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D048

Sigma-Aldrich

MPP+ iodide

≥98% (HPLC), powder

Synonym(s):

1-Methyl-4-phenylpyridinium iodide

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100 MG
€133.00
1 G
€565.00

About This Item

Empirical Formula (Hill Notation):
C12H12IN
CAS Number:
Molecular Weight:
297.13
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

€133.00


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Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 10 mg/mL, clear

SMILES string

[I-].C[n+]1ccc(cc1)-c2ccccc2

InChI

1S/C12H12N.HI/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11;/h2-10H,1H3;1H/q+1;/p-1

InChI key

RFDFRDXIIKROAI-UHFFFAOYSA-M

General description

1-Methyl-4-phenylpyridinium (MPP+) acts as a selective ERα antagonist.[1]induces neurotoxicity by inhibiting mitochondrial redox functions in the striatal synaptosomes.[2] It is a potential neurotoxin and induces Parkinson′s disease in animal models. It mediates apoptosis by the generation of reactive oxygen species in cerebellar granule neurons and neuroblastoma cells.[3] MPP+ modulates the distribution of dopamine.[4] It elicits neurotoxicity by activating neuronal nitric oxide synthase (nNOS), resulting in excess nitric oxide.[5]

Application

MPP+ iodide has been used:
  • to induce oxidative stress in zebrafish embryos[6]
  • for the inhibition of glutamate uptake in mitochondria of astrocytes[7]
  • in testing cell viability using MTT (3 (4,5-dimethylthiazol)-2-yl-2,5-diphenyltetrazolium bromide) in microglia (BV2) cells[8]

Biochem/physiol Actions

Active metabolite of dopaminergic neurotoxin MPTP
MPP+ iodide is an active metabolite of dopaminergic neurotoxin MPTP.

Caution

Photosensitive.

Preparation Note

Solutions should be freshly prepared.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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1-Methyl-4-phenylpyridinium (MPP+)-induced apoptosis and mitochondrial oxidant generation: role of transferrin-receptor-dependent iron and hydrogen peroxide
Kalivendi SV, et al.
The Biochemical Journal, 371(1), 151-164 (2003)
Xi Yang et al.
Antimicrobial agents and chemotherapy, 60(10), 6260-6270 (2016-08-10)
Entecavir (ETV) is a first-line antiviral agent for the treatment of chronic hepatitis B virus infection. Renal excretion is the major elimination path of ETV, in which tubular secretion plays the key role. However, the secretion mechanism has not been
Lack of PINK1 alters glia innate immune responses and enhances inflammation-induced, nitric oxide-mediated neuron death
Sun L, et al.
Scientific Reports, 8(1), 383-383 (2018)
The MPTP story
Langston, J William
Journal of Parkinson's Disease, 7(s1), S11-S19 (2017)
1-Methyl-4-phenylpyridinium (MPP+) decreases mitochondrial oxidation-reduction (REDOX) activity and membrane potential (DeltaPsim) in rat striatum
Nakai M, et al.
Experimental Neurology, 179(1), 103-110 (2003)

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