EBK CHEMISTRY:CENTRAL SCIENCE
14th Edition
ISBN: 9780134554570
Author: Brown
Publisher: PEARSON
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Chapter 24, Problem 100IE
A typical amino acid with one amino group and one
- Suggest the forms of the amino acid at low PH and at high pH.
- Amino acids generally have two pKa values, one in the range of 2 to 3 and the other in the range of 9 to 10. Serine, for example, has pKa values of 2.19 and 9.21. Using species such as acetic acid and ammonia as models, suggest the origin of the two pKa values.
- Glutamic acid is an amino acid that has three pKa’s: 2.10, 4.07, and 9.47. Draw the structure of glutamic acid, and assign each pKa to the appropriate part of the molecule.
- An unknown amino acid is titrated with strong base, producing the following titration curve. Which amino acids are likely candidates for the unknown?
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You have 1 M (1 mol/L) solution of amino acid. This amino acid has an alpha carboxyl group with pKa = 2.0 and an alpha-
amino group with pKa = 10.0. The pH of the solution is 7.0. Calculate the concentration of the molecular form of this
amino acid that has carboxyl group protonated (COOH) and, at the same time, the amino group deprotonated (NH2).
. Describe the pH range of acceptable buffering behavior for the amino acids alanine, histidine, aspartic acid, and lysine.
For the amino acid alanine, the major species in solution at pH 7 is the zwitterionic form, which has a negatively charged carboxylic acid group and a positively charged amino group. There is a less common neutral form in which neither group is charged.
The carboxylic acid group of alanine has a p?a of 3 The amino group of alanine has a p?a of 8
Estimate the ratio of the concentration of the neutral amino acid species to the zwitterionic species at pH 7.
__?__x10^?
Chapter 24 Solutions
EBK CHEMISTRY:CENTRAL SCIENCE
Ch. 24.2 - Prob. 24.1.1PECh. 24.2 - Prob. 24.1.2PECh. 24.2 - How many hydrogen atoms are in 2, 2-...Ch. 24.2 - Prob. 24.2.2PECh. 24.3 - Prob. 24.3.1PECh. 24.3 - Prob. 24.3.2PECh. 24.3 - Prob. 24.4.1PECh. 24.3 - Prob. 24.4.2PECh. 24.3 - Prob. 24.5.1PECh. 24.3 - Prob. 24.5.2PE
Ch. 24.4 - Prob. 24.6.1PECh. 24.4 - Prob. 24.6.2PECh. 24.7 - Prob. 24.7.1PECh. 24.7 - Practice Exercise 2 Name the dipeptide and give...Ch. 24.7 - How many chiral carbon atoms are there in the...Ch. 24.7 - Prob. 24.8.2PECh. 24 - Prob. 1DECh. 24 - Prob. 1ECh. 24 - Prob. 2ECh. 24 - Prob. 3ECh. 24 - Prob. 4ECh. 24 - Prob. 5ECh. 24 - Prob. 6ECh. 24 - Prob. 7ECh. 24 - Prob. 8ECh. 24 - Prob. 9ECh. 24 - Prob. 10ECh. 24 - Prob. 11ECh. 24 - Prob. 12ECh. 24 - Prob. 13ECh. 24 - Prob. 14ECh. 24 - Prob. 15ECh. 24 - Prob. 16ECh. 24 - Prob. 17ECh. 24 - Prob. 18ECh. 24 - Prob. 19ECh. 24 - Prob. 20ECh. 24 - Prob. 21ECh. 24 - Prob. 22ECh. 24 - Prob. 23ECh. 24 - Prob. 24ECh. 24 - Prob. 25ECh. 24 - Prob. 26ECh. 24 - Prob. 27ECh. 24 - Prob. 28ECh. 24 - Prob. 29ECh. 24 - Prob. 30ECh. 24 - Prob. 31ECh. 24 - Prob. 32ECh. 24 - Prob. 33ECh. 24 - Prob. 34ECh. 24 - Prob. 35ECh. 24 - Prob. 36ECh. 24 - Prob. 37ECh. 24 - Prob. 38ECh. 24 - Prob. 39ECh. 24 - Describe the intermediate that is thought to form...Ch. 24 - Prob. 41ECh. 24 - Prob. 42ECh. 24 - Prob. 43ECh. 24 - Prob. 44ECh. 24 - Prob. 45ECh. 24 - Prob. 46ECh. 24 - Prob. 47ECh. 24 - Prob. 48ECh. 24 - Prob. 49ECh. 24 - Prob. 50ECh. 24 - Prob. 51ECh. 24 - Prob. 52ECh. 24 - Prob. 53ECh. 24 - Prob. 54ECh. 24 - Prob. 55ECh. 24 - Prob. 56ECh. 24 - Prob. 57ECh. 24 - Prob. 58ECh. 24 - Prob. 59ECh. 24 - Prob. 60ECh. 24 - Prob. 61ECh. 24 - Prob. 62ECh. 24 - Prob. 63ECh. 24 - Prob. 64ECh. 24 - Prob. 65ECh. 24 - Prob. 66ECh. 24 - Prob. 67ECh. 24 - Prob. 68ECh. 24 - Prob. 69ECh. 24 - Prob. 70ECh. 24 - Prob. 71ECh. 24 - Prob. 72ECh. 24 - Prob. 73ECh. 24 - Prob. 74ECh. 24 - Prob. 75ECh. 24 - Prob. 76ECh. 24 - Prob. 77ECh. 24 - Prob. 78ECh. 24 - Prob. 79ECh. 24 - Prob. 80ECh. 24 - Prob. 81AECh. 24 - Prob. 82AECh. 24 - Prob. 83AECh. 24 - Prob. 84AECh. 24 - Prob. 85AECh. 24 - Prob. 86AECh. 24 - Prob. 87AECh. 24 - Prob. 88AECh. 24 - Prob. 89AECh. 24 - Prob. 90AECh. 24 - Prob. 91AECh. 24 - Prob. 92AECh. 24 - Prob. 93AECh. 24 - Prob. 94AECh. 24 - Prob. 95IECh. 24 - Prob. 96IECh. 24 - Prob. 97IECh. 24 - Prob. 98IECh. 24 - Prob. 99IECh. 24 - A typical amino acid with one amino group and one...Ch. 24 - Prob. 101IECh. 24 - Prob. 102IE
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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
- Histidine has ionizable groups with pKa values of 1.8, 6.0, and 9.2, as shown below (His 5 imidazole group). A biochemist makes up 100 mL of a 0.100 M solution of histidine at a pH of 5.40. She then adds 40 mL of 0.10 M HCl. What is the pH of the resulting solution?arrow_forwardArginine has ionizable groups with pKa values of 2.17, 9.04, and 12.48. A researcher makes up 73 mL of a 0.125 M solution of arginine at a pH = 8.5. He then adds 35 mL of 0.24 M NaOH. What is the pH of the resulting solution?arrow_forwardAlanine is a diprotic amino acid with a pKa = 2.344 for the carboxylic group and a pKa = 9.868 for the ammonium group. Estimate the pH of a solution of 0.340 M alanine. Answer using two significant figures.arrow_forward
- A typical amino acid with one amino group and one carboxylic acid group, such as serine can exist in water in several iconic forms. Suggest the forms of the amino acid at low pH and at a high pH. Amino acids generally have two pKa values, one in the range of 2 to 3 and the other in the range of 9 to 10. Serene, for example, has pKa values of 2.91 and 9.21. Using species such as acetic acid and ammonia as models, suggest the origin of the two pKa values. Glutamic acid is an amino acid that has three pKa’s: 2.10, 4.07, and 9.47. Draw the structure of glutamic acid and assign each pKa to the appropriate part of the molecule. An unknown amino acid is titrated with strong base, producing the following titration curve. Which amino acid are likely candidates for the unknown?arrow_forwardDraw a titration curve for the amino acid lysine at the pKa's of 2.2, 9.0, and 10.0 for the ionizable groups of lysine. Label the buffering regions and equivalence points. Draw the structures for the primary species of lysine at all the buffering regions and equivalence points you include in your graph.arrow_forwardThe pKa values for the α-carboxylic acid and the α-amino acid groups is cysteine are 1.092 and 10.78, respectively. The pKa for the titratable −SH side chain in the amino acid is 8.33. Calculate the pI (Isoelectric point) of cysteine.arrow_forward
- The protein ovalbumin has an isoelectric point of 4.60. Suppose you did a pH titration of a solution containing ovalbumin. At what pH will the protein aggregate?arrow_forwardThe amino acid glycine has been used as a buffer for a number of biochemical experiments. Glycinecontains two ionizable groups, one with a pKa of 2.34, and the other with a pKa of 9.60. Glycine would be aneffective buffer at which one of the following pH values?A. 4.0B. 6.0C. 8.0D. 9.0E. 11.0arrow_forwardA student added a total of 75 mL sodium hydroxide to titrate an amino acid solution with 0.5M NaOH. They also calculated that they added a total of 14 mL of sodium hydroxide to arrive at pH 2.6 and a total of 32 mL of sodium hydroxide to arrvive at pH 4.8.What was the initial concentration of the amino acid solution in milimolar (mM)? The calculations must be presented such that those can be recapitulated by the marker. Provide the answer with no decimal places. Show all details of your working out. State the answer in a full sentence.arrow_forward
- For an acid HA with a pKa of 5.2, what is the ratio of the concentration of the conjugate base to that of the acid at pH 7.2.arrow_forwardAll amino acids have two ionizable functional groups: an α‑amino group (average p?a of 9.4) and an α‑carboxylic acid group (average p?a of 2.2). Aspartic acid has an ionizable side chain (R group) with a p?a of about 3.8. One of the possible ionization states of aspartic acid is shown in the image. The protonated form of the R group of aspartic acid is shown in the structure. The ratio of the protonated form to the charged (deprotonated) form depends on the p?a of the R group and the pH of the solution. Select all the pH values at which the charged form of the R group would predominate.arrow_forwardPlot the titration curves of valine and lysine amino acids in basic medium and calculate the pI values. valine (pKa1: 2,32; pKa2: 9,62) lysine (pKa1: 2,18; pKa2: 8,95; pKa3:10,53)arrow_forward
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