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AB144485

(+)-MK 801 maleate (Dizocilpine) (mM/ml), NMDA antagonist

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(16 Publications)

MW 337.4 Da, Purity >99%. Potent, selective non-competitive NMDA receptor antagonist. Open channel blocker of the NMDA receptor operated ion channel.
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Chemical Structure - (+)-MK 801 maleate (Dizocilpine) (mM/ml), NMDA antagonist (AB144485)
  • Chemical Structure

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Chemical Structure - (+)-MK 801 maleate (Dizocilpine) (mM/ml), NMDA antagonist (AB144485)

2D chemical structure image of ab144485, (+)-MK 801 maleate (Dizocilpine) (mM/ml), NMDA antagonist

Key facts

CAS number

77086-22-7

Purity

>99%

Form

Solid

form

Molecular weight

337.4 Da

Molecular formula

C<sub>2</sub><sub>0</sub>H<sub>1</sub><sub>9</sub>NO<sub>4</sub>

PubChem

6420042

Nature

Synthetic

Biochemical name

Dizocilpine maleate

Biological description

Potent, selective non-competitive NMDA receptor antagonist. Open channel blocker of the NMDA receptor operated ion channel.

Canonical smiles

CC12C3=CC=CC=C3CC(N1)C4=CC=CC=C24.C(=CC(=O)O)C(=O)O

Isomeric smiles

C[C@@]12C3=CC=CC=C3C[C@@H](N1)C4=CC=CC=C24.C(=C\C(=O)O)\C(=O)O

InChi

InChI=1S/C16H15N.C4H4O4/c1-16-13-8-4-2-6-11(13)10-15(17-16)12-7-3-5-9-14(12)16;5-3(6)1-2-4(7)8/h2-9,15,17H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-,16+;/m1./s1

InChiKey

QLTXKCWMEZIHBJ-PJGJYSAQSA-N

IUPAC Name

(Z)-but-2-enedioic acid;(1S,9R)-1-methyl-16-azatetracyclo[7.6.1.02,7.010,15]hexadeca-2,4,6,10,12,14-hexaene

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Complementary Products

Biochemicals

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Secondary Antibodies

AB150077

Goat Anti-Rabbit IgG H&L (Alexa Fluor® 488)

Immunocytochemistry/ Immunofluorescence - Goat Anti-Rabbit IgG H&L (Alexa Fluor® 488) (AB150077)

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Biochemicals

AB144488

CNQX disodium salt (mM/ml), AMPA / kainate antagonist (water soluble)

Flow Cytometry - CNQX disodium salt (mM/ml), AMPA / kainate antagonist (water soluble) (AB144488)

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Biochemicals

AB120008

MPEP hydrochloride, mGlu5 antagonist

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Properties and storage information

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
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Supplementary information

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

The N-methyl-D-aspartate receptor (NMDAR) subunits including NMDAR2A NMDAR2B GluN2C NMDAR1 NMDAR3A NMDAR3B and GluN2D form a class of ionotropic glutamate receptors and are important in synaptic transmission. These subunits make up NMDAR subtypes where NMDAR1 often combines with other subunits to form receptor complexes. NMDARs are ubiquitously expressed in the central nervous system especially in regions such as the hippocampus and cortex. The molecular mass of NMDAR2A one of the main subunits is approximately 180 kDa. Different subunit compositions determine the receptor's biophysical and pharmacological properties impacting neuronal communication significantly.
Biological function summary

These NMDAR subunits function in mediating excitatory neurotransmission and are fundamental for synaptic plasticity learning and memory processes. The receptor is typically part of a multi-subunit complex that includes various combinations of these subunits allowing a variety of functional properties. The receptors modulate calcium ion influx into neurons therefore playing an important role in the activation of intracellular signaling pathways. Inhibitory neurotransmitters often balance their excitatory effects therefore maintaining neural circuit stability.

Pathways

NMDAR subunits participate in critical signaling pathways like the glutamatergic synapse and calcium signaling pathways. These pathways are essential for neuronal communication and are tightly linked with other proteins such as calcium/calmodulin-dependent protein kinase II (CaMKII) which gets activated by calcium influx. Cross-talk with proteins like PSD-95 can localize and stabilize NMDARs at the synapse further refining the signaling cascade's effects.

NMDAR dysfunctions associate with neurological conditions such as Alzheimer's disease and epilepsy. In Alzheimer's disease the altered NMDAR signaling particularly in the presence of amyloid beta contributes to synaptic failure and neurodegeneration. In epilepsy the imbalance between excitatory and inhibitory neurotransmitters can lead to excessive neuron firing where NMDAR subunits play a part in this pathology. The interaction of NMDARs with proteins like NMDA receptor antibodies is explored in anti-NMDAR encephalitis a disorder that highlights the immune system's impact on these receptors.
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Product protocols

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Publications (16)

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

The Journal of neuroscience : the official journal of the Society for Neuroscience 33:9150-60 PubMed23699525

2013

Triheteromeric NMDA receptors at hippocampal synapses.

Applications

Unspecified application

Species

Unspecified reactive species

Kenneth R Tovar,Matthew J McGinley,Gary L Westbrook

The Journal of neuroscience : the official journal of the Society for Neuroscience 33:4754-67 PubMed23486947

2013

Neural injury alters proliferation and integration of adult-generated neurons in the dentate gyrus.

Applications

Unspecified application

Species

Unspecified reactive species

Julia V Perederiy,Bryan W Luikart,Eric K Washburn,Eric Schnell,Gary L Westbrook

Nature structural & molecular biology 20:477-85 PubMed23454977

2013

Allosteric signaling and dynamics of the clamshell-like NMDA receptor GluN1 N-terminal domain.

Applications

Unspecified application

Species

Unspecified reactive species

Shujia Zhu,David Stroebel,C Andrea Yao,Antoine Taly,Pierre Paoletti

Journal of neurochemistry 125:205-13 PubMed23350646

2013

Chondroitin sulfate, a major component of the perineuronal net, elicits inward currents, cell depolarization, and calcium transients by acting on AMPA and kainate receptors of hippocampal neurons.

Applications

Unspecified application

Species

Unspecified reactive species

Marcos Maroto,José-Carlos Fernández-Morales,Juan Fernando Padín,José C González,Jesús M Hernández-Guijo,Eulalia Montell,Josep Vergés,Antonio M G de Diego,Antonio G García

Chembiochem : a European journal of chemical biolo 14:230-5 PubMed23292655

2013

Expanding the genetic code in Xenopus laevis oocytes.

Applications

Unspecified application

Species

Unspecified reactive species

Shixin Ye,Morgane Riou,Stéphanie Carvalho,Pierre Paoletti

The Journal of neuroscience : the official journal of the Society for Neuroscience 32:8065-73 PubMed22674281

2012

Amino-terminal ligands prolong NMDA Receptor-mediated EPSCs.

Applications

Unspecified application

Species

Unspecified reactive species

Kenneth R Tovar,Gary L Westbrook

The Journal of physiology 590:2317-31 PubMed22411007

2012

Activation of glutamate transport evokes rapid glutamine release from perisynaptic astrocytes.

Applications

Unspecified application

Species

Unspecified reactive species

Nneka M Uwechue,Mari-Carmen Marx,Quentin Chevy,Brian Billups

Neuroscience 199:51-63 PubMed22027237

2011

Complex receptor mediation of acute ketamine application on in vitro gamma oscillations in mouse prefrontal cortex: modeling gamma band oscillation abnormalities in schizophrenia.

Applications

Unspecified application

Species

Unspecified reactive species

J M McNally,R W McCarley,J T McKenna,Y Yanagawa,R E Brown

BMC neuroscience 12:103 PubMed21991932

2011

Neuregulin1/ErbB4-induced migration in ST14A striatal progenitors: calcium-dependent mechanisms and modulation by NMDA receptor activation.

Applications

Unspecified application

Species

Unspecified reactive species

Giulia Pregno,Pollyanna Zamburlin,Giovanna Gambarotta,Silvia Farcito,Valentina Licheri,Federica Fregnan,Isabelle Perroteau,Davide Lovisolo,Patrizia Bovolin

The EMBO journal 30:3134-46 PubMed21685875

2011

Molecular basis of positive allosteric modulation of GluN2B NMDA receptors by polyamines.

Applications

Unspecified application

Species

Unspecified reactive species

Laetitia Mony,Shujia Zhu,Stéphanie Carvalho,Pierre Paoletti
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