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Tryptophan ball and stick model spinning. Tryptophan (symbol Trp or W) [3] is an α-amino acid that is used in the biosynthesis of proteins.Tryptophan contains an α-amino group, an α-carboxylic acid group, and a side chain indole, making it a polar molecule with a non-polar aromatic beta carbon substituent.
L-Tryptophan, a precursor of serotonin and melatonin and an example of a monoamine precursor. Monoamine precursors are precursors of monoamines and monoamine neurotransmitters in the body.
Eosinophilia–myalgia syndrome is a rare, sometimes fatal neurological condition linked to the ingestion of the dietary supplement L-tryptophan. [1] [2] The risk of developing EMS increases with larger doses of tryptophan and increasing age. [3]
5-HTP is produced from the amino acid tryptophan through the action of the enzyme tryptophan hydroxylase. Tryptophan hydroxylase is one of the biopterin-dependent aromatic amino acid hydroxylases. Production of 5-HTP is the rate-limiting step in 5-HT (serotonin) synthesis. 5-HTP is normally rapidly converted to 5-HT by amino acid decarboxylase. [1]
[8]: 327–328 Multiple epidemiological studies [7] [9] [10] traced an outbreak of eosinophilia-myalgia syndrome (EMS) to L-tryptophan supplied by Showa Denko, which resulted in 37 deaths. [11] [12] It was further hypothesized that one or more trace impurities produced during the manufacture of tryptophan may have been responsible for the EMS ...
Tryptamine is an indolamine metabolite of the essential amino acid tryptophan. [9] [10] The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the first one being the heterocyclic nitrogen). [9]