MPP+

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MPP+
1-methyl-4-phenylpyridinium.svg
IUPAC name 1-Methyl-4-phenylpyridin-1-ium
Other names Cyperquat
Identifiers
CAS number 39794-99-5
PubChem 39484
EINECS number 248-939-7
MeSH 1-Methyl-4-phenylpyridinium
SMILES C[n+]1=cc=c(c=c1)c2=cc=cc=c2
Properties
Molecular formula C12H12N]]+
Molar mass 173.25 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

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MPP+ (1-methyl-4-phenylpyridinium) is a positively charged molecule with chemical formula C12H12N+. It is toxic and acts by interfering with oxidative phosphorylation in mitochondria, causing depletion of ATP and cell death.[1] It also inhibits the synthesis of catecholamines, reduces levels of dopamine and cardiac norepinephrine, and inactivates tyrosine hydroxylase.[1]

The neurotoxin MPTP is converted in the brain into MPP+ by the enzyme MAO-B, causing parkinsonism in primates by killing certain dopamine-producing neurons in the substantia nigra.

The chloride of MPP+ has been used as a herbicide under the trade name cyperquat and is structurally similar to the herbicide paraquat.

References

  1. 1.0 1.1 PubChem Compound entry on MPP+

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