The pka's of the amino acid asparagine are 2.02 and 8.80. Select the asparagine structure that predominates at pH 10. OH NH, NH, NH, NH, b. Structure a Structure b Structure c Structure d AV
The pka's of the amino acid asparagine are 2.02 and 8.80. Select the asparagine structure that predominates at pH 10. OH NH, NH, NH, NH, b. Structure a Structure b Structure c Structure d AV
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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```
H₂N
|
CO
|
HO
|
C=O
|
NH₂
```
2. **Structure b:**
```
H₂N
|
CO
|
O
|
C=O
|
NH₂
```
3. **Structure c:**
```
H₂N
|
CO
|
O
|
C=O
|
HO
```
4. **Structure d:**
```
H₂N
|
CO
|
O
|
C=O
|
NH₂
```
**Options to Choose:**
- O Structure a
- O Structure b
- O Structure c
- O Structure d
---
At a pH of 10, the predominant species of asparagine will have both ionizable groups (amino and carboxyl groups) in their deprotonated or charged forms. Given that the carboxyl group deprotonates around pKa 2.02 and the amino group deprotonates around pKa 8.80, at a pH of 10, both groups will lose a proton. Hence, the correct structure that predominates at pH 10 should be deprotonated at the carboxyl group and amino group.
**Answer: Structure b**
Explanation: At pH 10, both the carboxyl group (-COOH) and the amino group (-NH₄⁺) will be deprotonated. This results in the carboxyl group becoming -COO⁻ and the amino group remaining as -NH₂, matching the structure b](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc3b47743-a772-4568-83ad-b77b4d2c37c7%2Fb2cda633-4313-4e02-b814-4d9b1821a6de%2F9k4vztq_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Title: Predominant Structure of Asparagine at pH 10**
**Content:**
---
**The pKa values of the amino acid asparagine are 2.02 and 8.80. Select the asparagine structure that predominates at pH 10.**
**Structures:**
1. **Structure a:**
```
H₂N
|
CO
|
HO
|
C=O
|
NH₂
```
2. **Structure b:**
```
H₂N
|
CO
|
O
|
C=O
|
NH₂
```
3. **Structure c:**
```
H₂N
|
CO
|
O
|
C=O
|
HO
```
4. **Structure d:**
```
H₂N
|
CO
|
O
|
C=O
|
NH₂
```
**Options to Choose:**
- O Structure a
- O Structure b
- O Structure c
- O Structure d
---
At a pH of 10, the predominant species of asparagine will have both ionizable groups (amino and carboxyl groups) in their deprotonated or charged forms. Given that the carboxyl group deprotonates around pKa 2.02 and the amino group deprotonates around pKa 8.80, at a pH of 10, both groups will lose a proton. Hence, the correct structure that predominates at pH 10 should be deprotonated at the carboxyl group and amino group.
**Answer: Structure b**
Explanation: At pH 10, both the carboxyl group (-COOH) and the amino group (-NH₄⁺) will be deprotonated. This results in the carboxyl group becoming -COO⁻ and the amino group remaining as -NH₂, matching the structure b
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