For the amino acid alanine, the major species in solution at pH 7 is the zwitterionic form, which has a negatively charged carboxylic acid group and a positively charged amino group. There is a less common neutral form in which neither group is charged.The carboxylic acid group of alanine has a p?apKa of 3.3. The amino group of alanine has a p?apKa of 8.8.Estimate the ratio of the concentration of the neutral amino acid species to the zwitterionic species at pH 7.

Question
Asked Sep 8, 2019

For the amino acid alanine, the major species in solution at pH 7 is the zwitterionic form, which has a negatively charged carboxylic acid group and a positively charged amino group. There is a less common neutral form in which neither group is charged.

The carboxylic acid group of alanine has a p?apKa of 3.3. The amino group of alanine has a p?apKa of 8.8.

Estimate the ratio of the concentration of the neutral amino acid species to the zwitterionic species at pH 7.

check_circleExpert Solution
Step 1

Here, we have to estimate the ratio of the concentration of the neutral amino acid species to the zwitter ionic species at pH 7.

Step 2

Given:

    pKa of carboxylic acid group of alanine = 3.3.

    pKa of amino group of alanine = 8.8.

Step 3

When pH (7) > pKa (3.3) then depr...

H2N
OH
H2N
CH3
H3C
+
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H2N OH H2N CH3 H3C +

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