Di-8-ANEPPS | 157134-53-7
Catalog Number | A16-0026 |
Category | Mitochondrial Fluorescent Probes |
Molecular Formula | C36H52N2O3S |
Molecular Weight | 592.9 |
Catalog Number | Size | Price | Quantity |
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A16-0026 | -- | $-- |
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Product Introduction
Di-8-ANEPPS is a fast-responding membrane potential dye. It produces strong fluorescence when bound to the lipid bilayer (ex/em max = ~467/631 nm). The fluorescence intensity of di-8-ANEPPS varies proportionally to changes in transmembrane voltage, therefore it is an ideal probe for measuring membrane voltage.
Chemical Information |
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Synonyms | 4-[2-[6-(dioctylamino)-2-naphthalenyl]ethenyl]-1-(3-sulfopropyl)-pyridinium, inner salt |
Purity | ≥98% |
IUPAC Name | 3-[4-[(E)-2-[6-(dioctylamino)naphthalen-2-yl]ethenyl]pyridin-1-ium-1-yl]propane-1-sulfonate |
Canonical SMILES | CCCCCCCCN(CCCCCCCC)C1=CC2=C(C=C1)C=C(C=C2)C=CC3=CC=[N+](C=C3)CCCS(=O)(=O)[O-] |
InChI | InChI=1S/C36H52N2O3S/c1-3-5-7-9-11-13-25-38(26-14-12-10-8-6-4-2)36-21-20-34-30-33(18-19-35(34)31-36)17-16-32-22-27-37(28-23-32)24-15-29-42(39,40)41/h16-23,27-28,30-31H,3-15,24-26,29H2,1-2H3 |
InChI Key | IXFSUSNUALIXLU-UHFFFAOYSA-N |
Appearance | Solid Powder |
- Product Specification
- Application
Excitation | 467 nm |
Emission | 631 nm |
Storage | Store at -20°C |
Mitochondrial Membrane Potential Monitoring: Di-8-ANEPPS is widely used for monitoring mitochondrial membrane potential (Δψm), a crucial parameter for assessing mitochondrial health and function. The probe selectively accumulates in the inner mitochondrial membrane, where it exhibits a fluorescence response dependent on the membrane potential. Researchers utilize Di-8-ANEPPS to evaluate changes in Δψm in various cellular contexts, such as during apoptosis, oxidative stress, or metabolic alterations. This application is critical in studies of cellular energy metabolism, where disruptions in mitochondrial function can lead to a range of diseases, including neurodegenerative disorders and cancer. By providing real-time measurements of Δψm, Di-8-ANEPPS aids in understanding the role of mitochondria in cell survival and death.
Studying Mitochondrial Dynamics: Di-8-ANEPPS is also instrumental in studying mitochondrial dynamics, including fission, fusion, and motility. These processes are essential for maintaining mitochondrial function and adapting to cellular energy demands. By using this fluorescent probe in live-cell imaging experiments, researchers can visualize mitochondrial behavior in real-time. Changes in mitochondrial morphology and distribution can be monitored, allowing scientists to investigate the effects of various stimuli, such as stressors or pharmacological agents, on mitochondrial dynamics. This application is particularly relevant in the context of diseases characterized by altered mitochondrial morphology and function, providing insights into the mechanisms underlying these conditions.
Drug Screening and Toxicity Assessments: In pharmacological research, Di-8-ANEPPS serves as a valuable tool for drug screening and toxicity assessments. Its ability to report on mitochondrial membrane potential makes it useful for evaluating the impact of new compounds on mitochondrial health. Researchers can utilize this probe in high-throughput screening assays to identify drug candidates that either protect or harm mitochondria. Understanding how drugs affect mitochondrial function is crucial for drug development, as mitochondrial toxicity can lead to adverse effects and limit the therapeutic potential of various compounds. By integrating Di-8-ANEPPS into drug screening workflows, scientists can better predict drug safety and efficacy, ultimately enhancing the development of therapeutics.
Investigating Cell Metabolism: Di-8-ANEPPS plays a significant role in investigations of cellular metabolism, particularly in understanding how metabolic changes impact mitochondrial function. Mitochondria are central to energy production and metabolic regulation, and alterations in Δψm can reflect shifts in metabolic pathways. Researchers use Di-8-ANEPPS to study the effects of different substrates or metabolic inhibitors on mitochondrial function, thereby elucidating the relationship between metabolism and mitochondrial health. This application is essential for exploring the metabolic reprogramming observed in cancer cells and other pathologies, providing insights into potential therapeutic targets that could restore normal mitochondrial function and energy homeostasis.
Computed Properties | |
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XLogP3 | 10.6 |
Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 4 |
Rotatable Bond Count | 20 |
Exact Mass | 592.36986470 g/mol |
Monoisotopic Mass | 592.36986470 g/mol |
Topological Polar Surface Area | 72.7Ų |
Heavy Atom Count | 42 |
Formal Charge | 0 |
Complexity | 789 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 1 |
Undefined Bond Stereocenter Count | 0 |
Covalently-Bonded Unit Count | 1 |
Compound Is Canonicalized | Yes |
Patents
Publication Number | Title | Priority Date |
---|---|---|
EP-3568677-A1 | Systems and methods for detection | 2017-01-10 |
US-2019346368-A1 | Systems and methods for detection | 2017-01-10 |
US-11041806-B2 | Systems and methods for detection | 2017-01-10 |
US-2022026364-A1 | Systems and methods for detection | 2017-01-10 |
Applications of Fluorescent Probes & Dyes
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