Q9: Voxelotor's structure is shown below. What would you expect the overall charge of the molecule to be in the blood (pH = 7.4) %3D Pyridinium pka = 2.6 Phenol pka = 8.3 %3D H, N, OH
Q9: Voxelotor's structure is shown below. What would you expect the overall charge of the molecule to be in the blood (pH = 7.4) %3D Pyridinium pka = 2.6 Phenol pka = 8.3 %3D H, N, OH
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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**Question 9:**
Voxelotor’s structure is shown below. What would you expect the overall charge of the molecule to be in the blood (pH = 7.4)?
- **Pyridinium pKₐ = 2.6**
- **Phenol pKₐ = 8.3**
**Diagram Explanation:**
The image shows the chemical structure of Voxelotor. It features a pyridinium moiety and a phenol group. The pyridinium is characterized by a nitrogen atom within a six-membered aromatic ring, indicating it carries a positive charge under standard conditions. The phenol group is composed of a hydroxyl group (-OH) attached to an aromatic ring.
In the blood, at pH 7.4, we analyze the protonation states:
- The pyridinium group (pKₐ = 2.6) will remain protonated and positively charged because the pH is greater than the pKₐ.
- The phenol group (pKₐ = 8.3) will mostly remain uncharged (non-ionized) because the pH is lower than the pKₐ.
Therefore, at physiological pH (7.4), Voxelotor would have an overall positive charge due to the protonated pyridinium group.
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