EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
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Chapter 17.3, Problem 3P
Interpretation Introduction

Interpretation:

The reason for insolubility of amino acids in diethyl ether unlike most of the amines and carboxylic acids has to be explained.

Concept introduction:

Polar compound soluble in polar solvents and non-polar compounds dissolves in non-polar solvents (like dissolves like).

Amino acids exist as zwitterion at certain pH, in which the amount of positive charge and negative charge on an amino acid becomes balanced.

Zwitter ion: 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.

Example: Zwitter ion

  EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 17.3, Problem 3P

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Explain why amino acids, unlike most other organic compounds, are insoluble in organic solvents like diethyl ether.
What initiates a dehydration process between two amino acids, provided their carboxyl groups are exactly aligned with the amine groups of the other?
Amino acids can be synthesized by reductive amination. Draw the structure of the organic compound that you would use to synthesize valine.

Chapter 17 Solutions

EP ESSENTIAL ORG.CHEM.-MOD.MASTERING

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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