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 17.5, 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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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 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
Question 32 Use the following chromatogram of standard amino acids: 24 11 16 19 3 12 21 15 6, 8 9 19 23 2 13 14 17 18 24 22 10 12 14 16 18 20 22 24 26 Time (min) Which of the following statements BEST describe the given chromatogram? O Peaks 4, 5, 11 and 24 have the highest concentrations in the mixture and highest affinity to the mobile phase. Peaks 14, 18, 20 and 22 have the lowest concentrations and highest affinity to the mobile phase. O The peaks are narrow and show clear separation of the mixture. The peaks are narrow and show suboptimal conditions for separation. (Au)

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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