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MitoPerOx | CAS 1392820-50-6
| Catalog Number | F01-0042 |
| Category | BODIPY |
| Molecular Formula | C42H38BF2BrN3OP |
| Molecular Weight | 760.46 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| F01-0042 | 10 mg | $999 | |
| F01-0042 | 50 mg | $2499 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
MitoPerOx is a fluorescent probe that can be used for measuring 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.
Chemical Information
Product Specification
Application
| Synonyms | (2-(3-(5,5-difluoro-7-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)-5H-5λ4,6λ4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)propanamido)ethyl)triphenylphosphonium, monobromide |
| Purity | ≥95% |
| IUPAC Name | 2-[3-[2,2-difluoro-12-[(1E,3E)-4-phenylbuta-1,3-dienyl]-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-4-yl]propanoylamino]ethyl-triphenylphosphanium;bromide |
| Canonical SMILES | [B-]1(N2C(=CC=C2CCC(=O)NCC[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)C=C6[N+]1=C(C=C6)/C=C/C=C/C7=CC=CC=C7)(F)F.[Br-] |
| InChI | InChI=1S/C42H37BF2N3OP.BrH/c44-43(45)47-35(18-14-13-17-34-15-5-1-6-16-34)25-27-37(47)33-38-28-26-36(48(38)43)29-30-42(49)46-31-32-50(39-19-7-2-8-20-39,40-21-9-3-10-22-40)41-23-11-4-12-24-41;/h1-28,33H,29-32H2;1H/b17-13+,18-14+; |
| InChIKey | UDTNTHFRCJAKLR-GPSHETCQSA-N |
| Appearance | Dark Purple to Black Solid |
| Excitation | 495 nm |
| Emission | 520-590 nm |
| Storage | Store at -20°C |
MitoPerOx is an advanced fluorescent probe meticulously designed for the sensitive detection and measurement of lipid peroxidation within mitochondria. This probe comprises a BODIPY fluorophore, a component renowned for its high fluorescence yield and photostability, conjugated via a dienyl linkage to a triphenylphosphonium cation. The triphenylphosphonium component is crucial as it drives the selective accumulation of the probe within the mitochondria, due to the membrane potential across the inner mitochondrial membrane. This structural composition endows MitoPerOx with the unique ability to monitor real-time oxidative stress levels specifically within mitochondrial environments, offering unparalleled specificity and sensitivity in mitochondrial studies.
One of the key applications of MitoPerOx is in the study of mitochondrial dynamics in both pathological and physiological contexts. By enabling precise detection of oxidative stress, researchers can utilize MitoPerOx to investigate the role of lipid peroxidation in mitochondrial dysfunction, which is a hallmark of numerous diseases, including neurodegenerative disorders like Parkinson’s and Alzheimer’s disease. This application provides crucial insights into how reactive oxygen species and oxidative damage contribute to mitochondrial and cellular pathology.
MitoPerOx also plays a vital role in drug development and testing, particularly in assessing the efficacy and safety of new pharmaceuticals. Due to its capacity to monitor oxidative stress in mitochondria, it is extensively employed in evaluating the mitochondrial toxicity of drug candidates. This application helps in early identification of potential toxic effects, thereby refining the drug selection process and ensuring mitochondrial safety profiles are adequately assessed as part of preclinical assessments.
Additionally, MitoPerOx is instrumental in the field of metabolic research. It is employed to explore the intricate balance between energy production and oxidative stress in the mitochondria. This is particularly significant in studies related to metabolic disorders, such as diabetes and obesity, where mitochondrial function is often compromised. By utilizing MitoPerOx, researchers can better understand the disruptions in mitochondrial metabolism and their systemic implications, leading to the development of targeted therapies.
The probe is equally important in the investigation of aging and longevity. MitoPerOx is used to study the correlation between mitochondrial oxidative stress and the aging process. It helps in elucidating the mechanisms by which oxidative damage accumulates over time, contributing to aging and age-related diseases. Through such insights, it aids in developing interventions aimed at reducing oxidative stress, thereby potentially extending healthy lifespan and combating age-associated disorders.
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