A typical amino acid with one amino group and one carboxylic acid group, such as serine can exist in water in several iconic forms.Suggest the forms of the amino acid at low pH and at a high pH.Amino acids generally have two pKa values, one in the range of 2 to 3 and the other in the range of 9 to 10. Serene, for example, has pKa values of 2.91 and 9.21. Using species such as acetic acid and ammonia as models, suggest the origin of the two pKa values.Glutamic acid is an amino acid that has three pKa’s: 2.10, 4.07, and 9.47. Draw the structure of glutamic acid and assign each pKa to the appropriate part of the molecule.An unknown amino acid is titrated with strong base, producing the following titration curve. Which amino acid are likely candidates for the unknown?

Question
Asked Dec 19, 2019
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  • A typical amino acid with one amino group and one carboxylic acid group, such as serine can exist in water in several iconic forms.
  1. Suggest the forms of the amino acid at low pH and at a high pH.
  2. Amino acids generally have two pKa values, one in the range of 2 to 3 and the other in the range of 9 to 10. Serene, for example, has pKa values of 2.91 and 9.21. Using species such as acetic acid and ammonia as models, suggest the origin of the two pKa values.
  3. Glutamic acid is an amino acid that has three pKa’s: 2.10, 4.07, and 9.47. Draw the structure of glutamic acid and assign each pKa to the appropriate part of the molecule.
  4. An unknown amino acid is titrated with strong base, producing the following titration curve. Which amino acid are likely candidates for the unknown?
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Expert Answer

Step 1
  • At lower pH that means in acidic conditions the carboxylate ion takes up proton and exists as carboxylic acid and amine group exists as.At higher  pH that means at basic conditions amine group loses its proton to become  and carboxylic group exists as carboxylate ion.
Step 2
  • Since the pH is below any given pKa value, we have an abundance of protons in solution for a fully protonated amino acids. This gives us a neutral protonated carboxyl...

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