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AB120160

(R,S)-CPP, NMDA antagonist

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(9 Publications)

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.

View 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

1 Images
Chemical Structure - (R,S)-CPP, NMDA antagonist (AB120160)
  • Chemical Structure

Lab

Chemical Structure - (R,S)-CPP, NMDA antagonist (AB120160)

2D chemical structure image of ab120160, (R,S)-CPP, NMDA antagonist

Key facts

CAS number

100828-16-8

Form

Solid

form

Molecular weight

252.2 Da

Molecular formula

C<sub>8</sub>H<sub>1</sub><sub>7</sub>N<sub>2</sub>O<sub>5</sub>P

PubChem

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

Properties and storage information

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 information

This supplementary information is collated from multiple sources and compiled automatically.

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.

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.

Product protocols

Publications (9)

Recent publications for all applications. Explore the full list and refine your search

Nature neuroscience 27:484-496 PubMed38233682

2024

The developmental timing of spinal touch processing alterations predicts behavioral changes in genetic mouse models of autism spectrum disorders.

Applications

Unspecified application

Species

Unspecified reactive species

Aniqa Tasnim,Ilayda Alkislar,Richard Hakim,Josef Turecek,Amira Abdelaziz,Lauren L Orefice,David D Ginty

Developmental dynamics : an official publication of the American Association of Anatomists 252:124-144 PubMed36284453

2022

Cochlear hair cell innervation is dependent on a modulatory function of Semaphorin-3A.

Applications

Unspecified application

Species

Unspecified reactive species

Homero L Cantu-Guerra,Michael R Papazian,Anna L Gorsky,Nathalie S Alekos,Adam Caccavano,Nare Karagulyan,Jakob Neef,Stefano Vicini,Tobias Moser,Thomas M Coate

The Journal of neuroscience : the official journal of the Society for Neuroscience 42:6211-6220 PubMed35790402

2022

Induction of Activity-Dependent Plasticity at Auditory Nerve Synapses.

Applications

Unspecified application

Species

Unspecified reactive species

Nicole F Wong,Matthew A Xu-Friedman

Nature metabolism 4:627-643 PubMed35501599

2022

Astrocytic BDNF signaling within the ventromedial hypothalamus regulates energy homeostasis.

Applications

Unspecified application

Species

Unspecified reactive species

Dominique Ameroso,Alice Meng,Stella Chen,Jennifer Felsted,Chris G Dulla,Maribel Rios

Cell reports 26:2289-2297.e3 PubMed30811980

2019

The Role of Ca2.1 Channel Facilitation in Synaptic Facilitation.

Applications

Unspecified application

Species

Unspecified reactive species

Christopher Weyrer,Josef Turecek,Zachary Niday,Pin W Liu,Evanthia Nanou,William A Catterall,Bruce P Bean,Wade G Regehr

Neuron 101:938-949.e4 PubMed30733150

2019

Neuronal Regulation of Fast Synaptotagmin Isoforms Controls the Relative Contributions of Synchronous and Asynchronous Release.

Applications

Unspecified application

Species

Unspecified reactive species

Josef Turecek,Wade G Regehr

Neuron 100:564-578.e3 PubMed30293822

2018

Ephaptic Coupling Promotes Synchronous Firing of Cerebellar Purkinje Cells.

Applications

Unspecified application

Species

Unspecified reactive species

Kyung-Seok Han,Chong Guo,Christopher H Chen,Laurens Witter,Tomas Osorno,Wade G Regehr

The Journal of neuroscience : the official journal of the Society for Neuroscience 36:10404-10415 PubMed27707974

2016

Glutamate Clearance Is Locally Modulated by Presynaptic Neuronal Activity in the Cerebral Cortex.

Applications

Unspecified application

Species

Unspecified reactive species

Moritz Armbruster,Elizabeth Hanson,Chris G Dulla

Cerebral cortex (New York, N.Y. : 1991) 25:2306-20 PubMed24610117

2014

Traumatic Brain Injury Increases Cortical Glutamate Network Activity by Compromising GABAergic Control.

Applications

Unspecified application

Species

Unspecified reactive species

David Cantu,Kendall Walker,Lauren Andresen,Amaro Taylor-Weiner,David Hampton,Giuseppina Tesco,Chris G Dulla
View all publications

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