Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 26.3, Problem 4P
Interpretation Introduction

Interpretation:

The isoelectric point (pI) of cysteine is to be determined on the basis of the pKa values of the three acid groups in it.

Concept Introduction:

Isoelectric point of an amino acid is the pH at which it has zero net charge.

It is the average of the two pKa values of that species when the amino acid contains only two functional groups that can behave as acids/bases.

If an amino acid contains more than two functional groups that can behave as acids, then the isoelectric point is generally the average of the two groups that are not charged in the acid form, or the groups that are most similar acids.

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The 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.
Chemistry (6) Which of the following compounds has the lowest pka? (A) CICH,CO₂H (B)CH,CO;H (C) CI₂CHCO₂H (D) CI,CCO,H
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