All amino acids have two ionizable functional groups: an α‑amino group (average pKa of 9.4) and an α‑carboxylic acid group (average pKa of 2.2). Aspartic acid has an ionizable side chain (R group) with a pKa of about 3.8. One of the possible ionization states of aspartic acid is shown in the image. At what pH would the structure be the predominant ionization state? Consider the ionization state of all three of the functional groups.

Pushing Electrons
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ISBN:9781133951889
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Chapter3: Mechanisms
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All amino acids have two ionizable functional groups: an α‑amino group (average pKa of 9.4) and an α‑carboxylic acid group (average pKa of 2.2). Aspartic acid has an ionizable side chain (R group) with a pKa of about 3.8. One of the possible ionization states of aspartic acid is shown in the image.

At what pH would the structure be the predominant ionization state? Consider the ionization state of all three of the functional groups.

9.5
1.5
5.6
3.9
8.9
7.0
Transcribed Image Text:9.5 1.5 5.6 3.9 8.9 7.0
||
HзN — CH -с — ОН
CH2
C=0
OH
Transcribed Image Text:|| HзN — CH -с — ОН CH2 C=0 OH
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