Xanthurenic acid

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Xanthurenic acid[1]
Xanthurenic acid.png
Names
IUPAC name
8-Hydroxy-4-oxo-1H-quinoline-2-carboxylic acid
Other names
Xanthuric acid
Xanthurenate
8-Hydroxykynurenic acid
4,8-Dihydroxyquinaldic acid
Identifiers
CAS number 59-00-7 N
ChEBI CHEBI:10072 N
ChemSpider 5497 N
EC number 200-410-1
Jmol-3D images Image
KEGG C02470 N
PubChem 5699
Properties
C10H7NO4
Molar mass 205.17 g/mol
Appearance Yellow crystals
Melting point 286 °C (547 °F; 559 K)
Insoluble
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Xanthurenic acid is a chemical shown to induce gametogenesis of Plasmodium falciparum, the parasite that causes malaria.[2][3] It is found in the gut of the Anopheles mosquito.

Xanthurenic acid is a metabolic intermediate that accumulates and is excreted by pyridoxine (vitamin B6) deficient animals after the ingestion of tryptophan.[1][4]

Xanthurenic acid is suspected to be an endogenous agonist for Group II metabotropic glutamate receptors in humans.[5]

See also[edit]

References[edit]

  1. ^ a b Merck Index, 11th Edition, 9977.
  2. ^ Billker, O; Lindo, V; Panico, M; Etienne, AE; Paxton, T; Dell, A; Rogers, M; Sinden, RE; Morris, HR (March 19, 1998). "Identification of xanthurenic acid as the putative inducer of malaria development in the mosquito". Nature 392 (6673): 289–292. doi:10.1038/32667. PMID 9521324. 
  3. ^ Garcia, GE; Wirtz, RA; Barr, JR; Woolfitt, A; Rosenberg, R (May 15, 1998). "Xanthurenic acid induces gametogenesis in Plasmodium, the malaria parasite.". The Journal of biological chemistry 273 (20): 12003–5. PMID 9575140. 
  4. ^ Xanthurenic acid at Sigma-Aldrich
  5. ^ Copeland, C. S.; Neale, S. A.; Salt, T. E. (2013). "Actions of Xanthurenic Acid, a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus". Neuropharmacology 66: 133–142. doi:10.1016/j.neuropharm.2012.03.009. PMID 22491023.  edit