S6. The structure and pKa values for the amino acid cysteine are given below: CO2H pKa (CO2H) = 1.7 pKa (NH2) = 10.74 pKa (R-SH) = 8.36 HS NH2 a. What is the principal species when cysteine is dissolved in water? b. What is the principal species when cysteine is dissolved in a pH 5 buffer? c. What is the principal species when cysteine is dissolved in a pH 12 buffer? d. What is the principal species when cysteine is dissolved in a pH 8.36 buffer?

S6. The structure and pKa values for the amino acid cysteine are given below: CO2H pKa (CO2H) = 1.7 pKa (NH2) = 10.74 pKa (R-SH) = 8.36 HS NH2 a. What is the principal species when cysteine is dissolved in water? b. What is the principal species when cysteine is dissolved in a pH 5 buffer? c. What is the principal species when cysteine is dissolved in a pH 12 buffer? d. What is the principal species when cysteine is dissolved in a pH 8.36 buffer?

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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Concept explainers

Spectroanalytical Methods

Spectroanalytical methods measure the wavelength and intensity of radiations that are either emitted or absorbed by a molecular or atomic species. These methods are useful for evaluating the electronic or atomic arrangement of the molecules of a given analyte.

Question

**Topic: Cysteine and its pKa Values**

The structure and pKa values for the amino acid cysteine are given below:

**Chemical Structure:**
- The chemical structure of cysteine features a carboxyl group (CO₂H), an amino group (NH₂), and a thiol group (R-SH) attached to the central carbon atom.

**pKₐ Values:**
- pKₐ(CO₂H) = 1.7
- pKₐ(NH₂) = 10.74
- pKₐ(R-SH) = 8.36

**Questions on Principal Species:**

a. What is the principal species when cysteine is dissolved in water?

b. What is the principal species when cysteine is dissolved in a pH 5 buffer?

c. What is the principal species when cysteine is dissolved in a pH 12 buffer?

d. What is the principal species when cysteine is dissolved in a pH 8.36 buffer?

**Discussion:**
- The principal species refers to the predominant form of cysteine present under different pH conditions.
- The pKₐ values indicate the pH at which each functional group is half ionized.
- Understanding these values helps in predicting the ionization state of cysteine in various environments.

This information is captured in the accompanying chemical structure diagram of cysteine, showcasing the orientation of CO₂H, NH₂, and R-SH groups.

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