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Amino Acids, Peptides and Proteins

Zwitterions and amphoteric behaviour

  • 3 things to know
  • Component 2

Overview

Term zwitterion, how the zwitterion of an amino acid is formed and describing an amino acid as amphoteric.

What you need to know

Answer each one before you reveal it.

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Key term

Explain how the zwitterion of an amino acid is formed.

Key term

Which group in an amino acid acts as the acid and which acts as the base?

Key term

Write the ionic equation for the reaction of a glycine zwitterion with hydrogen ions.

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    Define the term zwitterion.

    Model answer

    A zwitterion is a species carrying both a positive and a negative charge on different atoms of the same molecule, so that it has no overall charge.

  2. 2

    Give the structure of the zwitterion of glycine.

    Model answer

    It is ⁺H₃NCH₂COO⁻, with the nitrogen protonated and the carboxyl group ionised.

  3. 3

    Explain how the zwitterion of an amino acid is formed.

    Model answer

    The carboxyl group is acidic enough to donate its proton and the amino group is basic enough to accept it, so a proton transfers within the molecule from the acid group to the amino group.

  4. 4

    What is meant by describing an amino acid as amphoteric?

    Model answer

    It means the compound can react both with acids and with bases.

  5. 5

    Which group in an amino acid acts as the acid and which acts as the base?

    Model answer

    The carboxyl group donates a proton and so acts as the acid, while the amino group accepts a proton and so acts as the base.

  6. 6

    Write the ionic equation for the reaction of a glycine zwitterion with hydrogen ions.

    Model answer

    ⁺H₃NCH₂COO⁻ + H⁺ → ⁺H₃NCH₂COOH.

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