Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 17, Problem 35P
Interpretation Introduction

Interpretation:

The pH values of Alanine have to be determined with respect to the given pKa values.

Concept Introduction:

Acid-base properties of Amino acids:

Every amino acid has a carbonyl group and an amino group, and each group can exist in an acidic form or a basic form, depending on pH of the solution in which the amino acid is dissolved.

The compound exists primarily in the acidic form in solutions that are more acidic than their pKa values, and primarily in the basic form (without their protons) in solutions that are more basic than their pKa values.

Zwitter ion has both positive as well as negative charge, thus it is also called neutral dipolar ion.

Zwitter ion accepts proton in acidic condition and in basic condition zwitter ion lose electrons.

Isoelectric point are the pH which the zwitter ion has zero charge.

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Alanine has pKa values of 2.34 and 9.69. Therefore, alanine exists predominately as a zwitterion in an aqueous solution with pH > ____ and pH < ____.
The maximum number of amino acid side chains that can potentially form an ionic bond (+lIE- interaction) with the side chain of His is _at pH 21;at pH 7 and_at pH 11.5 andat pH 13.5. (assume no partial charges, only +/- whole number integers) 00: 2; 3:1 01:2:4:1 O2:2;3;0 00:2;3:0 00:2, 4:0 00:0: 2: 2 O none of these
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Chapter 17 Solutions

Essential Organic Chemistry, Global Edition

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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