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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Students have asked these similar questions
The pKaa of the conjugate acid of guanidine is 13.6, making it one of the strongest neutral organic bases. Offer an explanation.
(b) Describe how the charge of some amino groups in a protein might differ at pH 9.0 and pH 5.0.
the charge on the amino group will differ at pH 5 and pH 9 which will depend on the pKa of the amino acid.
(c) Describe how the charge of some carboxyl groups in a protein might differ at pH 9.0 and pH 5.0.
charge on carboxyl group will differ at pH 5 and pH 9 which will depend on the pKa of the amino acid.
(d) Given your answers to parts (b) and (c), what kind of intramolecular interactions in beta-galactosidase are most likely to be affected by a change in pH from 9.0 to 5.0?
(e) Could the interactions you mention in part (d) affect the catalytic activity of beta-galactosidase?
The pKa of the conjugate acid of guanidine is 13.6, making it one of thestrongest neutral organic bases. Offer an explanation.
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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- 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.arrow_forwardDraw a structural formula for the form of amino acid most prevalent at pH 1.0. (a) Methioninearrow_forwardTyrosine 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
- given a solution of alanine at pH 9.00, draw the structure of the species present in appreciable quantities and calculate the concentration of each of these species.arrow_forwardExplain why the pI of lysine is the average of the pKa values of its two protonated amino groups.arrow_forwardthe pKa values for phenylalanine are 1.83 (carboxyl group) and 9.13 (amino group). Use the Henderson-hasselbach equation to determine the ratio of the acidic and basic forms of each of the ionizing groups of phenylalanine at neutral pH. Based on this, draw the predominant structure of phenylalanine at neutral pH.arrow_forward
- Please 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) draw the form of this amino acid that predominates at pH 8 (B) classify the amino acid as hydrophilic or hydrophobic (C) what is the net charge of this amino acid at pH 1?arrow_forwardA 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_forward(a) The isoelectric point (pI) of phenylalanine is pH 5.5. Draw the structure of the major form of phenylalanine at pHvalues of 1, 5.5, and 11.(b) The isoelectric point of histidine is pH 7.6. Draw the structures of the major forms of histidine at pH values of 1, 4,7.6, and 11. Explain why the nitrogen in the histidine ring is a weaker base than the a-amino group.(c) The isoelectric point of glutamic acid is pH 3.2. Draw the structures of the major forms of glutamic acid at pH valuesof 1, 3.2, 7, and 11. Explain why the side-chain carboxylic acid is a weaker acid than the acid group next to thea-carbon atomarrow_forward
- Indicate whether each statement is true or false. (a) Tryptophan is an aromatic amino acid. (b) Lysine is positively charged at pH 7. (c) Asparagine has two amide bonds. (d) Isoleucine and leucine are enantiomers. (e) Valine is probably more water-soluble than arginine.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_forwardDraw the structure of alanine in a solution at pH = 0arrow_forward
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