Chemistry: The Central Science, Books a la Carte Edition (14th Edition)
14th Edition
ISBN: 9780134555638
Author: Theodore E. Brown, H. Eugene LeMay, Bruce E. Bursten, Catherine Murphy, Patrick Woodward, Matthew E. Stoltzfus
Publisher: PEARSON
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Textbook Question
Chapter 24, Problem 100IE
A typical amino acid with one amino group and one carboxylic acid group, such as serine, can exist in water in several ionic forms.
- 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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Students have asked these similar questions
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?
. Describe the pH range of acceptable buffering behavior for the amino acids alanine, histidine, aspartic acid, and lysine.
A typical amino acid with one amino group and one carboxylicacid group, such as serine, can exist in water in several ionic forms. (a) Suggest the forms of the amino acidat low pH and at high pH. (b) Amino acids generally havetwo pKa values, one in the range of 2 to 3 and the other inthe range of 9 to 10. Serine, for example, has pKa values of2.19 and 9.21. Using species such as acetic acid and ammoniaas models, suggest the origin of the two pKa values.(c) Glutamic acid is an amino acid that has threepKa's: 2.10, 4.07, and 9.47. Draw the structure of glutamicacid, and assign each pKa to the appropriate part of themolecule. (d) An unknown amino acid is titrated withstrong base, producing the following titration curve.Which amino acids are likely candidates for the unknown?
Chapter 24 Solutions
Chemistry: The Central Science, Books a la Carte Edition (14th Edition)
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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- The pKa values of an amino acid are the following: pK1 = 2.18; pK2 = 8.95; pK3 = 10.53, what is the isoelectric point of the amino acid? Show the solution and express the your answer in three significant figures.arrow_forwardSketch a titration curve for the following amino acids and indicate the pKa values for all titratable groups. Also indicate the pH at which this amino acid has no net charge.arrow_forwardThere are many organic acids and bases in our cells, and their presence modifies the pH of the fluids inside them. It is useful to be able to assess the pH of solutions of acids and bases and to make inferences from measured values of the pH. A solution of equal concentrations of lactic acid and sodium lactate was found to have pH= 3.08. (a) What are the values of pKa and Ka of lactic acid? (b) What would the pH be if the acid had twice the concentration of the salt?arrow_forward
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- . For valine, methionine, GABA and proline, write the zwitterion. Using valine as an example, describe the behavior of the zwitterion in acidic (pH 2) and alkaline (pH 12) media.arrow_forwardGiven that C6H11COOH has a pKa = 4.8 and C6H11N + H3 has a pKa = 10.7, what pH would you make the water layer to cause both compounds to dissolve in it?arrow_forwardDraw the structures of the predominant forms of glutamic acid and tyrosine at pH 9.0 and pH 10.0. What is the second most abundant species at each pH?arrow_forward
- Explain why the pI of lysine is the average of the pKa values of its two protonated amino groups.arrow_forwardIf an amino acid has pKa1 = 2.71 and pKa2 = 9.31, at what pH value in aqueous solution would the predominant form of this amino acid be a zwitterion? Please explain your answer and show your work. a) 6.01 b) 2.71 c) 5.65 d) 12.02 e) 9.31arrow_forwardWhat is the actual chemical component for an anthocyanin (assume a cyanidin structure), and a carotenoid (assume a lutein structure), and indicate what is the common feature of these indicators that could act as an acid or base. (While the structures are complicated molecules, compare with acetic acid, CH3COOH, a weak acid).arrow_forward
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