6.7.1

Amino Acids (A2 Only)

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Amino Acids

There are about 20 naturally-occurring amino acids in animal cells.

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Amino acids

  • Amino acids have the general formula RCH(NH2)COOH.
  • Amino acids contain an acidic group (carboxylic acid) and a basic group (amine) in the same molecule.
    • The -NH2 group is on the carbon next to the -COOH group and so they are known as α-amino acids.
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Acid and base behaviour

  • The -COOH group is acidic and can react with bases by donating a proton (H+).
  • The -NH2 group is basic and can react with acids by accepting a proton (H+).
    • Amino acids are amphoteric because they contain both acidic and basic groups in the same molecule.
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Side chain

  • An amino acid contains an -R group which is a side chain.
    • This is different for different amino acids.
    • E.g. Alanine has an -R group of -CH3.

The Zwitterion Form

An amino acid can exist in the zwitterion form.

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Zwitterion form

  • Molecules or ions having separate positively and negatively charged groups are known as zwitterions.
  • An internal acid-base reaction in an amino acid causes the nitrogen of the amine group to accept a proton from the carboxylic acid group.
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Zwitterion form

  • The zwitterion makes the amino acid have ionic charges.
    • A positive charge is on the protonated nitrogen.
    • A negative charge is on the deprotonated oxygen.
  • The ionic nature of amino acids gives them higher melting points than expected.
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pH on the zwitterion

  • At low pH, the carboxylic acid will not be deprotonated (no charge) and the nitrogen will have accepted a proton (positive charge).
  • At high pH, the amine group will not be protonated (no charge) and the carboxylic acid group will have been deprotonated (negative charge).
  • At an intermediate pH, which depends on the amino acid, the main species present is the zwitterion.
    • This intermediate pH is known as the isoelectric point.

Jump to other topics

1Physical Chemistry

2Physical Chemistry 2 (A2 Only)

3Inorganic Chemistry

4Inorganic Chemistry 2 (A2 Only)

5Organic Chemistry 1

6Organic Chemistry 2 (A2 Only)

6.1Optical Isomerism (A2 Only)

6.2Aldehydes & Ketones (A2 Only)

6.3Carboxylic Acids & Esters (A2 Only)

6.4Aromatic Chemistry (A2 Only)

6.5Amines (A2 Only)

6.6Polymers (A2 Only)

6.7Biological Organic (A2 Only)

6.8Organic Synthesis (A2 Only)

6.9NMR Spectroscopy (A2 Only)

6.10Chromatography (A2 Only)

6.11A-A* (AO3/4) - Organic 2

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