5,7-Dichlorokynurenic acid (BioDeep_00000386940)

   


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5,7-Dichlorokynurenic acid

化学式: C10H5Cl2NO3 (256.964648)
中文名称: 5,7-二氯尿嘧啶酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=C(C=C(C2=C1NC(=CC2=O)C(=O)O)Cl)Cl
InChI: InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)

描述信息

D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists
5,7-Dichlorokynurenic acid (5,7-DCKA) is a selective and competitive antagonist of the glycine site on NMDA receptor with a KB of 65 nM. 5,7-Dichlorokynurenic acid, a derivative of kynurenic acid, reduced NMDA-induced neuron injury in rat cortical cell cultures[1].

同义名列表

2 个代谢物同义名

5,7-Dichlorokynurenic acid; 5,7-DCKA



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8 个数据库交叉引用编号

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文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Marco Milanese, Cristina Romei, Cesare Usai, Martina Oliveri, Luca Raiteri. A new function for glycine GlyT2 transporters: Stimulation of γ-aminobutyric acid release from cerebellar nerve terminals through GAT1 transporter reversal and Ca(2+)-dependent anion channels. Journal of neuroscience research. 2014 Mar; 92(3):398-408. doi: 10.1002/jnr.23321. [PMID: 24273061]
  • Lauren Debrouse, Benita Hurd, Carly Kiselycznyk, Aaron Plitt, Alyssa Todaro, Masayoshi Mishina, Seth G N Grant, Marguerite Camp, Ozge Gunduz-Cinar, Andrew Holmes. Probing the modulation of acute ethanol intoxication by pharmacological manipulation of the NMDAR glycine co-agonist site. Alcoholism, clinical and experimental research. 2013 Feb; 37(2):223-33. doi: 10.1111/j.1530-0277.2012.01922.x. [PMID: 22934986]
  • Yi Han, Ping Li, Malcolm M Slaughter. Selective antagonism of rat inhibitory glycine receptor subunits. The Journal of physiology. 2004 Feb; 554(Pt 3):649-58. doi: 10.1113/jphysiol.2003.056309. [PMID: 14645455]
  • József Nagy, Sándor Kolok, Péter Dezso, András Boros, Zsolt Szombathelyi. Differential alterations in the expression of NMDA receptor subunits following chronic ethanol treatment in primary cultures of rat cortical and hippocampal neurones. Neurochemistry international. 2003 Jan; 42(1):35-43. doi: 10.1016/s0197-0186(02)00062-1. [PMID: 12441166]
  • Aihua Deng, Jose M Valdivielso, Karen A Munger, Roland C Blantz, Scott C Thomson. Vasodilatory N-methyl-D-aspartate receptors are constitutively expressed in rat kidney. Journal of the American Society of Nephrology : JASN. 2002 May; 13(5):1381-4. doi: 10.1097/01.asn.0000013293.11876.4e. [PMID: 11961027]
  • K M Ronald, T Mirshahi, J J Woodward. Ethanol inhibition of N-methyl-D-aspartate receptors is reduced by site-directed mutagenesis of a transmembrane domain phenylalanine residue. The Journal of biological chemistry. 2001 Nov; 276(48):44729-35. doi: 10.1074/jbc.m102800200. [PMID: 11572853]
  • T Sakaeda, Y Tada, T Sugawara, T Ryu, F Hirose, T Yoshikawa, K Hirano, L Kupczyk-Subotkowska, T J Siahaan, K L Audus, V J Stella. Conjugation with L-Glutamate for in vivo brain drug delivery. Journal of drug targeting. 2001; 9(1):23-37. doi: 10.3109/10611860108995630. [PMID: 11378521]
  • J Becker, Z Li, C R Noe. Molecular and pharmacological characterization of recombinant rat/mice N-methyl-D-aspartate receptor subtypes in the yeast Saccharomyces cerevisiae. European journal of biochemistry. 1998 Sep; 256(2):427-35. doi: 10.1046/j.1432-1327.1998.2560427.x. [PMID: 9760184]
  • M Mugnaini, M Antolini, M Corsi, F T van Amsterdam. [3H]5,7-dichlorokynurenic acid recognizes two binding sites in rat cerebral cortex membranes. Journal of receptor and signal transduction research. 1998 Mar; 18(2-3):91-112. doi: 10.3109/10799899809047739. [PMID: 9651880]
  • S D Hess, L P Daggett, C Deal, C C Lu, E C Johnson, G Veliçelebi. Functional characterization of human N-methyl-D-aspartate subtype 1A/2D receptors. Journal of neurochemistry. 1998 Mar; 70(3):1269-79. doi: 10.1046/j.1471-4159.1998.70031269.x. [PMID: 9489750]
  • M Rowley, J J Kulagowski, A P Watt, D Rathbone, G I Stevenson, R W Carling, R Baker, G R Marshall, J A Kemp, A C Foster, S Grimwood, R Hargreaves, C Hurley, K L Saywell, M D Tricklebank, P D Leeson. Effect of plasma protein binding on in vivo activity and brain penetration of glycine/NMDA receptor antagonists. Journal of medicinal chemistry. 1997 Dec; 40(25):4053-68. doi: 10.1021/jm970417o. [PMID: 9406596]
  • M Matoba, U Tomita, T Nishikawa. Characterization of 5,7-dichlorokynurenate-insensitive D-[3H]serine binding to synaptosomal fraction isolated from rat brain tissues. Journal of neurochemistry. 1997 Jul; 69(1):399-405. doi: 10.1046/j.1471-4159.1997.69010399.x. [PMID: 9202334]
  • J E Ishmael, P H Franklin, T F Murray, M Leid. High level expression of the NMDAR1 glutamate receptor subunit in electroporated COS cells. Journal of neurochemistry. 1996 Oct; 67(4):1500-10. doi: 10.1046/j.1471-4159.1996.67041500.x. [PMID: 8858933]
  • R T Layer, P Popik, T Olds, P Skolnick. Antidepressant-like actions of the polyamine site NMDA antagonist, eliprodil (SL-82.0715). Pharmacology, biochemistry, and behavior. 1995 Nov; 52(3):621-7. doi: 10.1016/0091-3057(95)00155-p. [PMID: 8545484]
  • I A Paul, G Nowak, R T Layer, P Popik, P Skolnick. Adaptation of the N-methyl-D-aspartate receptor complex following chronic antidepressant treatments. The Journal of pharmacology and experimental therapeutics. 1994 Apr; 269(1):95-102. doi: NULL. [PMID: 8169857]
  • G Nowak, I A Paul, P Popik, A Young, P Skolnick. Ca2+ antagonists effect an antidepressant-like adaptation of the NMDA receptor complex. European journal of pharmacology. 1993 Sep; 247(1):101-2. doi: 10.1016/0922-4106(93)90144-x. [PMID: 8258355]
  • G Nowak, R Trullas, R T Layer, P Skolnick, I A Paul. Adaptive changes in the N-methyl-D-aspartate receptor complex after chronic treatment with imipramine and 1-aminocyclopropanecarboxylic acid. The Journal of pharmacology and experimental therapeutics. 1993 Jun; 265(3):1380-6. doi: . [PMID: 8099620]
  • R T McCabe, C G Wasterlain, N Kucharczyk, R D Sofia, J R Vogel. Evidence for anticonvulsant and neuroprotectant action of felbamate mediated by strychnine-insensitive glycine receptors. The Journal of pharmacology and experimental therapeutics. 1993 Mar; 264(3):1248-52. doi: . [PMID: 8383742]