Trifunctional amino acid

A trifunctional amino acid is a type of amino acid that has three different chemical functions. These functions can include being able to donate a hydrogen ion (proton), accept a hydrogen ion, and act as a nucleophile (react with electrophiles).

One example of a trifunctional amino acid is cysteine. Cysteine has a thiol (-SH) group, which can donate a hydrogen ion. It also has a carboxyl group (-COOH), which can accept a hydrogen ion, and an amino group (-NH2), which can act as a nucleophile.

The trifunctional nature of cysteine allows it to participate in various biochemical reactions. For example, it can form disulfide bonds with other cysteine residues in proteins, contributing to their structure and stability. Cysteine can also undergo oxidation-reduction reactions, where it can either donate or accept a hydrogen ion.

Other examples of amino acids with some degree of trifunctionality include histidine (which has a nitrogen-containing ring that can donate or accept a hydrogen ion) and serine (which has a hydroxyl group that can donate or accept a hydrogen ion).