7th Edition

ISBN: 9780133556186

Author: Bruice

Publisher: VST

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Textbook Question

Chapter 22, Problem 53P

A professor was preparing a manuscript for publication in which she reported that the p1 of the tripeptide Lys-Lys-Lys was 10.6. One of her students pointed out that there must be an error in her calculations because the pK₂ of the ε-amino group of lysine is 10.8 and the p1 of the tripeptide has to be greater than any of its individual pK_a values. Was the student correct?

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Chapter 22, Problem 52P

Chapter 22, Problem 54P

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Chapter 22 Solutions

EBK ORGANIC CHEMISTRY

Ch. 22.1 - a. Explain why, when the imidazole ring of...Ch. 22.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 22.2 - Prob. 4P Ch. 22.3 - Prob. 5P Ch. 22.3 - Prob. 6P Ch. 22.3 - Draw the predominant form for glutamate in a...Ch. 22.3 - a. Why is the pKa of the glutamate side chain...Ch. 22.4 - Explain why the pI of lysine is the average of the...Ch. 22.4 - Calculate the pI of each of the following amino...Ch. 22.4 - a. Which amino acid has the lowest pI value? b....

Ch. 22.4 - Prob. 13P Ch. 22.5 - What aldehyde is formed when valine is treated...Ch. 22.5 - Prob. 15P Ch. 22.5 - Prob. 16P Ch. 22.5 - Prob. 17P Ch. 22.5 - Prob. 18P Ch. 22.6 - Why is excess ammonia used in the preceding...Ch. 22.6 - Prob. 20P Ch. 22.6 - What amino acid is formed using the...Ch. 22.6 - Prob. 22P Ch. 22.6 - What amino acid is formed when the aldehyde used...Ch. 22.7 - Esterase is an enzyme that catalyzes the...Ch. 22.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 22.8 - Prob. 26P Ch. 22.8 - Prob. 27P Ch. 22.8 - Which bonds in the backbone of a peptide can...Ch. 22.9 - What is the configuration about each of the...Ch. 22.9 - Glutathione is a tripeptide whose function is to...Ch. 22.10 - What dipeptides would be formed by heating a...Ch. 22.10 - Suppose you are trying to synthesize the dipeptide...Ch. 22.10 - Show the steps in the synthesis of the...Ch. 22.10 - a. Calculate the overall yield of bradykinin when...Ch. 22.11 - Show the steps in the synthesis of the...Ch. 22.13 - Prob. 36P Ch. 22.13 - In determining the primary structure of insulin,...Ch. 22.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 22.13 - Explain why cyanogen bromide does not cleave on...Ch. 22.13 - Indicate the peptides produced from cleavage by...Ch. 22.13 - Prob. 42P Ch. 22.13 - Three peptides were obtained from a trypsin...Ch. 22.14 - Prob. 44P Ch. 22.15 - How would a protein that resides in the nonpolar...Ch. 22.16 - a. Which would have the greatest percentage of...Ch. 22 - Prob. 47P Ch. 22 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 22 - Prob. 49P Ch. 22 - Prob. 50P Ch. 22 - Aspartame (its structure is on page 1007) has a pl...Ch. 22 - Draw the form of aspartate that predominates at...Ch. 22 - A professor was preparing a manuscript for...Ch. 22 - Prob. 54P Ch. 22 - Determine the amino acid sequence of a polypeptide...Ch. 22 - Prob. 56P Ch. 22 - Which is the more effective buffer at...Ch. 22 - Identify the location and type of charge on the...Ch. 22 - Draw the product obtained when a lysine side chain...Ch. 22 - After the polypeptide shown below was treated with...Ch. 22 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 22 - Show how aspartame can be synthesized using DCCD.Ch. 22 - -Amino acids can be prepared by treating an...Ch. 22 - Reaction of a polypeptide with carboxypeptidase A...Ch. 22 - a. How many different octapeptides can be made...Ch. 22 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 22 - A mixture of 15 amino acids gave the fingerprint...Ch. 22 - Write the mechanism for the reaction of an amino...Ch. 22 - Prob. 69P Ch. 22 - Show how valine can be prepared by a. a...Ch. 22 - A chemist wanted to test his hypothesis that the...Ch. 22 - Propose a mechanism for the rearrangement of the...Ch. 22 - A normal polypeptide and a mutant of the...Ch. 22 - Determine the amino acid sequence of a polypeptide...

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Solution Summary: The author explains the structure of lysine and the value of its isoelectric point.

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Chapter 22 Solutions