Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 17, Problem 37P
- a. Why is the pKa of the glutamate side chain greater than the pKa of the aspartate side chain?
- b. Why is the pKa of the arginine side chain greater than the pKa of the lysine side chain?
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Why is the side chain Pka of amino acid so much higher ?
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Why is the pKa of the glutamate side chain greater than the pKa of the aspartate side chain?
Chapter 17 Solutions
Essential Organic Chemistry (3rd 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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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Why is amino acid activation called the second genetic code?arrow_forwardExplain why, when the guanidino group of arginine is protonated, the double-bonded nitrogen is thenitrogen that accepts the proton. 2 H+ + NH2NHCH2CH2CH2CHNH +NH3CO−O CO−O H2NC NHCH2CH2CH2CHarrow_forwardIf a mixture of Glu (pI=3.22) and Arg (pI=10.76) is passed through a cation exchange column at pH=7.0, we would expect Glu to elute first and arginine to stick to the column. A. True B. Falsearrow_forward
- An amino acid's guadinine side chain has a pKa of 12.5 what is the ratio of uncharged to charged guanidino at pH10.5arrow_forwardA. Draw the structure of L-valine in a strongly basic solution. B. What is the charge of this amino acid in a strongly basic solution? C. What is the pH of D at its isoelectric point? D. Show the structure of this amino acid at its isoelectric point. E. What is the charge of this amino acid in a strongly acidic solution?arrow_forwardCalculate the attraction between an arginine and glutamate at pH 7 under thefollowing conditions:a) in air, spaced 5 Å apartb) in water, spaced 5 Å apartc) in ethanol, spaced 5 Å apartarrow_forward
- What is the value of KspKsp for Tl2SO4?arrow_forward(A) How many peptide bonds are present in peptide 1? (B) What is the N-terminal amino acid in peptide 2? (C) What is the C-terminal amino acid in peptide 2?arrow_forwarddraw the structure of the principal form of arginine and its pka at ph 10.00arrow_forward
- Arginine has pka values of 2.1, 9, and 12.1. It is abbrevaited as H3A±. Calculate pH of 0.02 M solution of arginine added as sodium salt NaHA.Does this answer make sense, why or why not.arrow_forwardWhat percent of a cell’s overall mass is accounted for byproteins?arrow_forwardDraw the predominant form the arginine amino acids at physiological pH (7.4):arrow_forward
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