Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 27, Problem 27.48P
Glutathione (G-SH), one of the most common tripeptides in animals, plants, and bacteria, is a scavenger of oxidizing agents. In reacting with oxidizing agents, glutathione is converted to G-S-S-G.
- (a) Name the amino acids in this tripeptide.
- (b) What is unusual about the peptide bond formed by the N-terminal amino acid?
- (c) Write a balanced half-reaction for the reaction of two molecules of glutathione to form a disulfide bond. Is glutathione a biological oxidizing agent or a biological reducing agent?
- (d) Write a balanced equation for reaction of glutathione with molecular oxygen, O2′ to form G-S-S-G and H2O. Is molecular oxygen oxidized or reduced in this process?
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LTS
Solid:
AT=Te-Ti
Trial 1
Trial 2
Trial 3
Average
ΔΗ
Mass water, g
24.096
23.976
23.975
Moles of solid, mol
0.01763
001767
0101781
Temp. change, °C
2.9°C
11700
2.0°C
Heat of reaction, J
-292.37J -170.473
-193.26J
AH, kJ/mole
16.58K 9.647 kJ 10.85 kr
16.58K59.64701
KJ
mol
12.35k
Minimum AS,
J/mol K
41.582
mol-k
Remember: q = mCsAT (m = mass of water, Cs=4.184J/g°C) & qsin =-qrxn &
Show your calculations for:
AH in J and then in kJ/mole for Trial 1:
qa (24.0969)(4.1845/g) (-2.9°C)=-292.37J
qsin =
qrxn =
292.35 292.37J
AH in J = 292.375 0.2923kJ
0.01763m01
=1.65×107
AH in kJ/mol =
=
16.58K
0.01763mol
mol
qrx
Minimum AS in J/mol K (Hint: use the average initial temperature of the three trials, con
Kelvin.)
AS=AHIT
(1.65×10(9.64×103) + (1.0
Jimai
For the compound: C8H17NO2
Use the following information to come up with a plausible structure:
8
This compound has "carboxylic acid amide" and ether functional groups.
The peaks at 1.2ppm are two signals that are overlapping one another.
One of the two signals is a doublet that represents 6 hydrogens; the
other signal is a quartet that represents 3 hydrogens.
Vnk the elements or compounds in the table below in decreasing order of their boiling points. That is, choose 1 next to the substance with the highest bolling
point, choose 2 next to the substance with the next highest boiling point, and so on.
substance
C
D
chemical symbol,
chemical formula
or Lewis structure.
CH,-N-CH,
CH,
H
H 10: H
C-C-H
H H H
Cale
H 10:
H-C-C-N-CH,
Bri
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boiling point
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Chapter 27 Solutions
Organic Chemistry, Loose-leaf Version
Ch. 27.1 - Of the 20 protein-derived amino acids shown in...Ch. 27.2 - Prob. 27.2PCh. 27.2 - Prob. 27.3PCh. 27.3 - Draw a structural formula for Lys-Phe-Ala. Label...Ch. 27.4 - Which of these tripeptides are hydrolyzed by...Ch. 27.4 - Deduce the amino acid sequence of an undecapeptide...Ch. 27.6 - Prob. 27.7PCh. 27 - What amino acid does each abbreviation stand for?...Ch. 27 - The configuration of the chiral center in -amino...Ch. 27 - Assign an R or S configuration to the chiral...
Ch. 27 - Prob. 27.11PCh. 27 - Prob. 27.12PCh. 27 - Draw zwitterion forms of these amino acids. (a)...Ch. 27 - Prob. 27.14PCh. 27 - Why is Arg often referred to as a basic amino...Ch. 27 - Prob. 27.16PCh. 27 - Prob. 27.17PCh. 27 - Prob. 27.18PCh. 27 - Prob. 27.19PCh. 27 - Prob. 27.20PCh. 27 - Both norepinephrine and epinephrine are...Ch. 27 - Prob. 27.22PCh. 27 - Draw a structural formula for the form of each...Ch. 27 - Prob. 27.24PCh. 27 - Write the zwitterion form of alanine and show its...Ch. 27 - Prob. 27.26PCh. 27 - Write the form of aspartic acid most prevalent at...Ch. 27 - Prob. 27.28PCh. 27 - Prob. 27.29PCh. 27 - For lysine and arginine, the isoelectric point,...Ch. 27 - Prob. 27.31PCh. 27 - Account for the fact that the isoelectric point of...Ch. 27 - Prob. 27.33PCh. 27 - Prob. 27.34PCh. 27 - At pH 7.4, the pH of blood plasma, do the majority...Ch. 27 - Prob. 27.36PCh. 27 - Prob. 27.37PCh. 27 - Prob. 27.38PCh. 27 - A chemically modified guanidino group is present...Ch. 27 - Draw a structural formula for the product formed...Ch. 27 - Prob. 27.41PCh. 27 - Prob. 27.42PCh. 27 - A decapeptide has the following amino acid...Ch. 27 - Following is the primary structure of glucagon, a...Ch. 27 - Prob. 27.45PCh. 27 - Draw a structural formula of these tripeptides....Ch. 27 - Estimate the pI of each tripeptide in Problem...Ch. 27 - Glutathione (G-SH), one of the most common...Ch. 27 - Following are a structural formula and a...Ch. 27 - Prob. 27.50PCh. 27 - Prob. 27.51PCh. 27 - Prob. 27.52PCh. 27 - Prob. 27.53PCh. 27 - Prob. 27.54PCh. 27 - Distinguish between intermolecular and...Ch. 27 - Prob. 27.56PCh. 27 - Prob. 27.57P
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