Organic Chemistry & Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
7th Edition
ISBN: 9780321950123
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 22.5, Problem 18P
Interpretation Introduction
Interpretation:
The elution order of given amino acids with
Concept introduction:
Ion-exchange chromatography is used to separate mixture of amino acids on the basis of their overall charge by using cation or anion-exchange resins.
Dowex-1 is an anion-exchange resins with less polar used for anion-exchange chromatography.
Anion-exchange chromatography separate amino acids according to their
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Chapter 22 Solutions
Organic Chemistry & Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
Ch. 22.1 - a. Explain why, when the imidazole ring of...Ch. 22.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 22.2 - Prob. 4PCh. 22.3 - Prob. 5PCh. 22.3 - Prob. 6PCh. 22.3 - Draw the predominant form for glutamate in a...Ch. 22.3 - a. Why is the pKa of the glutamate side chain...Ch. 22.4 - Explain why the pI of lysine is the average of the...Ch. 22.4 - Calculate the pI of each of the following amino...Ch. 22.4 - a. Which amino acid has the lowest pI value? b....
Ch. 22.4 - Prob. 13PCh. 22.5 - What aldehyde is formed when valine is treated...Ch. 22.5 - Prob. 15PCh. 22.5 - Prob. 16PCh. 22.5 - Prob. 17PCh. 22.5 - Prob. 18PCh. 22.6 - Why is excess ammonia used in the preceding...Ch. 22.6 - Prob. 20PCh. 22.6 - What amino acid is formed using the...Ch. 22.6 - Prob. 22PCh. 22.6 - What amino acid is formed when the aldehyde used...Ch. 22.7 - Esterase is an enzyme that catalyzes the...Ch. 22.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 22.8 - Prob. 26PCh. 22.8 - Prob. 27PCh. 22.8 - Which bonds in the backbone of a peptide can...Ch. 22.9 - What is the configuration about each of the...Ch. 22.9 - Glutathione is a tripeptide whose function is to...Ch. 22.10 - What dipeptides would be formed by heating a...Ch. 22.10 - Suppose you are trying to synthesize the dipeptide...Ch. 22.10 - Show the steps in the synthesis of the...Ch. 22.10 - a. Calculate the overall yield of bradykinin when...Ch. 22.11 - Show the steps in the synthesis of the...Ch. 22.13 - Prob. 36PCh. 22.13 - In determining the primary structure of insulin,...Ch. 22.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 22.13 - Explain why cyanogen bromide does not cleave on...Ch. 22.13 - Indicate the peptides produced from cleavage by...Ch. 22.13 - Prob. 42PCh. 22.13 - Three peptides were obtained from a trypsin...Ch. 22.14 - Prob. 44PCh. 22.15 - How would a protein that resides in the nonpolar...Ch. 22.16 - a. Which would have the greatest percentage of...Ch. 22 - Prob. 47PCh. 22 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 22 - Prob. 49PCh. 22 - Prob. 50PCh. 22 - Aspartame (its structure is on page 1007) has a pl...Ch. 22 - Draw the form of aspartate that predominates at...Ch. 22 - A professor was preparing a manuscript for...Ch. 22 - Prob. 54PCh. 22 - Determine the amino acid sequence of a polypeptide...Ch. 22 - Prob. 56PCh. 22 - Which is the more effective buffer at...Ch. 22 - Identify the location and type of charge on the...Ch. 22 - Draw the product obtained when a lysine side chain...Ch. 22 - After the polypeptide shown below was treated with...Ch. 22 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 22 - Show how aspartame can be synthesized using DCCD.Ch. 22 - -Amino acids can be prepared by treating an...Ch. 22 - Reaction of a polypeptide with carboxypeptidase A...Ch. 22 - a. How many different octapeptides can be made...Ch. 22 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 22 - A mixture of 15 amino acids gave the fingerprint...Ch. 22 - Write the mechanism for the reaction of an amino...Ch. 22 - Prob. 69PCh. 22 - Show how valine can be prepared by a. a...Ch. 22 - A chemist wanted to test his hypothesis that the...Ch. 22 - Propose a mechanism for the rearrangement of the...Ch. 22 - A normal polypeptide and a mutant of the...Ch. 22 - Determine the amino acid sequence of a polypeptide...
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- For the three tripeptides TED, RAY and ALI, determine in which order they will be eluted at pH 7.0 from cation exchange chromatography column.arrow_forwardHow does the shape of a titration curve confirm the fact that the pH region of greatest buffering power for an amino acid solution is around its pK's?     Name four factors (bonds or other forces) that contribute to stabilizing the native structure of a protein, and describe one condition or reagent that interferes with each type of stabilizing force.   Why is silk fibroin so strong, but at the same time so soft and flexible?arrow_forwardExplain the order of elution (with a buffer of pH 4) of the following pairs of amino acids through a column packed with Dowex 50a. aspartate before serine         c. valine before leucineb. serine before alanine           d. tyrosine before phenylalaninearrow_forward
- Look up the pKa values for trimethylamine, dimethylamine, ethylamine, and ammonia. Predict the order of elution of these compounds from a cation-exchange column eluted with a gradient of increasing pH, beginning at pH 7.arrow_forwardExplain the order of elution (with a buffer of pH 4) of the following pairs of amino acids through a column packed with Dowex 50 a. aspartate before serine      c. valine before leucine b. serine before alanine       d. tyrosine before phenylalaninearrow_forwardDetermine the buffer capacity of Alanine and Histidine at pH 2.0 and 6.0 respectively and discuss the results.arrow_forward
- 1. A mixture of proteins (pepsinogen, myoglobin, and cytochrome c) is subjected to anion exchange chromatography at pH 5.0. In what order would the following proteins be eluted from the DEAE cellulose anion exchanger by an increasing salt gradient: cytochrome c (pl, 10.6), pepsinogen (pl, 1.0) and myoglobin (pl, 6.8)arrow_forwardAre the number of spots shown on SDS-PAGE electrophoresis dependant on whether the protein is a monomer or tetramer?arrow_forwardAn amino acid mixture of phenylalanine, glycine and glutamic acid is to be separated bypaper chromatography. The solvent is less polar than water. Which of these amino acids will have the highest Rf value and which the lowest? Explain. Treatment of a new protein with dansyl chloride reveals two (2) dansyl-labelled derivatives of amino acids, alanine and methionine. What can you deduce about the structure of the protein from these results? Name the amino acids that contribute atoms to both purine and pyrimidine rings.arrow_forward
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