Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 21, Problem 63P
Identify the location and type of charge on the hexapeptide Lys-Ser-Asp-Cys-His-Tyr at each of the following pH values:
a. pH = 1
b. pH = 5
c. pH = 7
d. pH =12
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4.Look carefully at the following polypeptide chain and use its structure to answer the
following questions.(1+1+1+1+2)
S.
+
H3N.
`N'
ČH3 H
a. Provide the sequence for the peptide using the 3-letter abbreviations.
b. Which amino acid is the N-terminus? Which amino acid is the C-terminus?
c. Circle the side chains and classify them as non-polar, polar, acidic, or basic.
d. Name at least three amino acids whose side chains have the characteristic of being
able to repel water.
e. Look at the following disulfide bridge. Cleavage of the disulfide bridge will occur
via a reduction reaction; sketch the products at physiological pH. Circle and identify
any functional groups in each product.
H;C
OH
NH2
5.a. What is the biochemical test for a reducing sugar (all monosaccharides and disaccharides
EXCEPT sucrose) and what result will indicated a positive test?
b. Name the disaccharide formed when you join the following monosaccharides in a
condensation reaction. 1. Glucose and glucose 2. Glucose…
What is the charge of the peptide, CALSI, at pH 7?
+3
+2
+1
-1
-2
-3
What is the net charge of the tetrapeptide
C-R-Y-K at pH 11.5
Chapter 21 Solutions
Organic Chemistry (8th Edition)
Ch. 21.1 - a. Explain why, when the imidazole ring of...Ch. 21.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 21.2 - Prob. 4PCh. 21.3 - Prob. 5PCh. 21.3 - Prob. 6PCh. 21.3 - Draw the predominant form for glutamate in a...Ch. 21.3 - a. Why is the pKa of the glutamate side chain...Ch. 21.4 - Calculate the pI of each of the following amino...Ch. 21.4 - a. Which amino acid has the lowest pI value? b....Ch. 21.4 - Prob. 12P
Ch. 21.4 - Prob. 13PCh. 21.4 - Explain why the pI of lysine is the average of the...Ch. 21.5 - What aldehyde is formed when valine is treated...Ch. 21.5 - Prob. 16PCh. 21.5 - Prob. 17PCh. 21.5 - Prob. 18PCh. 21.5 - Prob. 19PCh. 21.6 - Why is excess ammonia used in the preceding...Ch. 21.6 - Prob. 21PCh. 21.6 - What amino acid is formed using the...Ch. 21.6 - Prob. 23PCh. 21.6 - What amino acid is formed when the aldehyde used...Ch. 21.7 - Esterase is an enzyme that catalyzes the...Ch. 21.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 21.8 - Draw the resonance contributors of the peptide...Ch. 21.8 - Which bonds in the backbone of a peptide can...Ch. 21.9 - An opioid pentapeptide has the following...Ch. 21.9 - What is the configuration about each of the...Ch. 21.9 - Glutathione is a tripeptide whose function is to...Ch. 21.10 - What dipeptides would be formed by heating a...Ch. 21.10 - Suppose you are trying to synthesize the dipeptide...Ch. 21.10 - Show the steps in the synthesis of the...Ch. 21.10 - a. Calculate the overall yield of bradykinin when...Ch. 21.11 - Show the steps in the synthesis of the...Ch. 21.13 - Prob. 37PCh. 21.13 - In determining the primary structure of insulin,...Ch. 21.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 21.13 - Explain why cyanogen bromide does not cleave on...Ch. 21.13 - Indicate the peptides produced from cleavage by...Ch. 21.14 - Prob. 43PCh. 21.14 - Three peptides were obtained from a trypsin...Ch. 21.14 - Prob. 45PCh. 21.15 - How would a protein that resides in the nonpolar...Ch. 21.16 - a. Which would have the greatest percentage of...Ch. 21.17 - When apples that have been cut are exposed to...Ch. 21 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 21 - Prob. 50PCh. 21 - A titration curve is a plot of the pH of a...Ch. 21 - Prob. 52PCh. 21 - Aspartame (its structure is on page 1007) has a pl...Ch. 21 - Draw the form of aspartate that predominates at...Ch. 21 - Show how phenylalanine can be prepared by...Ch. 21 - A professor was preparing a manuscript for...Ch. 21 - What aldehydes are formed when the following amino...Ch. 21 - Prob. 58PCh. 21 - Determine the amino acid sequence of a polypeptide...Ch. 21 - Prob. 60PCh. 21 - Prob. 61PCh. 21 - Which is the more effective buffer at...Ch. 21 - Identify the location and type of charge on the...Ch. 21 - Draw the product obtained when a lysine side chain...Ch. 21 - After the polypeptide shown below was treated with...Ch. 21 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 21 - Show how aspartame can be synthesized using DCCD.Ch. 21 - -Amino acids can be prepared by treating an...Ch. 21 - Reaction of a polypeptide with carboxypeptidase A...Ch. 21 - a. How many different octapeptides can be made...Ch. 21 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 21 - A mixture of 15 amino acids gave the fingerprint...Ch. 21 - Write the mechanism for the reaction of an amino...Ch. 21 - Prob. 74PCh. 21 - Show how valine can be prepared by a. a...Ch. 21 - The primary structure of -endorphin, a peptide...Ch. 21 - A chemist wanted to test his hypothesis that the...Ch. 21 - Propose a mechanism for the rearrangement of the...Ch. 21 - A normal polypeptide and a mutant of the...Ch. 21 - Determine the amino acid sequence of a polypeptide...
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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
- Chemistry 11. What is the net charge on the peptide Ala-Arg-His-Ser-Lys-Glu-Thr-Pro-Tyr-Gln-Asn-Arg-His-Ile at pH 7.0? Use the pK, values in Table 3.1. A) +2.0 B)-2.0 C) +1.0 D) -1.0 E) 0.0arrow_forward3. Which of the following amino acids would be negative at pH = 7? A. P B. V C. E D. K 4. What is the expected pl of Arginine? A. pH = 2 B. pH = 7 C. pH = 10 D. pH = 14arrow_forwardQUESTION 31 Copy of The following reaction scheme shows the states of the amino acid hisitdine. Histidine has three pKa's - 2, 6 and 9.2. Which form of Histidine predominates at pH of 5? "H3N-CH-C-O° CH2 H2N-CH-C-O- *H3N-CH-C–OH CH2 *H3N-CH-C-o- CH2 CH2 *HN +HN NH -NH NH -NH A C O A. A O B. B O C. C D. D E. The answer cannot be determined with information given.arrow_forward
- The isoelectric point of the tripeptide Gly-Ser-Ala occurs at a value below pH 7 сссс at pH 7 at a value above pH 7 neverarrow_forwardWhat is the pI for the polypeptide ALRHEN? Use pKa of 8 for the N-terminus and 4 for the C-terminus.arrow_forward3. Draw the tripeptide Alanine-Cysteine-Serine (R1 = CH3, R2 = CH2SH, R3 = CH2OH) under the following pH conditions and list the net charge on the protein. A. pH= 1 Net charge? B. pH=7 Net charge? C. pH=12 Net charge?arrow_forward
- 2arrow_forwardThe octapeptide angiotensin II has the sequence Asp-Arg-Val-Tyr-Ile-His-Pro- Phe. What fragments would result if angiotensin II were cleaved with trypsin? With chymotrypsin?arrow_forwardEstimate the pI of each tripeptide in Problem 27.46. Draw a structural formula of these tripeptides. Mark each peptide bond, the N-terminal amino acid, and the C-terminal amino acid. (a) Phe-Val-Asn (b) Leu-Val-Glnarrow_forward
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Biomolecules - Protein - Amino acids; Author: Tutorials Point (India) Ltd.;https://www.youtube.com/watch?v=ySNVPDHJ0ek;License: Standard YouTube License, CC-BY