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D048

MPP⁺ iodide

Name: MPP<SUP>+</SUP> iodide
Brand: SIGMA

≥98% (HPLC), ERα antagonist, powder

Synonym(s):

1-Methyl-4-phenylpyridinium iodide

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₂IN

CAS Number:

36913-39-0

Molecular Weight:

297.13

UNSPSC Code:

12352200

PubChem Substance ID:

24893235

NACRES:

NA.77

MDL number:

MFCD00055096

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Product Name

MPP⁺ iodide, ≥98% (HPLC), powder

Quality Level

100

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

Related Categories

Bioactive Small Molecules

General description

1-Methyl-4-phenylpyridinium (MPP+) acts as a selective ERα antagonist.induces neurotoxicity by inhibiting mitochondrial redox functions in the striatal synaptosomes. 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. MPP+ modulates the distribution of dopamine. It elicits neurotoxicity by activating neuronal nitric oxide synthase (nNOS), resulting in excess nitric oxide.

Application

MPP+ iodide has been used:

to induce oxidative stress in zebrafish embryos
for the inhibition of glutamate uptake in mitochondria of astrocytes
in testing cell viability using MTT (3 (4,5-dimethylthiazol)-2-yl-2,5-diphenyltetrazolium bromide) in microglia (BV2) cells

Biochem/physiol Actions

Active metabolite of dopaminergic neurotoxin MPTP

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

Preparation Note

Solutions should be freshly prepared.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Disclaimer

Photosensitive.

pictograms

GHS06

signalword

Danger

hcodes

H301 + H311 + H331,H315,H319,H335

pcodes

P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338

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

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number

0000529976

0000511563

0000511564

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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)

Plasmonic tunnel junctions for single-molecule redox chemistry.

Bart de Nijs et al.

Nature communications, 8(1), 994-994 (2017-10-24)

Nanoparticles attached just above a flat metallic surface can trap optical fields in the nanoscale gap. This enables local spectroscopy of a few molecules within each coupled plasmonic hotspot, with near thousand-fold enhancement of the incident fields. As a result

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)

Neuroprotective effects of boron nitride nanoparticles in the experimental Parkinson's disease model against MPP+ induced apoptosis.

Recep Küçükdoğru et al.

Metabolic brain disease, 35(6), 947-957 (2020-03-28)

Parkinson's disease (PD) is one of the most aggressive neurodegenerative diseases and characterized by the loss of dopamine-sensitive neurons in the substantia nigra region of the brain. There is no any definitive treatment to completely cure PD and existing treatments

View All Related Papers

Global Trade Item Number

SKU	GTIN
D048-100MG	04061833557709
D048-1G	04061833557716

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