| Identification | Back Directory | [Name]
PMPA(NAALADaseinhibitor) | [CAS]
173039-10-6 | [Synonyms]
2-PMPA
CS-2454
NAALADASEINHIBITOR
PMPA(NAALADaseinhibitor)
2-PMPA(NAALADaseinhibitor)
Pentanedioic acid, 2-(phosphonomethyl)-
2-(Phosphonomethyl)pentane-1,5-dioicacid | [Molecular Formula]
C6H11O7P | [MDL Number]
MFCD00940167 | [MOL File]
173039-10-6.mol | [Molecular Weight]
226.12 |
| Chemical Properties | Back Directory | [Boiling point ]
538.8±60.0 °C(Predicted) | [density ]
1.658±0.06 g/cm3(Predicted) | [storage temp. ]
room temp | [solubility ]
Soluble to 100 mM in sterile | [form ]
powder | [pka]
2.06±0.10(Predicted) | [color ]
white to beige | [Water Solubility ]
Soluble to 100 mM in water | [InChI]
1S/C6H11O7P/c7-5(8)2-1-4(6(9)10)3-14(11,12)13/h4H,1-3H2,(H,7,8)(H,9,10)(H2,11,12,13) | [InChIKey]
ISEYJGQFXSTPMQ-UHFFFAOYSA-N | [SMILES]
O=C(O)CCC(C(O)=O)CP(O)(O)=O |
| Hazard Information | Back Directory | [Uses]
2-(Phosphonomethyl)pentanedioic Acid is a selective glutamate carboxypeptidase 2 (GCP-II) inhibitor, the enzyme which catabolizes the abundant neuropeptide N-acetyl-aspartyl-glutamate (NAAG) to N-acetylaspartate (NAA) and glutamate. A posiible target in the treatment of multiple sclerosis and Schizophrenia. | [Biological Activity]
Highly potent and selective inhibitor of? glutamate carboxypeptidase 2 (GCP II/N-acetylated α -linked dipeptidase/NAALADase) with a K i value of 275 pM. Neuroprotective; protects against glutamate-mediated motor neuron degeneration and reduces volume of injury following middle cerebral artery occlusion (MCAO). | [Biochem/physiol Actions]
2-PMPA is a potent and selective inhibitor of Glutamate carboxypeptidase II (GCPII). | [in vivo]
Intraperitoneal administration of 100 mg/kg 2-PMPA results in maximum concentration in plasma of 275 μg/mL at 0.25 h. The half-life, area under the curve, apparent clearance, and volume of distribution are 0.64 h, 210 μg×h/mL, 7.93 mL/min/kg, and 0.44 L/kg, respectively[1]. 2-PMPA at 250 mg/kg, in an anesthetized mouse, after an initial rise, produces a rapid decline and a striking attenuation in BOLD signals in gray matter. The signature of 2-PMPA on brain T2* signals in gray matter at both 167 and 250 mg/kg includes a significant initial rise lasting several minutes[3]. 2-PMPA has neuroprotective activity in an animal model of stroke and anti-allodynic activity in CCI model. Administration of 2-PMPA (50mg/kg) produces a mean peak concentration of 2-PMPA of 29.66±8.1 μM. This concentration is about 100,000 fold more than is needed for inhibition of NAAG peptidase, and indicates very good penetration to the brain. Administration of 50 mg/kg 2-PMPA (i.p.) produces a continuously increasing extracellular NAAG concentration, which startes directly after application[4]. | [storage]
Desiccate at RT |
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| Company Name: |
BOC Sciences
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| Tel: |
1-631-485-4226; 16314854226 |
| Website: |
https://www.bocsci.com |
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