2-(Phosphonomethyl)-pentanedioic

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2-(Phosphonomethyl)-pentanedioic Acid

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Cat No: 21916

Biochemicals - Small Molecule Inhibitors

2-(Phosphonomethyl)-pentanedioic acid (2-PMPA) is a potent inhibitor of glutamate carboxypeptidase II (GCP II), also known as N-acetylated α-linked dipeptidase (NAALADase), with a Ki value of 98 pM for release of glutamate from the NAALADase peptide s...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

2-(phosphonomethyl)-pentanedioic acid

Correlated keywords:

2-phosphonomethylpentanedioic GCP-2 GCP2 GCPII 2PMPA mGluR LY-341495

Product Overview:
2-(Phosphonomethyl)-pentanedioic acid (2-PMPA) is a potent inhibitor of glutamate carboxypeptidase II (GCP II), also known as N-acetylated α-linked dipeptidase (NAALADase), with a Ki value of 98 pM for release of glutamate from the NAALADase peptide substrate N-acetylasparatylglutamate (NAAG).{38879} It is selective for GCP II/NAALADase over a panel of 100 receptors, transporters, ion channels, and enzymes at a concentration of 10 μM.{7392} 2-PMPA is neuroprotective against hypoxia (EC50 = 8.4 μM), but not veratridine-induced injury, in neuron-enriched primary cultures from rat embryo cerebellum.{38880} In vivo, 2-PMPA reduces neuronal cell death induced by middle cerebral artery occlusion via increases in NAAG expression and reduction of glutamate in rats.{7392} 2-PMPA (100 mg/kg) blocks the conditioned place preference response to cocaine, but not food, in male rats.{38881} It reduces the number of flinches induced by formalin injection into the footpad of mice when administered at a dose of 10 μg per animal, an effect that is reversed by the group II metabotropic glutamate receptor antagonist LY341495.{38878} 2-PMPA also decreases severity and delays onset of experimental autoimmune encephalomyelitis (EAE) in mice.{38882}

Size	1 mg
Shipping	dry ice
CAS Number	173039-10-6
Molecular Formula	C₆H₁₁O₇P
SMILES	OP(CC(C(O)=O)CCC(O)=O)(O)=O
Molecular Weight	226,1
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2918.99
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

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ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.