Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 17.4, Problem 8P
- a. Which amino acid has the lowest pI value?
- b. Which amino acid has the highest pI value?
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Lysine and tryptophan are two amino acids that contain an additional N atom in the R group bonded to the a carbon. While lysine is classified as a basic amino acid because it contains an additional basic N atom, tryptophan is classified as a neutral amino acid. Explain why this difference in classification occurs.
3. An amino acid has a -CH,CH3 side chain. What type of side chain could form hydrogen bonds with this side chain?
O a. -CH2-OH
b.
-CH,-
C. -CH,-C-NH,
d. none of the above
a. which amino acid can form an N-linked bond with any carbohydrate
b. which amino acid would most likely be found at a rigid turn in a protein structure?
Chapter 17 Solutions
Essential Organic Chemistry, Global Edition
Ch. 17.1 - a. Explain why, when the imidazole ring of...Ch. 17.2 - Prob. 2PCh. 17.3 - Prob. 3PCh. 17.3 - Prob. 4PCh. 17.3 - Prob. 6PCh. 17.4 - Calculate the pI of each of the following amino...Ch. 17.4 - a. Which amino acid has the lowest pI value? b....Ch. 17.5 - What aldehyde is formed when valine is treated...Ch. 17.5 - Prob. 10PCh. 17.5 - Prob. 11P
Ch. 17.5 - Prob. 12PCh. 17.6 - Prob. 13PCh. 17.6 - What amino acid would be formed using the...Ch. 17.6 - What amino acid would be formed when the aldehyde...Ch. 17.7 - Pig liver esterase is an enzyme that catalyzes the...Ch. 17.8 - Prob. 17PCh. 17.8 - Prob. 18PCh. 17.8 - Prob. 19PCh. 17.8 - Prob. 20PCh. 17.10 - Prob. 21PCh. 17.10 - Prob. 22PCh. 17.10 - Why does cyanogen bromide not cleave on the C-side...Ch. 17.10 - Prob. 24PCh. 17.10 - Prob. 26PCh. 17.12 - Prob. 27PCh. 17.13 - a. Which would have the greatest percentage of...Ch. 17 - Draw the predominant form of the following amino...Ch. 17 - What is the pI of serine?Ch. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - Which would have a higher percentage of negative...Ch. 17 - Draw the form of aspartate that predominates at...Ch. 17 - Prob. 35PCh. 17 - A professor was preparing a manuscript for...Ch. 17 - a. Why is the pKa of the glutamate side chain...Ch. 17 - Prob. 38PCh. 17 - Determine the amino acid sequence of a polypeptide...Ch. 17 - Prob. 40PCh. 17 - Prob. 41PCh. 17 - Three peptides were obtained from a trypsin...Ch. 17 - Prob. 43PCh. 17 - After the polypeptide shown here was treated with...Ch. 17 - The disulfide bridges of a polypeptide were...Ch. 17 - -Amino acids can be prepared by treating an...Ch. 17 - Reaction of a polypeptide with carboxypeptidase A...Ch. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Show how valine can be prepared by a. a Strecker...Ch. 17 - Prob. 51PCh. 17 - Why is proline never found in an -helix?Ch. 17 - Determine the amino acid sequence of a polypeptide...Ch. 17 - Prob. 55PCh. 17 - A chemist wanted to test his hypothesis that the...Ch. 17 - A normal polypeptide and a mutant of the...
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- Draw a segment of the backbone of a protein that is long enough for three peptide linkages to be present.arrow_forwardWhat special role does the amino acid cysteine have in the peptides vasopressin and oxytocin?arrow_forward12) Proteins are long chains of amino acids joined together by peptide bonds. Which structure properly depicts the peptide bond formed between two generic amino acids? 12) H. R1 H;N. N, A) R1 R2 B) R2 R2 H;N, N. R1 H R2 D) ŘIarrow_forward
- An amino acid that has an indole group side chain.a. Trpb. Phec. Tyrd. Proarrow_forwardA. Draw the structure of this amino acid in a solution of NaOH (aq) B. Draw the structure of this amino acid in a solution of H2SO4 (aq)arrow_forward4. What is the strongest type of non-covalent interactions that could form between the following amino acids' side chains? a. Valine and Alanine b. Glutamic acid and Serine c. Asparagine and Threonine d. Lysine and Aspartic acidarrow_forward
- 1. A. Draw the structure of L-valine in a strongly basic solution. B. What is the charge of this amino acid in a strongly basic solution?arrow_forwardGiven below information for amino acid glycine, at which pH will the amino acid have a protonated amino group ? a.pH =2 b.pH = 7 c.pH 9.78 & pH 2.35 d.pH =10arrow_forwardDraw the structure of each peptide. Label the N-terminal and C-terminal amino acids and all amide bonds. a. Val–Glu b. Gly–His–Leu c. M–A–T–Tarrow_forward
- 3. How is the following amino acid classified? H2N-CHC-OH CH2 C=0 ОН a. nonpolar b. polar neutral c. polar acidic d. polar basicarrow_forward7. Draw the structure for each of the following amino acids. For each acid, circle any chiral carbons. a. Lysine b. Aspartate c. Tryptophan d. Alaninearrow_forward2. Identify the R group of the side chain in the following amino acids that results in the side chain classification indicated in the parenthesis as neutral/acidic/basic/polar/non- polar/hydrophobic/hydrophilic ÇH-C-OH a. A. Neutral/acidic/Basic B. Polar/Non-polar C. Hydrophobic/Hydrophilic b. HN-ÇH-c-OH NH, A. Neutral/acidic/Basic B. Polar/Non-polar C. Hydrophobic/Hydrophilic он c. A. Neutral/acidic/Basic B. Polar/Non-polar C. Hydrophobic/Hydrophilic HN-ÇH-c-OH CH, d. NH2 A. Neutral/acidic/Basic B. Polar/Non-polar C. Hydrophobic/Hydrophilic HN-ÇH-C-OH CH-CH, е. CH3 A. Neutral/acidic/Basic B. Polar/Non-polar C. Hydrophobic/Hydrophilicarrow_forward
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