluble? Explain.
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Which of the following statements about aromatic amino acids is correct? (a) All are strongly hydrophilic. (b) Histidine's ring structure results in its being categorized as aromatic or basic, depending on pH. (c) On a molar basis, tryptophan absorbs more ultraviolet light than tyrosine. (d) The major contribution to the characteristic absorption of light at 280 nm by proteins is the phenylalanine R group. (e) The presence of a ring structure in its R group determines whether or not an amino acid is aromatic.
Acetone, CH3–(C=0) –CH3, and urea, NH2–(C=0)–NH2, have similar chemical structures. (a) Compare the possible intermolecular forces for acetone with those for urea. (b) Compare the intermolecular forces between phycocyanin and acetone with those between phycocyanin and water. Briefly explain how acetone disrupts the folding in phycocyanin. (c) Compare the intermolecular forces between phycocyanin and urea with those between phycocyanin and water. Briefly explain how urea disrupts the folding in phycocyanin. (d) Compare your experimental observation on the disruption of phycocyanin folding in the presence of acetone with that in the presence of urea. Briefly explain whether your comparison is consistent with the properties of acetone and urea.
Each ionizable group of an amino acid can exist in one of two states, charged or neutral. The electric charge on the functional group is determined by the relationship between its pKa and the pH of the solution. This relationship is described by the Henderson-Hasselbalch equation.(a) Histidine has three ionizable functional groups. Write the equilibrium equations for its three ionizations and assign the proper pKafor each ionization. Draw the structure of histidine in each ionization state. What is the net charge on the histidine molecule in each ionization state?(b) Draw the structures of the predominant ionization state of histidine at pH 1, 4, 8, and 12. Note that the ionization state can be approximated by treating each ionizable group independently.(c) What is the net charge of histidine at pH 1, 4, 8, and 12? For each pH, will histidine migrate toward the anode (+) or cathode (−) when placed in an electric field?

Chapter 16 Solutions

Fundamentals of General, Organic, and Biological Chemistry (8th Edition)

Ch. 16.4 - Prob. 16.11PCh. 16.5 - Write an equation for the acid-base equilibrium...Ch. 16.5 - Prob. 16.13PCh. 16.5 - Prob. 16.14PCh. 16.5 - Prob. 16.15PCh. 16.5 - Prob. 16.16PCh. 16.6 - Prob. 16.17PCh. 16.6 - Prob. 16.18PCh. 16.6 - Prob. 16.19PCh. 16.6 - Prob. 16.20PCh. 16.6 - Prob. 16.21PCh. 16.6 - Prob. 16.22PCh. 16.7 - Prob. 16.1CIAPCh. 16.7 - Prob. 16.2CIAPCh. 16.7 - Prob. 16.3CIAPCh. 16 - (a) For the compound above, identify each nitrogen...Ch. 16 - The structure of the amino acid lysine (in its...Ch. 16 - Prob. 16.25UKCCh. 16 - Prob. 16.26UKCCh. 16 - Prob. 16.27UKCCh. 16 - Complete the following equations: (a) (b)...Ch. 16 - Prob. 16.29APCh. 16 - Draw the structures corresponding to the following...Ch. 16 - Name the following amines, and classify them as...Ch. 16 - Name the following amines, and identify them as...Ch. 16 - Prob. 16.33APCh. 16 - Which is a stronger base, diethyl ether or...Ch. 16 - Prob. 16.35APCh. 16 - Prob. 16.36APCh. 16 - The compound lidocaine is used medically as a...Ch. 16 - Prob. 16.38APCh. 16 - Draw the structures of the ammonium ions formed...Ch. 16 - Prob. 16.40APCh. 16 - Prob. 16.41APCh. 16 - Prob. 16.42APCh. 16 - Prob. 16.43APCh. 16 - Prob. 16.44APCh. 16 - Prob. 16.45CPCh. 16 - Prob. 16.46CPCh. 16 - Prob. 16.47CPCh. 16 - Prob. 16.48CPCh. 16 - How do amines differ from analogous alcohols in...Ch. 16 - Name at least two undesirable characteristics are...Ch. 16 - Prob. 16.52CPCh. 16 - Complete the following equations (Hint: Answers...Ch. 16 - Prob. 16.54CPCh. 16 - Prob. 16.55CPCh. 16 - Why is cyclohexylamine not considered to be a...Ch. 16 - Prob. 16.57CPCh. 16 - Prob. 16.58GPCh. 16 - 1-Propylamine, 1-propanol, acetic acid, and butane...Ch. 16 - Prob. 16.60GPCh. 16 - Lemon juice, which contains citric acid, is...
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