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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] Some research suggests that certain genetic polymorphisms may be related to the development of EMS. [4]
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.
Indoxyl sulfate, also known as 3-indoxylsulfate and 3-indoxylsulfuric acid, is a metabolite of dietary L-tryptophan that acts as a cardiotoxin and uremic toxin. [1] [2] [3] High concentrations of indoxyl sulfate in blood plasma are known to be associated with the development and progression of chronic kidney disease and vascular disease in humans.
1-Methyltryptophan is a chemical compound that is an inhibitor of the tryptophan catabolic enzyme indoleamine 2,3-dioxygenase (IDO or INDO EC 1.13.11.52). [1] It is a chiral compound that can exist as both D - and L-enantiomers. The L-isomer (L-1MT) inhibits IDO weakly but also serves as an enzyme substrate.
Droxidopa (L-DOPS) is a synthetic precursor or prodrug of norepinephrine used orally in the treatment of certain types of hypotension and other conditions. [ 6 ] [ 7 ] Dipivefrine is a synthetic precursor or prodrug of epinephrine used as an ophthalmic medication .
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]
α-Methyltryptophan (αMTP or α-MTP) is a synthetic tryptamine derivative, an artificial amino acid, and a prodrug of α-methylserotonin (αMS). [1] [2] [3] It is the α-methylated derivative of tryptophan, while αMS is the α-methylated analogue of serotonin.
[1] [2] [3] The vitamins thiamine [4] and cobalamin, [5] and the amino acid tryptophan also contain fragments derived from PRPP. [6] It is formed from ribose 5-phosphate (R5P) by the enzyme ribose-phosphate diphosphokinase: [7] It plays a role in transferring phospho-ribose groups in several reactions, some of which are salvage pathways: [8]