Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 17, Problem 33P
Which would have a higher percentage of negative charge at physiological pH (7.4): leucine with pI = 5.98 or asparagine with pI = 5.43?
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What is the pI for the polypeptide ALRHEN?
Use pKa of 8 for the N-terminus and 4 for the C-terminus.
Which has a higher percentage of negative charge at physiological pH (7.4), leucine with pI = 5.98 or asparagine with pI = 5.43?
What would be the overall charge associated with the tripeptide shown below if it were in a solution with a pH of 3.5?
N - lys - glu - phe - C
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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- 3. what are the different test for carbohydrates, protein, lipids, and nucliec acid used to determine the presence of biomolecules? enumerate the indicators the used for each test.arrow_forwardConsider the following peptide : Phe – Glu – Ser – Met and Val – Trp – Cys – Leu. Do these peptides have different net charges at (a) pH 1? (b) pH 7? Indicate the charges at both pH valuesarrow_forwardChemistry 1a. The lack of an asymmetric carbons and ease of rotation make glycine rich protein sequences: a. Fibrous b. Helical c. Cyclic d. Flexible e. Globular 1b. Introducing D-amino acids into peptides can be useful as a strategy to: a. Change pKa b. Reduce thermal stability c. Alter ionic strength d. Slow degradation e. Increase solubility 1c. Cellulose is not useful dietary carbohydrate because humans: a. Don’t have sufficient non-mitochondrial ATP b. Lack a 1,4-beta glycosidase c. Can’t digest branched chain carbohydrates d. Loose lactase as they mature e. Can’t absorb pentise subunitsarrow_forward
- Which one is Second prominent form of arginine at pH 6.0 in the picture below?arrow_forwardGlutamic acid has three ionizable groups. The pKa of α-COOH is 2.19; α-NH 3 + , 9.67; and the R-group, 4.25. What is the predominant charge of glutamic acid at pH 10.00?arrow_forwardThe pKa for the side chain amino group in lysine is 10.4. If we were working at physiological pH 7.4, what would be the ratio of the protonated to unprotonated versions of lysine? a. 1000:1 b. 3:1 c. 1:1000 d. 1:3arrow_forward
- 5. Which amino acid listed in the pKa table may behave as a zwitterion at a pH of 7.0-7.4?arrow_forwardChemistry Estimate the pI of a dipeptide Cys-Asp assuming that the pKa values for αα-NH3+, αα-COOH, side chain of Cys and side chain of Asp are 8.0, 3.5, 8.5, and 3.9, respectively. Round your answer to one decimal place.arrow_forward3. A homopolymer of histidine (polyhistidine) adopts an alpha helix structure at pH 9 but is unfolded at a pH of 4. Explain why using chemical details.arrow_forward
- 22-61 Polyglutamic acid (a polypeptide chain made only of glutamic acid residues) has an a-helix conformation below pH 6.0 and a random-coil conformation above pH 6.0. What is the reason for this conformational change?arrow_forwardMost amino acids have isoelectric points between 5.0 and 6.0, but the isoelectric point of lysine is 9.7. Explain why lysine has such a high value for its isoelectric point.arrow_forward22-31 A polypeptide chain is made of alternating valine and phenylalanine. Which part of the polypeptide is polar (hydrophilic)?arrow_forward
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