Why do amino acids display a lower pK, value for the carboxylic acid group compared to acetic acid? The chirality of the amino acid favors the deprotonation of the carboxylic acid function. The ammonium function on the chiral center helps to stabilize the negative charge on the carboxylate. Amino acids have a higher melting point than acetic acid. The carboxylate ion is stabilized by the side chain of the amino acid. The negative charge on the carboxylate is stabilized by resonance with the amino group.

Biochemistry
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ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
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Chapter1: Biochemistry: An Evolving Science
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Why do amino acids display a lower pKa value for the carboxylic
acid group compared to acetic acid?
The chirality of the amino acid favors the deprotonation of the
carboxylic acid function.
The ammonium function on the chiral center helps to stabilize
the negative charge on the carboxylate.
Amino acids have a higher melting point than acetic acid.
The carboxylate ion is stabilized by the side chain of the amino
acid.
The negative charge on the carboxylate is stabilized by
resonance with the amino group.
Transcribed Image Text:Why do amino acids display a lower pKa value for the carboxylic acid group compared to acetic acid? The chirality of the amino acid favors the deprotonation of the carboxylic acid function. The ammonium function on the chiral center helps to stabilize the negative charge on the carboxylate. Amino acids have a higher melting point than acetic acid. The carboxylate ion is stabilized by the side chain of the amino acid. The negative charge on the carboxylate is stabilized by resonance with the amino group.
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