Kynurenine
| Kynurenine | |
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(S)-2-Amino-4-(2-aminophenyl)- 4-oxo-butanoic acid |
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Other names
(S)-Kynurenine |
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| Identifiers | |
| CAS number | 343-65-7 2922-83-0 (L) 13441-51-5 (D) |
| PubChem | 846 |
| ChemSpider | 141580 |
| DrugBank | DB02070 |
| MeSH | Kynurenine |
| ChEBI | CHEBI:57959 |
| ChEMBL | CHEMBL498416 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C10H12N2O3 |
| Molar mass | 208.21 g mol−1 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
L-Kynurenine is a metabolite of the amino acid L-tryptophan used in the production of niacin. It has been associated with tics.[1][2]
The primary product of the liver enzyme tryptophan dioxygenase is kynurenine.[3] Cancers upregulate tryptophan dioxygenase because kynurenine increases tumor growth.[3].
Kynureninase catabolizes the conversion of kynurenine into anthranilic acid[4] while kynurenine-oxoglutarate transaminase catabolizes its conversion into kynurenic acid. Kynurenine 3-hydroxylase converts kynurenine to 3-hydroxykynurenine.[5]
[edit] References
- ^ Hoekstra PJ, Anderson GM, Troost PW, Kallenberg CG, Minderaa RB (June 2007). "Plasma kynurenine and related measures in tic disorder patients". European Child & Adolescent Psychiatry 16 Suppl 1: 71–7. doi:10.1007/s00787-007-1009-1. PMID 17665285.
- ^ "Kynurenine potentiates the DOI head shake in mice | DeepDyve - Research. Rent. Read.". http://www.deepdyve.com/lp/sage/kynurenine-potentiates-the-doi-head-shake-in-mice-VcC8uCOwXw. Retrieved 2011-04-06.
- ^ a b Opitz CA, Litzenburger UM, Sahm F, Ott M, Tritschler I, Trump S, Schumacher T, Jestaedt L, Schrenk D, Weller M, Jugold M, Guillemin GJ, Miller CL, Lutz C, Radlwimmer B, Lehmann I, von Deimling A, Wick W, Platten M (2011). "An endogenous tumour-promoting ligand of the human aryl hydrocarbon receptor". Nature (journal) 478 (7368): 197–203. doi:10.1038/nature10491. PMID 21976023.
- ^ Kynureninase, European Bioinformatics Institute
- ^ Saito, Y., Hayaishi, O., Rothberg, S. (1957). "Studies on oxygenases; enzymatic formation of 3-hydroxy-L-kynurenine from L-kynurenine". J. Biol. Chem. 229 (2): 921–34. PMID 13502353.
[edit] See also
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