MW 223.61 Da, Purity >99%. Potent NMDA receptor glycine site antagonist. Water-soluble form available - please see 7-Chlorokynurenic acid sodium salt (ab120255).
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- Science advances 8:eabn32642022d-Serine controls epidermal vesicle release via NMDA receptor, allowing tissue migration during the metamorphosis of the chordate .Applications:Unspecified applicationReactive species:Unspecified reactive speciesGabriel Krasovec,Akiko Hozumi,Tomoyuki Yoshida,Takayuki Obita,Mayuko Hamada,Akira Shiraishi,Honoo Satake,Takeo Horie,Hisashi Mori,Yasunori SasakuraPubMed 35275721
Key facts
- CAS number
- 18000-24-3
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 223.61 Da
- Molecular formula
- C10H6ClNO3
- PubChem identifier
- 1884
- Nature
- Synthetic
Alternative names
15-PGDH, 15-hydroxyprostaglandin dehydrogenase [NAD+], AMPA 1, AMPA 2, AMPA 3, AMPA 4, AMPA-selective glutamate receptor 1, AMPA-selective glutamate receptor 2, AMPA-selective glutamate receptor 3, AMPA-selective glutamate receptor 4, AW490526, EIEE27, EPND, FESD, GLUH1, GLUK3, GLUR4C, GRIA1_HUMAN, GRIA2_HUMAN, GRIA3_HUMAN, GRIA4_HUMAN, GRIN 2A, GRIN 2B, GRIN3A, GRIN3B, GluA 4, GluA1, GluA2, GluA3, GluN1, GluN2A, GluN2C, GluR-1, GluR-2, GluR-3, GluR-4, GluR-A, GluR-B, GluR-C, GluR-D, GluR-K1, GluR-K2, GluR-K3, Glutamate Receptor Ionotropic N Methyl D Aspartate 2B, Glutamate Receptor Ionotropic N Methyl D Aspartate 2C, Glutamate Receptor Ionotropic N Methyl D Aspartate subunit 2B, Glutamate Receptor Ionotropic N methyl D aspartate 3A, Glutamate [NMDA] receptor subunit epsilon-1, Glutamate [NMDA] receptor subunit epsilon-2, Glutamate [NMDA] receptor subunit epsilon-3, Glutamate [NMDA] receptor subunit zeta-1, Glutamate ionotropic receptor AMPA type subunit 3, Glutamate receptor, Glutamate receptor 1, Glutamate receptor 2, Glutamate receptor 3, Glutamate receptor 4, Glutamate receptor C, Glutamate receptor ionotrophic AMPA 3, Glutamate receptor ionotrophic AMPA 4, Glutamate receptor ionotropic, Glutamate receptor ionotropic AMPA 1, Glutamate receptor ionotropic AMPA 2, Glutamate receptor ionotropic N methyl D aspartate 1, Glutamate receptor ionotropic N methyl D aspartate 2A, Glutamate receptor ionotropic N methyl D aspartate 3B, Glutamate receptor ionotropic NMDA2B, Glutamate receptor ionotropic, N-methyl-D aspartate, subunit 1, Glutamate receptor ionotropic, NMDA 2C, Glutamate receptor subunit 3, Glutamate receptor subunit epsilon 2, Glutamate receptor, ionotropic, AMPA 3, Glutamate receptor, ionotropic, NMDA2B (epsilon 2), Grin2c, HBGR1, HBGR2, Hpgd, Hydroxyprostaglandin dehydrogenase 15 (NAD), Ionotrophic Glutamate Receptor, Ionotropic Glutamate receptor 4, LKS, MGC133252, MGC142178, MGC142180, MRD6, MRD8, MRX94, N Methly D Aspartate Receptor Channel Subunit Epsilon 3, N methyl D asparate receptor channel subunit epsilon 2, N methyl D aspartate receptor channel subunit zeta 1, N methyl D aspartate receptor channel, subunit epsilon 1, N methyl D aspartate receptor subunit 2A, N methyl D aspartate receptor subunit 2B, N methyl D aspartate receptor subunit 2C, N-methyl D-aspartate receptor subtype 2A, N-methyl D-aspartate receptor subtype 2B, N-methyl D-aspartate receptor subtype 2C, N-methyl-D-aspartate receptor, N-methyl-D-aspartate receptor subunit 3, N-methyl-D-aspartate receptor subunit NR1, NAD+ dependent 15 hydroxyprostaglandin dehydrogenase, NMD-R1, NMDA 1, NMDA NR2B, NMDA receptor 1, NMDA receptor subtype 2A, NMDA receptor subunit 3A, NMDA receptor subunit 3B, NMDAR, NMDAR2C, NMDE1_HUMAN, NMDE2_HUMAN, NMDE3_HUMAN, NMDZ1_HUMAN, NR1, NR2A, NR2B, NR2C, NR3, OTTHUMP00000041930, OTTHUMP00000160135, OTTHUMP00000160643, OTTHUMP00000165781, OTTHUMP00000174531, OTTHUMP00000218960, OTTHUMP00000219016, OTTHUMP00000219018, OTTHUMP00000224241, OTTHUMP00000224242, OTTHUMP00000224243, PGDH1, PGDH_HUMAN, PHOAR1, Prostaglandin dehydrogenase 1, SDR36C1, Short chain dehydrogenase/reductase family 36C member 1, dJ1171F9.1, glutamate receptor ionotropic, NMDA 1, hNR 3, hNR2A
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MW 223.61 Da, Purity >99%. Potent NMDA receptor glycine site antagonist. Water-soluble form available - please see 7-Chlorokynurenic acid sodium salt (ab120255).
Key facts
- CAS number
- 18000-24-3
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 223.61 Da
- Molecular formula
- C10H6ClNO3
- PubChem identifier
- 1884
- Nature
- Synthetic
- Solubility
Soluble in 1 eq. NaOH to 100 mM.
Soluble in DMSO to 100 mM.
- Biochemical name
- 7-Chlorokynurenic acid
- Biological description
Potent NMDA receptor glycine site antagonist. Water-soluble form available - please see 7-Chlorokynurenic acid sodium salt (ab120255).
- Canonical SMILES
- C1=CC2=C(C=C1Cl)NC(=CC2=O)C(=O)O
- InChI
- InChI=1S/C10H6ClNO3/c11-5-1-2-6-7(3-5)12-8(10(14)15)4-9(6)13/h1-4H,(H,12,13)(H,14,15)
- InChIKey
- UAWVRVFHMOSAPU-UHFFFAOYSA-N
- IUPAC name
- 7-chloro-4-oxo-1H-quinoline-2-carboxylic acid
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- +4°C
- Appropriate long-term storage conditions
- +4°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
N-methyl-D-aspartate receptor subunits including NMDAR2A NMDAR2B GluN2C and NMDAR1 play a central role in synaptic signaling in the central nervous system. These subunits combine to form heterotetrameric NMDA receptors also known as NMDARs. The NMDA receptor complex allows for the passage of calcium ions across the neuronal membrane in response to glutamate binding. This process is important for synaptic plasticity and memory function. Glutamate receptors often express in neuronal tissue with alternate subtypes such as AMPA receptors including Glutamate Receptor 1 and Glutamate receptor 3/GluA3 also participating in synaptic transmission. Within the scope of this topic important subunits encompass GluA4 GluN2C NMDAR3A and 3B all with roles in neurotransmission.
- Biological function summary
These receptors integrate into complexes that facilitate excitatory postsynaptic potentials. They modulate neuron excitability and contribute to long-term potentiation—a cellular mechanism underlying learning and memory. NMDA receptors along with AMPA subtypes assemble at synaptic junctions allowing them to respond rapidly to neurotransmitter release. Their assembly and location permit precise control over neuronal communication. Across different tissues 15-Prostaglandin Dehydrogenase (15-PGDH) although not part of the glutamate receptor family may influence signals through its enzymatic activity affecting inflammatory processes.
- Pathways
Glutamate receptors participate actively in the excitatory neurotransmission pathway and neuroplasticity-related signaling cascades. Their functionality connects closely to the calcium/calmodulin-dependent protein kinase (CaMK) pathway which amplifies synaptic transmission. These receptors also interact functionally with proteins like PSD-95 a postsynaptic density protein that organizes signaling molecules at synapses. Such protein-protein associations ensure that neuronal responses remain finely tuned enabling precise memory and learning processes.
- Associated diseases and disorders
Abnormal functioning of NMDA and related glutamate receptors associates with neurological conditions such as Alzheimer's disease and epilepsy. Excessive receptor activity may lead to excitotoxicity damaging neurons and exacerbating such disorders. Pathological changes often relate to proteins like tau and amyloid-beta in Alzheimer's where glutamate receptor dysregulation contributes to synaptic loss. In epilepsy altered NMDA receptor activity influences convulsive thresholds and seizure occurrences. Understanding these interactions opens pathways for potential therapeutic interventions targeting receptor modulation.
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Chemical Structure - 7-Chlorokynurenic acid, NMDA receptor glycine site antagonist (ab120024)
2D chemical structure image of ab120024, 7-Chlorokynurenic acid, NMDA receptor glycine site antagonist
Functional Studies - 7-Chlorokynurenic acid, NMDA receptor glycine site antagonist (ab120024)
ab12416 staining cGMP in SKNSH cells treated with 7-Chlorokynurenic acid (ab120024), by ICC/IF. Decrease in cGMP expression correlates with increased concentration of 7-Chlorokynurenic acid, as described in literature.
The cells were incubated at 37°C for 15 minutes in media containing different concentrations of ab120024 (7-Chlorokynurenic acid) in DMSO. Some samples where then further incubated with 15 µM NMDA (NMDA, excitotoxic amino acid ab120052) for 5 minutes and all samples were fixed with 100% methanol for 5 minutes at -20°C and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab12416 (5 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 anti-rabbit polyclonal antibody (Goat Anti-Rabbit IgG H&L (DyLight® 488) preadsorbed ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.
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