Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
Chapter 17.5, Problem 10P
Interpretation Introduction
Interpretation:
The showing off six spots in the separation of mixture of seven amino acids by chromatography should be explained.
Concept introduction:
Ninhydrin forms colored imine product when reacted with an amino acid.
The mixture of amino acids can be separated by chromatography on the basis of their difference in polarities.
Chromatography is technique to separate mixture of compounds by using a stationary phase and a mobile phase, in which mobile phase carry the compounds one by one on the basis of their polarities.
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Students have asked these similar questions
A mixture of seven amino acids (glycine, glutamate, leucine, lysine, alanine, isoleucine, and aspartate) is separated by chromatography. Explain why only six spots show up when the chromatographic plate is coated with ninhydrin and heated.
A student performed a chromatography
experiment to determine the Rf value of an
unknown amino acid. The distances traveled by
the amino acid and the solvent line were 3.0 cm
and 8.5 cm, respectively. What is the Rf value for
this amino acid?
0.3 cm
O 0.35
1.8
5.5
0.85 cm
0.65
O 2.8
A student analyzed a mixture of amino acids using thin layer chromatography where the
stationary phase is a silica-coated plate. For the mobile phase, he used 50% ethyl acetate in
hexane. The mixture contained three (3) amino acids whose structures are shown below.
OH
Hollo
HO
OH
OH
OH
NH₂
NH₂
NH₂
Threonine
Valine
Glutamic acid
a. Identify spots A, B, and C in the developed TLC plate below based on the structures of
the amino acids above (ie. which spot is threonine, valine, glutamic acid?). Hint:
determine how the structures of the given amino acids differ
A.
BO
С.
b. Threonine can be phosphorylated using an enzyme called protein kinase. Given the same
conditions the student used in his analysis, will the phosphorylated threonine have a
higher, smaller, or the same Rf value compared to threonine?
Which of the following compounds would have the lowest Rf value in a TLC analysis?
A. Hexane-2,3-diol
B. Benzene
C. Diethyl ether
D. 1,3,5-cyclohexanetriol
Chapter 17 Solutions
Essential Organic Chemistry, Global Edition
Ch. 17.1 - a. Explain why, when the imidazole ring of...Ch. 17.2 - Prob. 2PCh. 17.3 - Prob. 3PCh. 17.3 - Prob. 4PCh. 17.3 - Prob. 6PCh. 17.4 - Calculate the pI of each of the following amino...Ch. 17.4 - a. Which amino acid has the lowest pI value? b....Ch. 17.5 - What aldehyde is formed when valine is treated...Ch. 17.5 - Prob. 10PCh. 17.5 - Prob. 11P
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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