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Merck
CN

SML1612

2-PMPA

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

Synonym(s):

2-(Phosphonomethyl)-pentandioic acid, 2-Phosphonomethyl pentanedioic acid, PMPA

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About This Item

Empirical Formula (Hill Notation):
C6H11O7P
CAS Number:
Molecular Weight:
226.12
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
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Product Name

2-PMPA, ≥98% (HPLC)

Quality Segment

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

Biochem/physiol Actions

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.
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).


pictograms

Exclamation mark

signalword

Warning

hcodes

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



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