Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Question
Chapter 27, Problem 27.26P
(a)
Interpretation Introduction
Interpretation:
The most prevalent form of Lysine at
(b)
Interpretation Introduction
Interpretation:
The most prevalent form of Lysine at
(c)
Interpretation Introduction
Interpretation:
The most prevalent form of Lysine at
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Write the Henderson-Hasselbalch equation for a solution of methylamine. Calculate the quotient [CH3NH2]/[CH3NH13] at (a) pH 4.00; (b) pH 10.632; (c) pH 12.00.
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Chapter 27 Solutions
Organic Chemistry
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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- Tyrosine is a triprotic weak acid, with pKa1=2.41, pKa2=8.67, and pKa3=11.01. a) calculate the final [OH-] of a solution that starts with .3OM of the fully basic form. Do not assume the concentration of base is constant. b) at what pH range(s) would tyrosine act best as a buffer? c) calculate the pH of a solution at equilibrium which started with 0.043M at the monoprotonated H2A- form *Please show all work and not just answers, I'm looking to understand how to solve problems like these! TIAarrow_forward(a) The two most acidic hydrogens of uracil have pKa’s of 9.5 and 14.2, respectively. Match these pKa’s with the hydrogens in the structural formula and provide structures for the most stable resonance contributors of the monoanion and the dianion.(b) The pKa of the conjugate acid of triethylamine is 10.4. Is triethylamine a strong enough base to convert uracil to its monoanion? To its dianion?arrow_forwardA dibasic organic acid has a neutralization equivalent of 45+1. Deduce the structure of this organic acidarrow_forward
- A naturally occurring amino acid such as alanine has a group that is a carboxylic acid and a group that is a protonated amine. The pKa values of the two groups are shown.(a). If the pKa value of a carboxylic acid such as acetic acid is about 5, then why is the pKa value of the carboxylic acid group of alanine so much lower? (b). Draw the structure of alanine in a solution at pH = 0. (c). Draw the structure of alanine in a solution at physiological pH (pH 7.4).(d). Draw the structure of alanine in a solution at pH = 12. (e). Is there a pH at which alanine is uncharged (that is, neither group has a charge)? (f) At what pH does alanine have no net charge (that is, the amount of negative charge is the same as the amount of positive charge)?arrow_forwardCalculate the percentage of free acid for (a) phenobarbital (it is an acid with pKa = 7.40) and (b) hexobarbital (also an acid with pKa = 8.4) at the physiological condition of pH 7.4.arrow_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
- Given the Ka values (in parentheses) for the following acids: HSO4– (Ka= 1.2 x 10–2); HNO2 (Ka= 4.0 x 10–4); HC2H3O2 (Ka= 1.8 x 10–5); Calculate Kc values for the following acid-base equilibria: (a) HSO4–(aq) + C2H3O2–(aq) ⇌ HC2H3O2(aq) + SO42–(aq) (b) HC2H3O2(aq) + NO2–(aq) ⇌ HNO2(aq)+ C2H3O2–(aq)arrow_forwardDraw the structure of the most abundant form of cysteine in solutions whose pH values are 1, 4, 6, 9, and 11.arrow_forwardThe side chain of cysteine is weakly acidic. Suppose in a protein, the side chain of a cysteine residue is surrounded by the side chains of several isoleucine residues. Would this make the side chain of the cysteine residue more acidic or less acidic? Please explain your answer.arrow_forward
- Draw the structure of citrulline, which is one of the components of the urea cycle. You do not have to consider stereochemistry. Assume a pH of 7.0.arrow_forwardWrite the chemical formula and give the name of the anhydride corresponding to each of the following acids orbases, and identify it as an acid or base anhydride.(a) H3AsO4 (b) H2MoO4(c) RbOH (d) H2SO3arrow_forward3. Write the predominant structure of glycylglycine at (a) pH = 1.5 (the approximate pH of stomach acid), and (b) pH = 7.4 (normal blood pH) AZAarrow_forward
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