MW 252.2 Da. Potent, competitive NMDA antagonist. See separate isomer (ab120159).
Also available in simple stock solutions (ab146720) - add 1 ml of water to get an exact, ready-to-use concentration.
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- Nature neuroscience 27:484-4962024The developmental timing of spinal touch processing alterations predicts behavioral changes in genetic mouse models of autism spectrum disorders.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAniqa Tasnim,Ilayda Alkislar,Richard Hakim,Josef Turecek,Amira Abdelaziz,Lauren L Orefice,David D GintyPubMed 38233682
- Developmental dynamics : an official publication of the American Association of Anatomists 252:124-1442022Cochlear hair cell innervation is dependent on a modulatory function of Semaphorin-3A.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHomero L Cantu-Guerra,Michael R Papazian,Anna L Gorsky,Nathalie S Alekos,Adam Caccavano,Nare Karagulyan,Jakob Neef,Stefano Vicini,Tobias Moser,Thomas M CoatePubMed 36284453
- The Journal of neuroscience : the official journal of the Society for Neuroscience 42:6211-62202022Induction of Activity-Dependent Plasticity at Auditory Nerve Synapses.Applications:Unspecified applicationReactive species:Unspecified reactive speciesNicole F Wong,Matthew A Xu-FriedmanPubMed 35790402
- Nature metabolism 4:627-6432022Astrocytic BDNF signaling within the ventromedial hypothalamus regulates energy homeostasis.Applications:Unspecified applicationReactive species:Unspecified reactive speciesDominique Ameroso,Alice Meng,Stella Chen,Jennifer Felsted,Chris G Dulla,Maribel RiosPubMed 35501599
- Cell reports 26:2289-2297.e32019The Role of Ca2.1 Channel Facilitation in Synaptic Facilitation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesChristopher Weyrer,Josef Turecek,Zachary Niday,Pin W Liu,Evanthia Nanou,William A Catterall,Bruce P Bean,Wade G RegehrPubMed 30811980
- Neuron 101:938-949.e42019Neuronal Regulation of Fast Synaptotagmin Isoforms Controls the Relative Contributions of Synchronous and Asynchronous Release.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJosef Turecek et. al.PubMed 30733150
- Neuron 100:564-578.e32018Ephaptic Coupling Promotes Synchronous Firing of Cerebellar Purkinje Cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKyung-Seok Han et. al.PubMed 30293822
- The Journal of neuroscience : the official journal of the Society for Neuroscience 36:10404-104152016Glutamate Clearance Is Locally Modulated by Presynaptic Neuronal Activity in the Cerebral Cortex.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMoritz Armbruster,Elizabeth Hanson,Chris G DullaPubMed 27707974
- Cerebral cortex (New York, N.Y. : 1991) 25:2306-202014Traumatic Brain Injury Increases Cortical Glutamate Network Activity by Compromising GABAergic Control.Applications:Unspecified applicationReactive species:Unspecified reactive speciesDavid Cantu et. al.PubMed 24610117
Key facts
- CAS number
- 100828-16-8
- Form
- Solid
- Molecular weight
- 252.2 Da
- Molecular formula
- C8H17N2O5P
- PubChem identifier
- 1228
- Nature
- Synthetic
Alternative names
AMPA 1, AMPA-selective glutamate receptor 1, AW490526, Chi-1, EB11, EIEE27, EPND, FESD, GLUH1, GRIA1_HUMAN, GRIN 2A, GRIN 2B, GRIN3A, GRIN3B, GluA1, GluN1, GluN2A, GluN2C, GluN2D, GluN3B, GluR-1, GluR-A, GluR-K1, 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 [NMDA] receptor subunit 3A, Glutamate [NMDA] receptor subunit 3B, Glutamate [NMDA] receptor subunit epsilon-1, Glutamate [NMDA] receptor subunit epsilon-2, Glutamate [NMDA] receptor subunit epsilon-3, Glutamate [NMDA] receptor subunit epsilon-4, Glutamate [NMDA] receptor subunit zeta-1, Glutamate receptor, Glutamate receptor 1, Glutamate receptor ionotropic, Glutamate receptor ionotropic AMPA 1, 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 NMDA 3B, Glutamate receptor ionotropic NMDA2B, Glutamate receptor ionotropic, N-methyl-D aspartate, subunit 1, Glutamate receptor ionotropic, NMDA 2C, Glutamate receptor subunit epsilon 2, Glutamate receptor, ionotropic, N-methyl D-aspartate 2D, Glutamate receptor, ionotropic, NMDA2B (epsilon 2), Grin2c, Grin2d, HBGR1, LKS, MGC133252, MGC142178, MGC142180, MRD6, MRD8, 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 subunit 2D, 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 subtype 2D, N-methyl-D-aspartate receptor, N-methyl-D-aspartate receptor subtype 3A, N-methyl-D-aspartate receptor subtype 3B, N-methyl-D-aspartate receptor subunit 3, N-methyl-D-aspartate receptor subunit NR1, NMD-R1, NMD3A_HUMAN, NMD3B_HUMAN, NMDA 1, NMDA 2D, NMDA NR2B, NMDA receptor 1, NMDA receptor subtype 2A, NMDA receptor subunit 3B, NMDA type glutamate receptor subunit NR3B, NMDAR, NMDAR-L, NMDAR-L1, NMDAR2C, NMDAR2D, NMDAR3A, NMDAR3B, NMDE1_HUMAN, NMDE2_HUMAN, NMDE3_HUMAN, NMDE4_HUMAN, NMDZ1_HUMAN, NR1, NR2A, NR2B, NR2C, NR2D, NR3, OTTHUMP00000041930, OTTHUMP00000160135, OTTHUMP00000160643, OTTHUMP00000165781, OTTHUMP00000174531, OTTHUMP00000224241, OTTHUMP00000224242, OTTHUMP00000224243, estrogen receptor binding CpG island, glutamate receptor ionotropic NMDA 2D, glutamate receptor ionotropic, NMDA 1, hNR 3, hNR2A
Recommended products
MW 252.2 Da. Potent, competitive NMDA antagonist. See separate isomer (ab120159).
Also available in simple stock solutions (ab146720) - add 1 ml of water to get an exact, ready-to-use concentration.
Key facts
- CAS number
- 100828-16-8
- Form
- Solid
- Molecular weight
- 252.2 Da
- Molecular formula
- C8H17N2O5P
- PubChem identifier
- 1228
- Nature
- Synthetic
- Solubility
Soluble in water to 100 mM.
- Biochemical name
- 4-(3-Phosphonopropyl)piperazine-2-carboxylic acid
- Biological description
Potent, competitive NMDA antagonist. See separate isomer (ab120159).
Also available in simple stock solutions (ab146720) - add 1 ml of water to get an exact, ready-to-use concentration.- Canonical SMILES
- C1CN(CC(N1)C(=O)O)CCCP(=O)(O)O
- InChI
- InChI=1S/C8H17N2O5P/c11-8(12)7-6-10(4-2-9-7)3-1-5-16(13,14)15/h7,9H,1-6H2,(H,11,12)(H2,13,14,15)
- InChIKey
- CUVGUPIVTLGRGI-UHFFFAOYSA-N
- IUPAC name
- 4-(3-phosphonopropyl)piperazine-2-carboxylic acid
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- Ambient
- Appropriate long-term storage conditions
- Ambient
- 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
The N-Methyl-D-Aspartate Receptor (NMDAR) subunits such as NMDAR2A NMDAR2B GluN2C NMDAR1 GluN2D NR3A and NR3B are key components of glutamate receptors also including the AMPA subtype Glutamate Receptor 1. These receptors are ionotropic and mediate synaptic transmission in the central nervous system. They are expressed in the brain particularly in regions such as the hippocampus and cortex. NMDAR1 also known as GluN1 serves as an obligatory subunit required for functional receptor assembly. The mass of NMDAR subunits varies; for example the GluN1 subunit has an approximate mass of 120 kDa.
- Biological function summary
These glutamate receptor subunits forming part of NMDAR and AMPA receptor complexes modulate synaptic plasticity which underlies learning and memory. NMDARs are tetrameric complexes composed mostly of two GluN1 subunits combined with two region-specific GluN2 (A-D) or GluN3 (A B) subunits creating diversity in function and pharmacological characteristics. The AMPA receptor primarily built of GluA1 through GluA4 subunits contributes to fast excitatory neurotransmission. Together these receptors regulate calcium ion flow into neurons impacting cellular events essential for neural communication and adaptation.
- Pathways
NMDARs and AMPA receptors integrate into key neural and signaling pathways such as the long-term potentiation pathway which is essential for memory formation. NMDAR activation allows calcium influx necessary for initiating intracellular signaling cascades. The interactions with proteins like CaMKII and synaptic scaffolds like PSD-95 illustrate the role of these receptors in synaptic and protein signaling networks that adjust synaptic strength.
- Associated diseases and disorders
NMDAR and AMPA receptors have massive implications in neurodegenerative diseases like Alzheimer's and neuropsychiatric disorders such as schizophrenia. Dysregulation in NMDAR function possibly through inadequate blockade by antagonists like D-AP5 or D-APV links to excitotoxicity a condition contributing to neuronal death as seen in Alzheimer's. In schizophrenia altered NMDAR signaling is connected to cognitive dysfunction and both NMDAR and AMPA may serve as therapeutic targets.
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1 product image
Chemical Structure - (R,S)-CPP, NMDA antagonist (ab120160)
2D chemical structure image of ab120160, (R,S)-CPP, NMDA antagonist
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