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Draw the predominant form of leucine when the pH = 1.0, pH = 7.4, and pH = 12.0 (include lone pairs).

Draw the predominant form of leucine when the pH = 1.0, pH = 7.4, and pH = 12.0 (include lone pairs).

Biochemistry
Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
Problem 1P
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13.3) Leucine is an essential amino acid; the body cannot produce it from other compounds, so it must be present in the diet. Draw the predominant form of leucine when the pH = 1.0, pH = 7.4, and pH = 12.0 (include lone pairs). pH = 1.0 physiological pH (pH = 7.4) pH = 12.0 HINT: The structures of the amino acids that are drawn in your amino acids table are the predominant forms at pH = 7.4 The structure of the predominant form of an amino acid will depend on the pH because amino acids involve the carboxyl group/carboxylate group conjugate pair and the quaternary ammonium group/amine group conjugate pair. Using the implications of the the Henderson-Hasselbalch relation, summarized in the table below, it is possible to predict the predominant form of these groups at a particular pH. The pK₂ values of amino acid carboxyl groups are between 2 and 5 (depending on which amino acid). Quaternary ammonium groups that are attached to the a-carbons of amino acids have pKą values of about 9.5. The side-chain of leucine is not polar acidic or polar basic, so it is not affected by pH.
Transcribed Image Text:13.3) Leucine is an essential amino acid; the body cannot produce it from other compounds, so it must be present in the diet. Draw the predominant form of leucine when the pH = 1.0, pH = 7.4, and pH = 12.0 (include lone pairs). pH = 1.0 physiological pH (pH = 7.4) pH = 12.0 HINT: The structures of the amino acids that are drawn in your amino acids table are the predominant forms at pH = 7.4 The structure of the predominant form of an amino acid will depend on the pH because amino acids involve the carboxyl group/carboxylate group conjugate pair and the quaternary ammonium group/amine group conjugate pair. Using the implications of the the Henderson-Hasselbalch relation, summarized in the table below, it is possible to predict the predominant form of these groups at a particular pH. The pK₂ values of amino acid carboxyl groups are between 2 and 5 (depending on which amino acid). Quaternary ammonium groups that are attached to the a-carbons of amino acids have pKą values of about 9.5. The side-chain of leucine is not polar acidic or polar basic, so it is not affected by pH.
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