Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
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Textbook Question
Chapter 21.4, Problem 10P
Calculate the pI of each of the following amino acids:
a. asparagine
b. arginine
c. serine
d. aspartate
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Draw the predominant form the lysine amino acids at physiological pH (7.4):
a) Using condensed structural diagrams, draw the polypeptide that is formed from the following amino acids (in this order): Leucine, Methionine, Phenylalanine
b) On your diagram from a), label each peptide bond, the C-terminal and N-terminal
a) Using condensed structural diagrams, draw the polypeptide that is formed from the following amino acids (in this order): Proline, Histidine, Arginine
b) On your diagram from a), label each peptide bond, the C-terminal and N-terminal
Chapter 21 Solutions
Organic Chemistry, Books a la Carte Edition (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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- Estimate 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_forwardAs the left ventricle of the heart is stretched due to volume overload in congestive heart failure, cardiac muscle secretes this protein in higher levels as a response. Levels of this protein above 500 is considered positive for congestive heart failure. Question 5 options: Troponin Brain natriuretic peptide (BNP) Haptoglobin Albuminarrow_forwardExplain stereisomerism exist in ataraxarrow_forward
- Draw the predominant form the arginine amino acids at physiological pH (7.4):arrow_forwardyou have a 11.5 mg sample of blood that contain various proteins. Hemoglobin is only protein containing Fe. Hemoglobin is 3.3% of compund C34H32FeN4O4. 11.5 mg blood sample contains 34.7 micrograms of Fe. What is mass % of hemoglobin in protein sample?arrow_forwardc)what is the pI of peptide?arrow_forward
- Question 1. If acidic foods (like tomato) are added to milk, a. serum coagulates b. fat content increases C. casein coagulates d. The fat coagulates Question 2. The quaternary structure of the protein is due to: a. Aggregation of two or more polypeptide molecules b. Disulfide bonds in the peptide c. Hydrogen bridges within the peptide d. All are correctarrow_forwardAspartamen, which is commonly known as Nutrasweet contain the followin dipetide a. what are the amino acids in spartame b.circle the peptide bond c draw the structure of the isomer of the dipeptide where the C-terminal and N-terminal amino acids are switcharrow_forwardArginine and lysine side chains fit into trypsin’s binding pocket (Figure 22.5). One of these side chains forms a direct hydrogen bond with serine and an indirect hydrogen bond (mediated through a water molecule) with aspartate. The other side chain forms direct hydrogen bonds with both serine and aspartate. Which is which?arrow_forward
- Draw the predominant form the histidine amino acids at physiological pH (7.4):arrow_forwardWhat is the pi of argininearrow_forwardPlease consider the structural formula of the amino acid shown below when answering the following questions. Assume that the pKa values are as shown below. (A) determine the pI of this amino acid (B) draw the L-form of this amino acidarrow_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