MitoPerOx Chemical Properties

storage temp. 

Store at -20°C

solubility 

DMSO: 25 mM

form 

A solid

color 

Dark purple to black

InChIKey

UDTNTHFRCJAKLR-GPSHETCQSA-N

SMILES

O=C(CCC1N2B([N]3C(=CC2=CC=1)C=CC=3/C=C/C=C/C1C=CC=CC=1)(F)F)NCC[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Br-] |^1:7|

MitoPerOx Usage And Synthesis

Description

MitoPerOx is a ratiometric fluorescent probe that can be used to assess changes in lipid peroxidation within mitochondria. It is composed of a BODIPY fluorophore conjugated via a dienyl link to a triphenylphosphonium cation component that drives its accumulation in mitochondria. MitoPerOx displays an excitation maximum of 495 nm and exhibits a shift in emission maxima from 590 to 520 nm upon mitochondrial lipid peroxidation, enabling determination of ratiometric measurements of lipid peroxidation in live cells.

Uses

MitoPerOx is a mitochondrial-targeted, lipid peroxidation-indicating fluorescent probe with BODIPY581/591 fluorophores. The triphenylphosphine cation (TPP+) of MitoPerOx can be selectively enriched in mitochondria (depending on membrane potential) and can be used to detect lipid peroxidation in the inner mitochondrial membrane. Under the action of lipid peroxides, the BODIPY581/591 fluorophores of MitoPerOx shift their emission wavelength from 590 nm (reduced state) to 520 nm (oxidized state), and ratiometric detection can be performed at an excitation wavelength of 488 nm. MitoPerOx can specifically monitor the peroxidation of mitochondrial phospholipids (especially cardiolipin) and is used in the study of oxidative stress-related diseases (such as aging, neurodegenerative diseases, and mitochondrial dysfunction)[1][2].

References

[1] Lyamzaev KG, Sumbatyan NV, Nesterenko AM, Kholina EG, Voskoboynikova N, Steinhoff HJ, Mulkidjanian AY, Chernyak BV. MitoCLox: A Novel Mitochondria-Targeted Fluorescent Probe for Tracing Lipid Peroxidation. Oxid Med Cell Longev. 2019 Nov 13;2019:9710208. DOI:10.1155/2019/9710208
[2] Prime TA, et, al. A ratiometric fluorescent probe for assessing mitochondrial phospholipid peroxidation within living cells. Free Radic Biol Med. 2012 Aug 1;53(3):544-53. DOI:10.1016/j.freeradbiomed.2012.05.033