Amino Acids

This lesson covers: 

  1. The structure of amino acids
  2. Naming of amino acids
  3. Zwitterions

Amino acids contain amine and acid groups

Amino acids consist of both amine and acid functional groups:

  • An amino group (-NH2)
  • A carboxylic acid group (-COOH)

These groups are attached to the same carbon atom, the α-carbon, in α-amino acids.


The general structure of an α-amino acid is illustrated as:

Diagram showing the general structure of an alpha-amino acid with an amine group, a carboxyl group, and a side chain.

Here, R denotes a variable organic substituent i.e. an alkyl or aryl group, which is known as the side chain.

Naming amino acids

Amino acids are named using two methods:

  1. Common names, for example, glycine and alanine
  2. Systematic IUPAC names, which are based on the carbon backbone

The steps to name an amino acid systematically are:

  1. Identify the longest carbon chain that includes the carboxyl carbon.
  2. Start numbering the carbons from the carboxyl carbon, assigning it the number 1.
  3. Specify the position and identity of the amine substituent.
Diagram showing the structure of 2-aminoethanoic acid with labelled carbon atoms.

For example, the systematic name of the amino acid glycine (shown above) is 2-aminoethanoic acid, indicating it has two carbons, with NH2 attached to carbon 2.

Amino acids as zwitterions

Amino acids can form zwitterions around their isoelectric point - the pH at which they carry no net charge.

A zwitterion contains both positive and negative charges within the same molecule. This happens to amino acids when the pH is close to their isoelectric point.


Specifically, a zwitterion forms via:

  1. Amine group protonation - The NH2 group gains a proton to become positively charged NH3+.
  2. Carboxyl group deprotonation - The COOH group loses a proton to become negatively charged COO-.


These opposite charges balance out, giving an overall neutral charge. This process involves an internal transfer of a proton (H+) from the carboxyl group to the amine group.


Whether the zwitterion forms depends on the pH:

Diagram showing amino acids forming zwitterions at different pH levels including low pH, isoelectric point, and high pH.
  • Lower pH (more acidic than isoelectric point) - The COOH group gets deprotonated
  • Isoelectric point - The zwitterion itself forms as both the carboxyl and amino groups ionise
  • Higher pH (more alkaline than isoelectric point) - The NH3+ group loses its proton


The existence of these pH-dependent zwitterions demonstrates that amino acids are amphoteric. They can act as both acids (via the carboxyl group) and bases (via the amine group).


The exact isoelectric point where the zwitterion forms depends on the amino acid's R-group. Different R-groups alter the relative acidity and basicity of the functional groups.