Chlorpyrifos-oxon

Chlorpyrifos-oxon, an active metabolite of Chlorpyrifos, is a potent phosphorylating agent that potently inhibits AChE. Chlorpyrifos-oxon can induce cross-linking between subunits of tubulin and disrupt microtubule function[1][2][3][4].

Product Specifications

CAS Number

[5598-15-2]

UNSPSC

12352005

Hazard Statement

H330

Target

Cholinesterase (ChE)

Type

Reference compound

Related Pathways

Neuronal Signaling

Applications

Neuroscience-Neurodegeneration

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/chlorpyrifos-oxon.html

Concentration

10mM

Purity

99.39

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

O=P(OCC)(OC1=NC(Cl)=C(Cl)C=C1Cl)OCC

Molecular Formula

C9H11Cl3NO4P

Molecular Weight

334.52

Precautions

H330

References & Citations

[1]Florian Eyer, et al. Extreme variability in the formation of chlorpyrifos oxon (CPO) in patients poisoned by chlorpyrifos (CPF) . Biochem Pharmacol. 2009 Sep 1;78 (5) :531-7.|[2]Lawrence M Schopfer, et al. Chlorpyrifos oxon promotes tubulin aggregation via isopeptide cross-linking between diethoxyphospho-Lys and Glu or Asp: Implications for neurotoxicity. J Biol Chem. 2018 Aug 31;293 (35) :13566-13577.|[3]Jie Gao, et al. Chlorpyrifos and chlorpyrifos oxon impair the transport of membrane bound organelles in rat cortical axons. Neurotoxicology. 2017 Sep;62:111-123.|[4]Wei Jiang, et al. Mice treated with chlorpyrifos or chlorpyrifos oxon have organophosphorylated tubulin in the brain and disrupted microtubule structures, suggesting a role for tubulin in neurotoxicity associated with exposure to organophosphorus agents. Toxicol Sci. 2010 May;115 (1) :183-93.