
Hydroxystilbamidine bis(methanesulfonate) | CAS 223769-64-0
| Catalog Number | A16-0143 |
| Category | Other Cell Fluorescent Probes |
| Molecular Formula | C18H24N7S2 |
| Molecular Weight | 472.53 |
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Product Introduction
Hydroxystilbamidine is a bright blue fluorescent nucleic acid stain for fixed cells and tissues. It’s commonly used for neuronal tracing and DNA visualization.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Related CAS | 495-99-8 (free base) |
| Synonyms | HydroxystilbaMidine bis(Methanesulfonate) [Know as FluoroGold(TM), TM of FluorochroMe]; 4-[(E)-2-(4-carbamimidoylphenyl)ethenyl]-3-hydroxybenzenecarboximidamide;methanesulfonic acid; 2-Hydroxystilbene-4,4'-dicarboxamidine bis(methanesulfonate); Hydroxystilbamidine (methanesulfonate); 4-(4-Carbamimidoylstyryl)-3-hydroxybenzimidamide bis(methanesulfonate); 4-(4-Carbamimidoylstyryl)-3-hydroxybenzimidamidebis(methanesulfonate); Hydroxystilbamidine bis(methanesulfonate), suitable for fluorescence, >=96.0% (HPLC);4-[2-[4-(Aminoiminomethyl)phenyl]ethenyl]-3-hydroxybenzenecarboximidamide bis(methanesulfonate) |
| IUPAC Name | 4-[(E)-2-(4-carbamimidoylphenyl)ethenyl]-3-hydroxybenzenecarboximidamide;methanesulfonic acid |
| SMILES | CS(=O)(=O)O.CS(=O)(=O)O.C1=CC(=CC=C1C=CC2=C(C=C(C=C2)C(=N)N)O)C(=N)N |
| InChI | InChI=1S/C16H16N4O.2CH4O3S/c17-15(18)12-5-2-10(3-6-12)1-4-11-7-8-13(16(19)20)9-14(11)21;2*1-5(2,3)4/h1-9,21H,(H3,17,18)(H3,19,20);2*1H3,(H,2,3,4)/b4-1+ |
| InChIKey | YGNSQKCULHSJDC-HFPMQDOPSA-N |
| Appearance | Solid Powder |
Product Specification
| Excitation | 318 nm |
| Emission | 560 nm |
| 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
Hydroxystilbamidine bis(methanesulfonate) is a dicationic bis-methanesulfonate salt of a hydroxystilbene-derived DNA-intercalating dye, widely used in fluorescence-based nucleic acid visualization and analysis. Its strong affinity for nucleic acid structures and bright fluorescence readout make it a practical staining reagent for electrophoresis gels and nucleic acid imaging workflows, where signal localization to DNA enables straightforward band and fragment visualization.
1. DNA Gel Electrophoresis Staining
Hydroxystilbamidine bis(methanesulfonate) is used as a fluorescent stain for post-staining or in-gel visualization of DNA separated by agarose or polyacrylamide electrophoresis. Researchers and core facilities employ it to visualize plasmid DNA, PCR products, and restriction fragments with a workflow that integrates directly with standard gel documentation systems. The dye's nucleic-acid binding behavior supports clear band localization, helping users assess fragment size distributions and confirm amplification or digestion outcomes during routine molecular biology and assay development.
2. Nucleic Acid Fragment Visualization
Hydroxystilbamidine bis(methanesulfonate) supports fluorescence imaging of DNA in formats beyond conventional gels, including microfluidic electrophoresis and nucleic acid fragment tracking in analytical workflows. Molecular biology groups use the stain to monitor DNA integrity and relative abundance when samples are resolved on electrophoretic platforms and imaged with fluorescence-capable instrumentation. In these applications, the dye's DNA-targeted fluorescence provides a convenient readout for comparing sample quality across preparation batches and experimental conditions.
3. Fluorescence Microscopy DNA Localization
Hydroxystilbamidine bis(methanesulfonate) is applied in fluorescence microscopy workflows where DNA localization within fixed or permeabilized samples is required. Cell biology and molecular imaging laboratories use it to visualize nuclei and DNA-containing structures in conjunction with other fluorescent labels, enabling spatial context for nucleic acid distribution in microscopy studies. Its DNA-binding staining behavior makes it useful for mapping nuclear morphology, assessing chromatin organization in fixed preparations, and supporting correlative imaging experiments where DNA serves as a structural reference channel.
4. Flow Cytometry DNA Content Analysis
Hydroxystilbamidine bis(methanesulfonate) is used in fluorescence-based cytometry workflows to report relative DNA content in prepared cell populations. Flow cytometry users incorporate the dye into staining protocols for DNA quantification readouts that support cell-cycle distribution studies and sample characterization in research settings. The dye's nucleic-acid affinity and fluorescence response enable DNA-dependent signal generation that can be analyzed alongside forward/side scatter and additional fluorescence channels for multiplexed sample profiling.
Computed Properties
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 4 |
| Exact Mass | 472.10864146 g/mol |
| Monoisotopic Mass | 472.10864146 g/mol |
| Topological Polar Surface Area | 246Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 505 |
| 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 | 3 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| EP-3137110-A1 | Erbb2 signaling and nerve regeneration | 2014-05-02 |
| US-2017058046-A1 | Erbb2 signaling and nerve regeneration | 2014-05-02 |
| US-2019352424-A1 | Erbb2 signaling and nerve regeneration | 2014-05-02 |
| WO-2015164984-A1 | Erbb2 signaling and nerve regeneration | 2014-05-02 |
| US-11053321-B2 | ErbB2 signaling and nerve regeneration | 2014-05-02 |
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