side chain is 6.1. Include proper stereochemistry. N H₂N, H OH pH = 2.9

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Title: Understanding the Predominant Form of Histidine at Different pH Levels**

**Introduction:**
This exercise explores the ionization state of histidine at a specific pH and requires an understanding of its chemical properties and stereochemistry.

**Task:**
- **Objective:** Draw the predominant form of histidine at pH = 2.9.
- **Details:** The pKa of the side chain is 6.1. Proper stereochemistry should be included in your drawing.

**Chemical Structure Reference:**
- An image of the histidine structure is provided, displaying:
  - A central carbon atom bonded to an amino group (NH₂), a single hydrogen atom, and a carboxyl group (COOH).
  - A side chain with an imidazole ring.

**Instructions:**
- Examine the given structure.
- Consider pH = 2.9, which is a measure of acidity.
- Compare this pH with the pKa of the histidine side chain (6.1) to determine the ionization state.
  
**Diagram Visualization:**
- A placeholder box labeled "Select to Draw" is provided for you to illustrate the predominant form of histidine at pH 2.9. 

**Approach:**
1. Determine Protonation States:
   - At pH = 2.9, the environment is more acidic compared to the pKa of the imidazole side chain (6.1).
   - This suggests protonation of the histidine side chain.

2. Draw Accurate Structure:
   - Make necessary adjustments to show ionization at this lower pH.
   - Ensure that stereochemistry is accurately represented in your illustration.

By completing this task, you will gain insights into how pH affects the charge and structure of amino acids like histidine.
Transcribed Image Text:**Title: Understanding the Predominant Form of Histidine at Different pH Levels** **Introduction:** This exercise explores the ionization state of histidine at a specific pH and requires an understanding of its chemical properties and stereochemistry. **Task:** - **Objective:** Draw the predominant form of histidine at pH = 2.9. - **Details:** The pKa of the side chain is 6.1. Proper stereochemistry should be included in your drawing. **Chemical Structure Reference:** - An image of the histidine structure is provided, displaying: - A central carbon atom bonded to an amino group (NH₂), a single hydrogen atom, and a carboxyl group (COOH). - A side chain with an imidazole ring. **Instructions:** - Examine the given structure. - Consider pH = 2.9, which is a measure of acidity. - Compare this pH with the pKa of the histidine side chain (6.1) to determine the ionization state. **Diagram Visualization:** - A placeholder box labeled "Select to Draw" is provided for you to illustrate the predominant form of histidine at pH 2.9. **Approach:** 1. Determine Protonation States: - At pH = 2.9, the environment is more acidic compared to the pKa of the imidazole side chain (6.1). - This suggests protonation of the histidine side chain. 2. Draw Accurate Structure: - Make necessary adjustments to show ionization at this lower pH. - Ensure that stereochemistry is accurately represented in your illustration. By completing this task, you will gain insights into how pH affects the charge and structure of amino acids like histidine.
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