
4-(4-Diethylaminostyryl)-1-methylpyridinium iodide | CAS 105802-46-8
| Catalog Number | A16-0071 |
| Category | Mitochondrial Fluorescent Probes |
| Molecular Formula | C18H23IN2 |
| Molecular Weight | 394.29 |
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Product Introduction
4-(4-Diethylaminostyryl)-1-methylpyridinium iodide is a cationic styryl dye known for its vibrant fluorescence and strong absorption characteristics. This dye features a conjugated aromatic system that contributes to its distinct excitation and emission properties, making it suitable for various fluorescence imaging applications. Often used as a membrane probe, it participates in the visualization of cellular components, enabling researchers to study dynamic biological processes through fluorescence microscopy.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 4-Di-2-ASP;N,N-diethyl-4-[(E)-2-(1-methylpyridin-1-ium-4-yl)ethenyl]aniline;iodide |
| IUPAC Name | N,N-diethyl-4-[(E)-2-(1-methylpyridin-1-ium-4-yl)ethenyl]aniline;iodide |
| SMILES | CCN(CC)C1=CC=C(C=C1)C=CC2=CC=[N+](C=C2)C.[I-] |
| InChI | InChI=1S/C18H23N2.HI/c1-4-20(5-2)18-10-8-16(9-11-18)6-7-17-12-14-19(3)15-13-17;/h6-15H,4-5H2,1-3H3;1H/q+1;/p-1 |
| InChIKey | WIPKWLIHFGTFQV-UHFFFAOYSA-M |
| Appearance | Dark to very dark red solid |
| LogP | 0.53170 |
Product Specification
| 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.) |
Application
4-(4-Diethylaminostyryl)-1-methylpyridinium iodide is a polymethine styryl-type fluorescent dye that forms a strongly absorbing, highly emissive cationic chromophore. Its conjugated structure supports bright visible fluorescence, and its pyridinium/iodide salt form is commonly leveraged to track dye distribution and fluorescence signal in labeling and imaging workflows. In practice, researchers use this dye as a fluorescent reporter for membrane-associated and electrostatic environments, and as a component for constructing fluorescence-based staining and traceable conjugates.
1. Membrane Imaging Staining
4-(4-Diethylaminostyryl)-1-methylpyridinium iodide is used in fluorescence microscopy workflows to visualize dye accumulation in membrane-rich regions and other hydrophobic or electrostatically active microenvironments. Cell biology groups often employ it as a staining reagent for qualitative localization studies, where cationic dye behavior helps distinguish membrane-associated signal from background in washed samples. Because the dye provides a strong fluorescent readout, it is frequently incorporated into imaging reagent panels for comparing relative staining patterns across experimental conditions.
2. Fluorescent Tracing In Biomaterials
4-(4-Diethylaminostyryl)-1-methylpyridinium iodide is applied as a fluorescent tracer to follow incorporation, diffusion, and distribution within polymeric or biomaterial systems. Materials scientists and biomaterials teams use the dye to monitor how fluorescent signal evolves during processing steps such as mixing, curing, swelling, or solvent exchange. The cationic, conjugated dye structure supports robust visualization under standard fluorescence imaging setups, making it useful for mapping spatial heterogeneity in engineered matrices and for tracking dye retention after washing or equilibration.
3. Fluorescence-Based Labeling Studies
4-(4-Diethylaminostyryl)-1-methylpyridinium iodide is commonly used as a fluorescent labeling reporter in chemical biology and analytical research where dye uptake or binding to charged/π-rich environments is used to generate a measurable fluorescence signal. Researchers incorporate the dye into experiments designed to compare relative labeling intensity across sample sets, such as different buffer compositions, surface treatments, or material formulations. This usage pattern is particularly common in workflow development for fluorescence readouts, where a stable, visible fluorescent chromophore provides straightforward imaging and quantification.
4. FRET Pair Development
4-(4-Diethylaminostyryl)-1-methylpyridinium iodide is also explored as a donor fluorophore in FRET-based assay development and fluorescence resonance energy transfer studies. Fluorescence technology teams use it when spectral overlap with a complementary acceptor dye enables distance-dependent energy transfer reporting in labeled constructs. In these applications, the dye's bright emission and conjugated, cationic chromophore character support its role as a component in engineered fluorescence systems for monitoring molecular proximity or conformational changes in research-grade labeling formats.
Computed Properties
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 5 |
| Exact Mass | 394.09060 g/mol |
| Monoisotopic Mass | 394.09060 g/mol |
| Topological Polar Surface Area | 7.1Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 280 |
| 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 | 2 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| JP-2021032856-A | Composition for radiation dose measurement, its manufacturing method, and radiation dosimeter | 2019-08-29 |
| WO-2019069853-A1 | RADIATION DOSIMETRY SOL OR GEL AND RADIATION DOSIMETER WITH SUCH FLOOR OR GEL AS RADIATION DOSIMETRY MATERIAL | 2017-10-02 |
| EP-3686632-A1 | Radiation dosimetry sol or gel and radiation dosimeter comprising same as material for radiation dosimetry | 2017-10-02 |
| US-2020333474-A1 | Radiation dosimetry sol or gel and radiation dosimeter comprising same as material for radiation dosimetry | 2017-10-02 |
| JP-WO2019069853-A1 | Radiation dosimetry A sol or gel and a radiation dosimeter equipped with it as a radiation dose measurement material | 2017-10-02 |
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