Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 17.2, Problem 2P
Interpretation Introduction

Interpretation:

The amino acids that have more than one asymmetric center have to be identified.

Concept Introduction:

Asymmetric center: Asymmetric or chiral center tetrahedral atom bonded to four different groups, it is indicated as *.

Example:

  Essential Organic Chemistry (3rd Edition), Chapter 17.2, Problem 2P

Configuration of Amino Acids:

In a Fischer projection, with the carbonyl group at the top and the R group at the bottom of the vertical axis and the amino group is on the right side is a D-amino acid; with the carbonyl group at the top and the R group at the bottom of the vertical axis and the amino group is on the left side is L-amino acid.

Rules for assigning (R, S)- configuration:

  1. 1. Prioritize the four groups around the chiral center according to atomic number.
  2. 2. Orient the chiral center such that the least priority substituent is pointing away from the viewer.
  3. 3. Trace the path of priorities; is the path traced is clockwise, the chiral center is assigned as R. If the path is traced in anti-clockwise, the chiral center is assigned as S.

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Chapter 17 Solutions

Essential Organic Chemistry (3rd 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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