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3,3'-Diethyloxacarbocyanine iodide | CAS 905-96-4
| Catalog Number | A16-0150 |
| Category | Cell membrane Fluorescent Probes |
| Molecular Formula | C21H21IN2O2 |
| Molecular Weight | 460.31 |
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Product Introduction
Cationic carbocyanine dye for mitochondrial potential measurement. Emits bright green fluorescence in live-cell assays.
Chemical Information
Product Specification
Application
| Related CAS | 66796-36-9 (Deleted CAS) 188652-76-8 (Deleted CAS) 57441-62-0 ((E,E)-isomer) 37069-75-3 (free base) |
| Synonyms | 3,3'-Diethyloxacarbocyanine iodide; 3,3'-Diethyloxacarbocyanine (iodide); (2E)-3-ethyl-2-[(E)-3-(3-ethyl-1,3-benzoxazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzoxazole;iodide; 3,3'-Diethyl-2,2'-oxadicarbocyanine iodide; 3-Ethyl-2-(3-(3-ethylbenzo[d]oxazol-2(3H)-ylidene)prop-1-en-1-yl)benzo[d]oxazol-3-ium iodide; 3,3'-Diethyl-2,2'-oxacarbocyanine iodide; DOCI dye; Oxacarbocyanine (C3); 3-ETHYL-2-[3-(3-ETHYL-3H-BENZOXAZOL-2-YLIDENE)PROP-1-ENYL]BENZOXAZOLIUM IODIDE; CYA1 [3,3-diethyloxacarbo]; 3,3'-DiethyloxacarbocyanineIodide; DiOC2(3) [3,3'-Diethyloxacarbocyanine Iodide]; 3-Ethyl-2-((1E,3E)-3-(3-ethylbenzo[d]oxazol-2(3H)-ylidene)prop-1-en-1-yl)benzo[d]oxazol-3-ium iodide |
| Purity | ≥95% |
| IUPAC Name | (2E)-3-ethyl-2-[(E)-3-(3-ethyl-1,3-benzoxazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzoxazole;iodide |
| Canonical SMILES | CCN1C2=CC=CC=C2OC1=CC=CC3=[N+](C4=CC=CC=C4O3)CC.[I-] |
| InChI | InChI=1S/C21H21N2O2.HI/c1-3-22-16-10-5-7-12-18(16)24-20(22)14-9-15-21-23(4-2)17-11-6-8-13-19(17)25-21;/h5-15H,3-4H2,1-2H3;1H/q+1;/p-1 |
| InChIKey | FIZZUEJIOKEFFZ-UHFFFAOYSA-M |
| Solubility | Soluble in Dimethyl Sulfoxide, Methanol |
| Appearance | Dark Red Powder |
| Melting Point | 210°C (dec.) |
| Excitation | 522 |
| Storage | Store at 2-8°C |
| Signal | Warning |
| GHSHazardStatements | 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] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, 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’-Diethyloxacarbocyanine iodide, a fluorescent dye commonly employed in diverse biological and biochemical contexts, offers a range of applications. Here are four key applications:
Mitochondrial Membrane Potential Assays: Widely utilized for evaluating mitochondrial membrane potential in live cells, 3,3’-Diethyloxacarbocyanine iodide integrates into the mitochondrial membrane, enabling the visualization and quantification of membrane potential changes through fluorescence microscopy. This application is crucial for investigating mitochondrial health and dysfunction across various disease models.
Flow Cytometry: In flow cytometry analyses, this dye plays a pivotal role in assessing cellular properties like apoptosis and cell cycle status. When stained with 3,3’-Diethyloxacarbocyanine iodide, cells with intact mitochondrial membrane potential exhibit noticeable fluorescence, facilitating detection and analysis. This methodology empowers researchers to discriminate and categorize live cells from apoptotic or damaged ones.
Live-Cell Imaging: In live-cell imaging endeavors, 3,3’-Diethyloxacarbocyanine iodide stands out for its ability to stain cells while preserving their viability. This characteristic enables real-time monitoring of cellular processes, such as mitochondrial dynamics and intracellular transport. The dye’s robust fluorescence signal makes it an ideal choice for time-lapse microscopy and other sophisticated imaging modalities.
High-Throughput Screening: Leveraging the high sensitivity and specificity of 3,3’-Diethyloxacarbocyanine iodide, researchers employ this dye in high-throughput screening assays. By screening large compound libraries for impacts on mitochondrial function, scientists can identify potential drug candidates targeting mitochondrial pathways. This approach aids in the discovery of novel therapeutic agents and pharmaceutical interventions.
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