| 词条 | Xanthurenic acid |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 422756510 | Reference=[1] | ImageFile=Xanthurenic acid.png | ImageSize=150px | PIN = 4,8-Dihydroxyquinoline-2-carboxylic acid | OtherNames=Xanthuric acid Xanthurenate 8-Hydroxykynurenic acid 4,8-Dihydroxyquinaldic acid |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|correct|CAS}} | CASNo=59-00-7 | PubChem=5699 | ChEBI_Ref = {{ebicite|changed|EBI}} | SMILES=OC2=CC(C(O)=O)=NC1=C(O)C=CC=C12 | EINECS = 200-410-1 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 5497 | 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) | InChIKey = FBZONXHGGPHHIY-UHFFFAOYAE | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 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) | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = FBZONXHGGPHHIY-UHFFFAOYSA-N | RTECS = | MeSHName = | ChEBI = 10072 | KEGG_Ref = {{keggcite|changed|kegg}} | KEGG = C02470 |Section2={{Chembox Properties | C=10 | H=7 | N=1 | O=4 | Appearance=Yellow crystals | Density= | MeltingPtC=286 | BoilingPt= | Solubility=Insoluble |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} Xanthurenic acid, or xanthurenate, 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] It is also known to be a potent VGLUT inhibitor, thereby preventing the movement of glutamate from the cytoplasm into synaptic vesicles, an action that it mediates via competitive blockade of vesicular glutamate transporters (Ki = 0.19 mM).[6] {{as of|2015|alt=In 2015}} researchers reported a marked reduction of xanthurenic acid levels in the serum of patients with schizophrenia, describing this phenomenon as a potential trait marker for schizophrenia.[7]See also
References1. ^1 Merck Index, 11th Edition, 9977. {{Glutamate receptor modulators}}{{Glutamate metabolism and transport modulators}}2. ^{{cite journal| last1 = Billker | first1 = O| last2 = Lindo | first2 = V| last3 = Panico | first3 = M| last4 = Etienne | first4 = AE| last5 = Paxton | first5 = T| last6 = Dell | first6 = A| last7 = Rogers | first7 = M| last8 = Sinden | first8 = RE| last9 = Morris | first9 = HR| title = Identification of xanthurenic acid as the putative inducer of malaria development in the mosquito| journal = Nature| volume = 392| issue =6673| pages = 289–292| publisher =| location =| date = March 19, 1998| doi =10.1038/32667| pmid = 9521324}} 3. ^{{cite journal |last1=Garcia |first1=GE |last2=Wirtz |first2=RA |last3=Barr |first3=JR |last4=Woolfitt |first4=A |last5=Rosenberg |first5=R |title=Xanthurenic acid induces gametogenesis in Plasmodium, the malaria parasite. |journal=The Journal of Biological Chemistry |date=May 15, 1998 |volume=273 |issue=20 |pages=12003–5 |pmid=9575140 |url=http://www.jbc.org/content/273/20/12003.full |doi=10.1074/jbc.273.20.12003}} 4. ^Xanthurenic acid{{dead link|date=July 2016 |bot=InternetArchiveBot |fix-attempted=yes }} at Sigma-Aldrich 5. ^{{cite journal |last1=Copeland |first1=C. S. |last2=Neale |first2=S. A. |last3=Salt |first3=T. E. |title=Actions of Xanthurenic Acid, a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus |doi=10.1016/j.neuropharm.2012.03.009 |journal=Neuropharmacology |volume=66 |pages=133–142 |year=2013 |pmid=22491023 |pmc=}} 6. ^{{cite journal |vauthors=Bartlett RD, Esslinger CS, Thompson CM, Bridges RJ |title=Substituted quinolines as inhibitors of L-glutamate transport into synaptic vesicles |journal=Neuropharmacology |volume=37 |issue=7 |pages=839–46 |year=1998 |pmid=9776380 |doi=10.1016/s0028-3908(98)00080-x |url=}} 7. ^{{cite journal |last1=Fazio |first1=F. |last2=Lionetto |first2=L. |last3=Curto |first3=M. |title=Xanthurenic Acid Activates mGlu2/3 Metabotropic Glutamate Receptors and is a Potential Trait Marker for Schizophrenia |doi=10.1038/srep17799 |journal=Scientific Reports |volume=5 |pages=17799 |year=2015 |pmid=26643205 |pmc=4672300}} 4 : Quinolinols|Aromatic acids|Hydroxy acids|Diols |
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