3,3'-Dipentyloxacarbocyanine iodide | 53213-81-3
Catalog Number | A16-0164 |
Category | Cell membrane Fluorescent Probes |
Molecular Formula | C27H33IN2O2 |
Molecular Weight | 544.47 |
Catalog Number | Size | Price | Quantity |
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A16-0164 | -- | $-- |
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Product Introduction
3,3'-Dipentyloxacarbocyanine iodide is a lipophilic fluorescent stain for labeling membranes.
Chemical Information |
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Synonyms | DiOC5(3) |
IUPAC Name | (2Z)-3-pentyl-2-[(E)-3-(3-pentyl-1,3-benzoxazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzoxazole;iodide |
Canonical SMILES | CCCCCN1C2=CC=CC=C2OC1=CC=CC3=[N+](C4=CC=CC=C4O3)CCCCC.[I-] |
InChI | InChI=1S/C27H33N2O2.HI/c1-3-5-11-20-28-22-14-7-9-16-24(22)30-26(28)18-13-19-27-29(21-12-6-4-2)23-15-8-10-17-25(23)31-27;/h7-10,13-19H,3-6,11-12,20-21H2,1-2H3;1H/q+1;/p-1 |
InChI Key | CDLMLYASVIQVPH-UHFFFAOYSA-M |
- Product Specification
- Application
Excitation | 532 |
Emission | 580 |
Signal | Danger |
GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity] |
Precautionary Statement Codes | P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
3,3’-Dipentyloxacarbocyanine iodide, a fluorescent dye widely utilized in diverse biological and biochemical scenarios, presents numerous applications.
Cell Membrane Potential Measurement: Employing 3,3’-Dipentyloxacarbocyanine iodide for measuring alterations in membrane potential within cells showcases its utility as a potent-sensitive dye. By accumulating in cell membranes and fluorescing in response to voltage variations, this dye enables the exploration of cellular electrical activity and physiological processes in neurons, cardiac cells, and other excitable cell types.
Mitochondrial Function Assays: This versatile dye also serves in evaluating mitochondrial membrane potential, a critical gauge of mitochondrial vitality and operation. As mitochondria become energized, the dye infiltrates these organelles, emitting fluorescence that can be quantified via fluorescence microscopy or flow cytometry. This application assumes paramount importance in studying mitochondrial disorders, drug-induced toxicity, and bioenergetics.
Viability and Apoptosis Detection: 3,3’-Dipentyloxacarbocyanine iodide emerges as a valuable tool for distinguishing between live, dead, and apoptotic cells based on their membrane potential states. Whereas live cells with intact membrane potential radiate strong fluorescence, apoptotic or deceased cells exhibit subdued or altered fluorescence patterns. Such capability finds significant application in cell viability assessments and drug screening efforts.
Intracellular Tracking: Leveraging this dye for monitoring organelle movement and localization within living cells uncovers a realm of possibilities due to its fluorescence characteristics. Real-time tracking using advanced imaging methods enables a deeper understanding of intracellular dynamics and the spatial arrangement of cellular constituents, offering invaluable insights into cellular processes and architecture.
Computed Properties | |
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Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 4 |
Rotatable Bond Count | 10 |
Exact Mass | 544.15868 g/mol |
Monoisotopic Mass | 544.15868 g/mol |
Topological Polar Surface Area | 29.5Ų |
Heavy Atom Count | 32 |
Formal Charge | 0 |
Complexity | 554 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 2 |
Undefined Bond Stereocenter Count | 0 |
Covalently-Bonded Unit Count | 2 |
Compound Is Canonicalized | Yes |
Applications of Fluorescent Probes & Dyes
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