SML1612

2-PMPA

≥98% (HPLC), powder, glutamate carboxypeptidase II inhibitor

• Synonym(s): 2-(Phosphonomethyl)-pentandioic acid, 2-Phosphonomethyl pentanedioic acid, PMPA
• Empirical Formula (Hill Notation): C₆H₁₁O₇P
• CAS Number: 173039-10-6
• Molecular Weight: 226.12
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825498
• NACRES: NA.77
• MDL number: MFCD00940167
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Properties

• Product Name: 2-PMPA, ≥98% (HPLC)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: 20 mg/mL, clear
• storage temp.: room temp
• SMILES string: O=C(O)CCC(C(O)=O)CP(O)(O)=O
• 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)
• InChI key: ISEYJGQFXSTPMQ-UHFFFAOYSA-N

Description

Biochem/physiol Actions

2-PMPA is a potent (IC₅₀ ~ 1 nM) and selective inhibitor of Glutamate carboxypeptidase II (GCPII), also known as N-acetyl-L-aspartyl-L-glutamate peptidase I (NAALADase I), NAAG peptidase, or prostate-specific membrane antigen (PSMA). 2-PMPA has neuroprotective activity activity. 2-PMPA has been shown to prevent and treat cognitive impairment in the EAE model of multiple sclerosis and to protect against soman-induced neuropathology.

2-PMPA is a potent and selective inhibitor of Glutamate carboxypeptidase II (GCPII).

2-(phosphonomethyl)pentanedioic acid (2-PMPA) blocks intravenous cocaine self-administration maintained by low unit doses of cocaine. In addition, it also inhibits cocaine-induced reinstatement of drug-seeking behavior. 2-PMPA reduces blood oxygen-level dependent (BOLD) signals in brain of anesthetized mice.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319
• Precautionary Statements: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable