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MPP+-d3 (iodide)

CAT: 0804-HY-W008719S-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W008719S-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
MPP+-d3 (iodide) is deuterium labeled MPP+ (iodide) . MPP+ iodide, a toxic metabolite of the neurotoxin MPTP, causes symptom of Parkinson's disease in animal models by selectively destroying dopaminergic neurons in substantia nigra. MPP+ iodide is taken up by the dopamine transporter into dopaminergic neurons where it exerts its neurotoxic action on mitochondria by affecting complex I of the respiratory chain. MPP+ iodide is also a high affinity substrate for the serotonin transporter (SERT) [1][2].
CAS Number
207556-07-8
UNSPSC
12352005
Hazard Statement
H301, H311, H315, H319, H331, H335
Target
Mitochondrial Metabolism
Type
Isotope-Labeled Compounds
Related Pathways
Metabolic Enzyme/Protease
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Purity
99.21
Solubility
DMSO : 100mg/mL (ultrasonic)
Smiles
[2H]C([2H])([2H])[N+]1=CC=C(C2=CC=CC=C2)C=C1.[I-]
Molecular Formula
C12H9D3IN
Molecular Weight
300.15
Precautions
H301, H311, H315, H319, H331, H335
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216.|[2]Charlton CG. 1-Methyl-4-phenylpyridinium (MPP+) but not 1-methyl-4-phenyl-1,2,3,6- tetrahydropyridine (MPTP) serves as methyl donor for dopamine: a possible mechanism of action. J Geriatr Psychiatry Neurol. 1992;5 (2) :114-118.|[3]Martí Y, et al. Methyl-4-phenylpyridinium (MPP+) differentially affects monoamine release and re-uptake in murine embryonic stem cell-derived dopaminergic and serotonergic neurons. Mol Cell Neurosci. 2017;83:37-45.|[4]Zhao M, et al. Mitochondrial calcium dysfunction contributes to autophagic cell death induced by MPP+ via AMPK pathway. Biochem Biophys Res Commun. 2019;509 (2) :390-394.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

1-(~2~H_3_)Methyl-4-phenylpyridin-1-ium iodide
CAS Number207556-07-8
PubChem CID16212321
IUPAC Name4-phenyl-1-(trideuteriomethyl)pyridin-1-ium iodide
Molecular FormulaC12H12IN
Molecular Weight300.15
Topological Polar Surface Area3.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Heavy Atom Count14
Formal Charge0
Complexity141
SMILES
[2H]C([2H])([2H])[N+]1=CC=C(C=C1)C2=CC=CC=C2.[I-]
InChI
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/i1D3;
InChIKey
RFDFRDXIIKROAI-NIIDSAIPSA-M
Chemical Structure
2D Structure
2D structure of 1-(~2~H_3_)Methyl-4-phenylpyridin-1-ium iodide
CAS: 207556-07-8
CID: 16212321
Formula: C12H12IN
MW: 300.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight300.15
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass300.02028
Monoisotopic Mass300.02028
Topological Polar Surface Area3.9 Ų
Heavy Atom Count14
Formal Charge0
Complexity141
Isotope Atom Count3
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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