EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 21.4, Problem 11P
- a. Which amino acid has the lowest pI value?
- b. Which amino acid has the highest pI value?
- c. Which amino acid has the greatest amount of negative charge at pH = 6.20?
- d. Which amino acid has a greater negative charge at pH = 6.20. glycine or methionine?
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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
6. Is this amino acid L- or D-, and how can you tell?
Н
-ŅH3
CH3
a. D-, because all amino acids are D.
b. D-, because the amine is on the right.
c. D-, because the amine is on the left.
d. L-, because the amine is on the left.
None
Chapter 21 Solutions
EBK ORGANIC CHEMISTRY
Ch. 21.1 - a. Explain why, when the imidazole ring of...Ch. 21.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 21.2 - Prob. 4PCh. 21.3 - Prob. 5PCh. 21.3 - Prob. 6PCh. 21.3 - Draw the predominant form for glutamate in a...Ch. 21.3 - a. Why is the pKa of the glutamate side chain...Ch. 21.4 - Calculate the pI of each of the following amino...Ch. 21.4 - a. Which amino acid has the lowest pI value? b....Ch. 21.4 - Prob. 12P
Ch. 21.4 - Prob. 13PCh. 21.4 - Explain why the pI of lysine is the average of the...Ch. 21.5 - What aldehyde is formed when valine is treated...Ch. 21.5 - Prob. 16PCh. 21.5 - Prob. 17PCh. 21.5 - Prob. 18PCh. 21.5 - Prob. 19PCh. 21.6 - Why is excess ammonia used in the preceding...Ch. 21.6 - Prob. 21PCh. 21.6 - What amino acid is formed using the...Ch. 21.6 - Prob. 23PCh. 21.6 - What amino acid is formed when the aldehyde used...Ch. 21.7 - Esterase is an enzyme that catalyzes the...Ch. 21.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 21.8 - Draw the resonance contributors of the peptide...Ch. 21.8 - Which bonds in the backbone of a peptide can...Ch. 21.9 - An opioid pentapeptide has the following...Ch. 21.9 - What is the configuration about each of the...Ch. 21.9 - Glutathione is a tripeptide whose function is to...Ch. 21.10 - What dipeptides would be formed by heating a...Ch. 21.10 - Suppose you are trying to synthesize the dipeptide...Ch. 21.10 - Show the steps in the synthesis of the...Ch. 21.10 - a. Calculate the overall yield of bradykinin when...Ch. 21.11 - Show the steps in the synthesis of the...Ch. 21.13 - Prob. 37PCh. 21.13 - In determining the primary structure of insulin,...Ch. 21.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 21.13 - Explain why cyanogen bromide does not cleave on...Ch. 21.13 - Indicate the peptides produced from cleavage by...Ch. 21.14 - Prob. 43PCh. 21.14 - Three peptides were obtained from a trypsin...Ch. 21.14 - Prob. 45PCh. 21.15 - How would a protein that resides in the nonpolar...Ch. 21.16 - a. Which would have the greatest percentage of...Ch. 21.17 - When apples that have been cut are exposed to...Ch. 21 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 21 - Prob. 50PCh. 21 - A titration curve is a plot of the pH of a...Ch. 21 - Prob. 52PCh. 21 - Aspartame (its structure is on page 1007) has a pl...Ch. 21 - Draw the form of aspartate that predominates at...Ch. 21 - Show how phenylalanine can be prepared by...Ch. 21 - A professor was preparing a manuscript for...Ch. 21 - What aldehydes are formed when the following amino...Ch. 21 - Prob. 58PCh. 21 - Determine the amino acid sequence of a polypeptide...Ch. 21 - Prob. 60PCh. 21 - Prob. 61PCh. 21 - Which is the more effective buffer at...Ch. 21 - Identify the location and type of charge on the...Ch. 21 - Draw the product obtained when a lysine side chain...Ch. 21 - After the polypeptide shown below was treated with...Ch. 21 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 21 - Show how aspartame can be synthesized using DCCD.Ch. 21 - -Amino acids can be prepared by treating an...Ch. 21 - Reaction of a polypeptide with carboxypeptidase A...Ch. 21 - a. How many different octapeptides can be made...Ch. 21 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 21 - A mixture of 15 amino acids gave the fingerprint...Ch. 21 - Write the mechanism for the reaction of an amino...Ch. 21 - Prob. 74PCh. 21 - Show how valine can be prepared by a. a...Ch. 21 - The primary structure of -endorphin, a peptide...Ch. 21 - A chemist wanted to test his hypothesis that the...Ch. 21 - Propose a mechanism for the rearrangement of the...Ch. 21 - A normal polypeptide and a mutant of the...Ch. 21 - Determine the amino acid sequence of a polypeptide...
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- 1a. Describe the formation of a bond between two amino acids that craves a peptide. 1B. The image below is a dipeptide. How can you always identified the peptide bond between amino acids?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_forwardhelp with questions 2 and 3 pleasearrow_forward
- 4. 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_forward1. Name the common amino acids that contain an aromatic ring. Enter your answers in alphabetical order separated by commas. 2. Name the common amino acids that contain sulfur. Enter your answers separated by commas. 3. Name the common amino acids that are alcohols. Enter your answers separated by commas. 4. Name the common amino acids that have alkyl-group side chains. Enter your answers separated by commas.arrow_forwardName each peptide using both the one-letter and the three-letter abbreviations for the names of the component amino acids.arrow_forward
- A protein has a tertiary structure formed by interactions between the side chains of the following pairs of amino acids. For each pair, identify the strongest type of interaction between these amino acids. a. Valine and isoleucine b. Asparagine and serine c. Glutamic acid and arginine d. Tryptophan and methionine Write the products for the complete hydrolysis of: NH2 NH NH HO H2N но Nextarrow_forwardA.Is glycine polar? How can you tell? B. Does a molecule have to be polar in order to be chiral? If yes, explain why chirality follows from polarity; if no, show a simple molecule that is a counterexample. C.Build alanine (chemical formula: H2NCH(CH3)COOH), which is another amino acid. Is alanine polar? Is its shape around the “central” carbon significantly different from glycine?arrow_forward2. Diagram the peptide ACKE at physiological then answer questions a- h. a. Circle one peptide bond. b. Box one alpha carbon in this peptide c. How many peptide bonds are present in this peptide? d. Which amino acid is at the C-terminus? e. Which amino acid is at the N-terminus? f. Label one omega, one phi and one psi bond angle. g. Sketch in one peptide plane. h. Calculate the charge of the peptide at pH 13.arrow_forward
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Biomolecules - Protein - Amino acids; Author: Tutorials Point (India) Ltd.;https://www.youtube.com/watch?v=ySNVPDHJ0ek;License: Standard YouTube License, CC-BY