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SML1612

Sigma-Aldrich

2-PMPA

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

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C6H11O7P
Número CAS:
173039-10-6
Peso molecular:
226.12
Número MDL:
MFCD00940167
Código UNSPSC:
12352200
ID de substância PubChem:
329825498
NACRES:
NA.77

Nome do produto

2-PMPA, ≥98% (HPLC)

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

powder

condição de armazenamento

desiccated

cor

white to beige

solubilidade

H2O: 20 mg/mL, clear

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

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)

chave InChI

ISEYJGQFXSTPMQ-UHFFFAOYSA-N

Categorias relacionadas

Ações bioquímicas/fisiológicas

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).

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
076M4726V

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2-PMPA, a NAAG peptidase inhibitor, attenuates magnetic resonance BOLD signals in brain of anesthetized mice
Baslow M H, et al.
Journal of Molecular Neuroscience, 26(1), 1-16 (2005)
Mena Asha Krishnan et al.
Biomaterials science, 9(6), 2295-2312 (2021-02-09)
The current challenge in fluorescence guided surgery (FGS) for prostate cancer (PCa) is in the design of imaging probes with high selectivity, clear visualization of tumour margins, and minimal toxicity. This report aims to design and develop a novel NIR-nanoprobe
Inhibition of N-acetylated-alpha-Linked-Acidic Dipeptidase (NAALADase) by 2-PMPA Attenuates Cocaine-Induced Relapse in Rats: A NAAG-mGluR2/3-Mediated Mechanism
Xi Z X, et al.
Journal of Neurochemistry, 112(2), 564-564 (2010)
Eden Kapcan et al.
Current protocols in chemical biology, 12(4), e88-e88 (2020-12-17)
The emergence of covalent inhibitors and chemoproteomic probes in translational chemical biology research requires the development of robust biophysical and analytical methods to characterize their complex interactions with target biomolecules. Importantly, these methods must efficiently assess target selectivity and accurately
Mena Asha Krishnan et al.
Current protocols in chemical biology, 10(4), e50-e50 (2018-09-14)
Present treatment strategies focus on minimizing unwanted toxicity to healthy cells during chemotherapeutic treatment. This is achieved by developing strategies to selectively deliver drugs to malignant cells over-expressing specific protein biomarkers. The drugs are attached via a self-immolative linker to

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