Para-aminobenzoic acid has two ionizable groups. One is a carboxylic acid that ionizes through loss of a proton thereby forming a charged para-aminobenzoic acid carboxylate anion, and the other is an amine connected to an aromatic (benzene) ring that ionizes by accepting an H+ to form a positively charged ammonium ion. The pk of the carboxylic acid is 4.9 and the pk of the amino group is 2.5. Assume that the intracellular pH within a bacterial cell is 7.0. H H O-H pk = 2.5 Which of the following structures correctly depicts how most of the para-aminobenzoic acid is ionized at pH 7? A. B. H + H-N- H C. H H. + H-N- H N- H O-H pK₂ = 4.9 D. X o o O-H

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Para-aminobenzoic acid has two ionizable groups. One is a
carboxylic acid that ionizes through loss of a proton thereby forming a charged
para-aminobenzoic acid
carboxylate anion, and the other is an amine connected to
an aromatic (benzene) ring that ionizes by accepting an H+
to form a positively charged ammonium ion.
The pk of the carboxylic acid is 4.9 and the pk of the
amino group is 2.5. Assume that the intracellular pH within a
bacterial cell is 7.0.
N-
H
O-H
H +
H-N-
H
pK₂ = 2.5
Which of the following structures correctly depicts how most of the para-aminobenzoic
acid is ionized at pH 7?
A.
B.
O-H
C.
H
H +
H-N-
H
H
D.
H
N-
O-H
H
pK₂ = 4.9
Transcribed Image Text:Para-aminobenzoic acid has two ionizable groups. One is a carboxylic acid that ionizes through loss of a proton thereby forming a charged para-aminobenzoic acid carboxylate anion, and the other is an amine connected to an aromatic (benzene) ring that ionizes by accepting an H+ to form a positively charged ammonium ion. The pk of the carboxylic acid is 4.9 and the pk of the amino group is 2.5. Assume that the intracellular pH within a bacterial cell is 7.0. N- H O-H H + H-N- H pK₂ = 2.5 Which of the following structures correctly depicts how most of the para-aminobenzoic acid is ionized at pH 7? A. B. O-H C. H H + H-N- H H D. H N- O-H H pK₂ = 4.9
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