xanthurenate

Xanthurenic acid^[1]
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 Registry Number	59-00-7
ChEBI	CHEBI:10072
ChemSpider	5497
EC number	200-410-1
	InChI InChI=1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15) ; Key: FBZONXHGGPHHIY-UHFFFAOYSA-N ; InChI=1/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15); Key: FBZONXHGGPHHIY-UHFFFAOYAE ;
Jmol-3D images	Image
KEGG	C02470
PubChem	5699
	SMILES OC2=CC(C(O)=O)=NC1=C(O)C=CC=C12 ;
Properties
Molecular formula	C10H7NO4
Molar mass	205.17 g/mol
Appearance	Yellow crystals
Melting point	286 °C (547 °F; 559 K)
Solubility in water	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

キサンツレン酸

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/03/30 22:48:39」(JST)

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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]

References

^ ^a ^b Merck Index, 11th Edition, 9977.
^ 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.
^ 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.
^ Xanthurenic acid at Sigma-Aldrich
^ 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

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English Journal

Sympathoexcitation and pressor responses induced by ethanol in the central nucleus of amygdala involves activation of NMDA receptors in rats.

Chapp AD1, Gui L2, Huber MJ1, Liu J3, Larson RA1, Zhu J3, Carter JR1, Chen QH4.
American journal of physiology. Heart and circulatory physiology.Am J Physiol Heart Circ Physiol.2014 Sep 1;307(5):H701-9. doi: 10.1152/ajpheart.00005.2014. Epub 2014 Jul 3.
The central nervous system plays an important role in regulating sympathetic outflow and arterial pressure in response to ethanol exposure. However, the underlying neural mechanisms have not been fully understood. In the present study, we tested the hypothesis that injection of ethanol in the centra
PMID 24993048

Photophysical aspects of biological photosensitizer Kynurenic acid from the perspective of experimental and quantum chemical study.

Samanta A1, Guchhait N2, Bhattacharya SC3.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.Spectrochim Acta A Mol Biomol Spectrosc.2014 Aug 14;129:457-65. doi: 10.1016/j.saa.2014.03.079. Epub 2014 Apr 2.
In the present contribution, we have explored ground and excited state spectroscopic properties of an antiexcitotoxic and anticonvulsant drug, Kynurenic acid (KA), through steady-state absorption, emission and time-resolved emission spectroscopy and quantum chemical calculations. The main focus of t
PMID 24751782

Reduction of brain kynurenic acid improves cognitive function.

Kozak R1, Campbell BM2, Strick CA3, Horner W3, Hoffmann WE3, Kiss T3, Chapin DS3, McGinnis D3, Abbott AL4, Roberts BM4, Fonseca K5, Guanowsky V3, Young DA3, Seymour PA3, Dounay A3, Hajos M6, Williams GV4, Castner SA4.
The Journal of neuroscience : the official journal of the Society for Neuroscience.J Neurosci.2014 Aug 6;34(32):10592-602. doi: 10.1523/JNEUROSCI.1107-14.2014.
The elevation of kynurenic acid (KYNA) observed in schizophrenic patients may contribute to core symptoms arising from glutamate hypofunction, including cognitive impairments. Although increased KYNA levels reduce excitatory neurotransmission, KYNA has been proposed to act as an endogenous antagonis
PMID 25100593

Japanese Journal

ラット肝中の糖質代謝系及び脂肪酸合成系酵素活性に及ぼす食餌性ビタミンB_6欠乏の影響

仲佐輝子,沖中靖,松本博
ビタミン 53(11), 447-454, 1979-11-25
生後3週齢のWistar系雄ラットを用い36日間飼育して, 肝臓中の解糖系, 糖新生系及び脂肪酸合成系の酵素に対する食餌性B_6欠乏の影響について検討した.解糖系酵素ではB_6欠乏群において対照群に比べglycogen phosphorylase, pyruvate kinase及びpyruvate dehydrogenation complex活性は低値を示したが, hexokinase及びfr …
NAID 110002845190

Related Pictures

[Merck-1] Merck Index, 11th Edition, 9977.

[billker-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.

[pmid9575140-3] 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

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