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Amino Acids: Aromatic

Amino Acids: Aromatic

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    * Phenylalanine is the simplest of the aromatic amino acids: its side chain is a benzene ring attached at the beta carbon. To remember its one letter code, remember that phenylalanine begins with an F-sound even though it starts with a P.
Tyrosine is phenylalanine with an alcohol group attached at position 4 on the benzene ring. Tyrosine and phenylalanine are closely related. In fact, tyrosine is synthesized in the body from phenylalanine. Clinical correlation: phenylalanine hydroxylase converts phenylalanine to tyrosine. Its deletion or inactivation results in phenylketonuria, a congenital metabolic disorder that can lead to toxic build-up of phenylalanine in the blood and brain.
  • Histidine is an aromatic amino acid with a five-membered ring.
  • Histidine’s side chain can carry a charge because its ring structure makes the second nitrogen also able to accept a proton. To remember this, we add a hydrogen atom and a positive charge to the double-bonded nitrogen atom in histidine.
  • Tryptophan has two rings.
  • You can remember that the one-letter code of tryptophan is W by noticing that the side of the bulky indole ring has a bit of a W shape.

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