Chemistry: The Central Science (14th Edition)
14th Edition
ISBN: 9780134414232
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
- 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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. 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^?
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?
Chapter 24 Solutions
Chemistry: The Central Science (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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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
- Draw 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_forwardThe amino acid glycine is often used as the main ingredient of a buffer in biochemical experiments. Based on the pKa values for glycine, in what pH ranges can glycine be used as an effective buffer? In a 0.1M solution of glycine at pH = 9.0, what fraction of glycine has its amino group in the NH form? What volume of 5MKOH must be added to 1L of 0.1M glycine at pH = 9 to bring its pH to 10.0 ?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_forwardFor 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_forward
- Draw the lewis structures of the following: alanine, asparagine, cysteine, glutamine, glycine, isoleucine, leucine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, and valine. At a pH of 7.4. (May you check if those are the correct amino acid found in living cells)arrow_forwardAll amino acids have two ionizable functional groups: an α‑amino group (average pKa of 9.4) and an α‑carboxylic acid group (average pKa of 2.2). Aspartic acid has an ionizable side chain (R group) with a pKa of about 3.8. One of the possible ionization states of aspartic acid is shown in the image. At what pH would the structure be the predominant ionization state? Consider the ionization state of all three of the functional groups.arrow_forward4 An aqueous solution of an amino acid with a dissociable side chain is found to have the following side chain ratio at pH 4.0: K=[A- ]/[HA]=0.01. What is the identity of the amino acid?arrow_forward
- Which amino acid has the greatest amount of negative charge at pH = 6.20?arrow_forwardFor 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 pK₁ of 3. The amino group of alanine has a pK₂ of 8. Estimate the ratio of the concentration of the neutral amino acid species to the zwitterionic species at pH 7. concentration ratio: Incorrect X10-3arrow_forwardCalculate the pH of a 0.100 M alanine (HL/intermediate form) solution. pKb1 = 4.29 and pKb2 = 11.67.arrow_forward
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