5,7-dichlorokynurenic acid

DCKA
	IUPAC name 5,7-dichloro-4-oxo-1H-quinoline-2-carboxylic acid
Identifiers
CAS number	131123-76-7
PubChem	1779
IUPHAR ligand	2361
Jmol-3D images	Image 1
	SMILES C1=C(C=C2C(=C1Cl)C(=O)C=C(N2)C(=O)O)Cl ;
Properties
Molecular formula	C10H5Cl2NO3
Molar mass	258.058 g/mol
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references

WordNet

street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
having the characteristics of an acid; "an acid reaction"

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/09/11 17:23:20」(JST)

DCKA (5,7-dichlorokynurenic acid) is a selective NMDA receptor (NMDAR) antagonist acting at the glycine site on the NMDAR complex.^[1]

^ McNamara D, Smith EC, Calligaro DO, O'Malley PJ, McQuaid LA, Dingledine R. 5,7-Dichlorokynurenic acid, a potent and selective competitive antagonist of the glycine site on NMDA receptors. Neuroscience Letters. 1990 Nov 27;120(1):17-20. PMID 2149877

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Glycine plays a crucial role as a co-agonist of NMDA receptors in the neuronal circuit generating body movements in rat fetuses.

Shimomura H1, Ito M2, Nishiyama A2, Tanizawa T3, Takeshima Y3, Nishimaru H4, Arata A5.
Neuroscience research.Neurosci Res.2015 Aug;97:13-9. doi: 10.1016/j.neures.2015.03.004. Epub 2015 Mar 28.
Neuronal circuits generating fetal movements in mammals are localized in the brainstem and the spinal cord. It has been shown that glycine plays an important role through the strychnine-sensitive glycine receptors in these circuits. However, the role of glycine as the NMDA receptor co-agonist in fet
PMID 25828272

Structural dynamics of the glycine-binding domain of the N-methyl-D-aspartate receptor.

Dolino DM1, Cooper D2, Ramaswamy S1, Jaurich H2, Landes CF3, Jayaraman V4.
The Journal of biological chemistry.J Biol Chem.2015 Jan 9;290(2):797-804. doi: 10.1074/jbc.M114.605436. Epub 2014 Nov 17.
N-Methyl-D-aspartate receptors mediate the slow component of excitatory neurotransmission in the central nervous system. These receptors are obligate heteromers containing glycine- and glutamate-binding subunits. The ligands bind to a bilobed agonist-binding domain of the receptor. Previous x-ray st
PMID 25404733

Activation-induced structural change in the GluN1/GluN3A excitatory glycine receptor.

Balasuriya D1, Takahashi H1, Srivats S1, Edwardson JM2.
Biochemical and biophysical research communications.Biochem Biophys Res Commun.2014 Aug 8;450(4):1452-7. doi: 10.1016/j.bbrc.2014.07.009. Epub 2014 Jul 10.
Unlike GluN2-containing N-methyl-d-aspartate (NMDA) receptors, which require both glycine and glutamate for activation, receptors composed of GluN1 and GluN3 subunits are activated by glycine alone. Here, we used atomic force microscopy (AFM) imaging to examine the response to activation of the GluN
PMID 25017909

Contribution of endogenous glycine site NMDA agonists to excitotoxic retinal damage in vivo

Neuroscience research : the official journal of the Japan Neuroscience Society 56(3), 279-285, 2006-11-01
NAID 10019272913

5,7-Dichlorokynurenic acid, a potent and selective competitive antagonist of the glycine site on NMDA receptors