Amino Acids

Chemistry: Cambridge International A Level, topic 3.7.5

Amino Acids

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

Amino acids

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.
Acid and base behaviour

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.
Side chain

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.

Amino Acids as an Acid and Base

Amino acids have the ability to behave as an acid or a base.

Acidic and basic groups

  • In an amino acid:
  • The amine acts as a basic group.
  • The carboxylic acid acts as an acidic group.

Zwitterions 1

  • There is internal movement of an H+ from the carboxylic acid group and onto the amine group to create a zwitterion.
  • The resulting zwitterion has both negative -COO- and positive -NH3+ groups.

Zwitterions 2

  • Zwitterions exist in solids and in solution
  • A zwitterion has no overall charge but parts of the molecule are positively and negatively charged.

Test yourself on Amino Acids

  • All amino acids have the same two functional groups. So what is different about the different types of α-amino acids?

  • What is a zwitterion?

  • In a zwitterion, which part of the molecule is negatively charged?

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