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Para-iodoHoechst 33258 | CAS 158013-43-5
| Catalog Number | A19-0053 |
| Category | DNA Stains |
| Molecular Formula | C25H23IN6 |
| Molecular Weight | 534.39 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Para-iodoHoechst 33258, an iodinated DNA-binding bibenzimidazole, is a cell dye for DNA quantitation which sensitizes DNA and cells to UVA.
Chemical Information
Product Specification
Application
Computed Properties
Patents
| Synonyms | 2-(4-iodophenyl)-6-[6-(4-methylpiperazin-1-yl)-1-H-benzimidazol-2-yl]-1-H-benzimidazole |
| Shelf Life | 2 years |
| IUPAC Name | 2-(4-iodophenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole |
| Canonical SMILES | CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC=C(C=C6)I |
| InChI | InChI=1S/C25H23IN6/c1-31-10-12-32(13-11-31)19-7-9-21-23(15-19)30-25(28-21)17-4-8-20-22(14-17)29-24(27-20)16-2-5-18(26)6-3-16/h2-9,14-15H,10-13H2,1H3,(H,27,29)(H,28,30) |
| InChIKey | WSBVZEKIZWIJQO-UHFFFAOYSA-N |
| Density | 1.587±0.06 g/cm3 |
| Appearance | Solid Powder |
| Storage | Store at -20°C |
Para-iodoHoechst 33258, a fluorescent stain widely utilized in molecular and cell biology, offers diverse applications. Here are four key applications of Para-iodoHoechst 33258:
Cell Nucleus Staining: Specifically binding to the minor groove of DNA, Para-iodoHoechst 33258 serves as an exceptional agent for staining cell nuclei. This stain, crucial for fluorescence microscopy, facilitates the visualization and analysis of cellular nuclear morphology. The vivid blue fluorescence aids in the clear differentiation of nuclei from other cellular components, enhancing the precision of biological imaging.
DNA Quantification: Enabling the quantitative assessment of DNA content in biological samples, Para-iodoHoechst 33258 exhibits fluorescence proportionate to the DNA amount bound. This feature allows for precise quantification using fluorometric techniques, valuable for cell cycle analysis, ploidy determination, and genome size evaluation across various organisms. The applicability of this method extends to diverse research areas demanding accurate DNA measurement.
Cell Cycle Studies: In the realm of cell biology, Para-iodoHoechst 33258 plays a pivotal role in exploring cell cycle dynamics. By staining cellular DNA, researchers can differentiate between different cell cycle stages based on DNA content. This aids in the investigation of cell proliferation, assessment of cell division rates, and identification of cell cycle arrest points triggered by different experimental treatments. The utility of this stain offers comprehensive insights into the intricate processes governing cell division.
Apoptosis Detection: With its capacity to discern between healthy and fragmented DNA, Para-iodoHoechst 33258 is instrumental in identifying apoptotic cells. During apoptosis, chromatin condensation and DNA fragmentation manifest, allowing for the detection of altered staining patterns using this dye. This application is integral for the study of programmed cell death mechanisms and for evaluating the effectiveness of anti-cancer therapies, providing critical information on cellular responses to treatment interventions.
| XLogP3 | 5 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 534.10289 g/mol |
| Monoisotopic Mass | 534.10289 g/mol |
| Topological Polar Surface Area | 63.8Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 634 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2006199955-A1 | Phosphonylated fluorescent dyes and conjugates | 2004-08-13 |
| US-2007172832-A1 | Phosphonate fluorescent dyes and conjugates | 2004-08-13 |
| US-2008207887-A1 | Phosphonylated fluorescent dyes and conjugates | 2004-08-13 |
| US-2010261903-A1 | Phosphonate fluorescent dyes and conjugates | 2004-08-13 |
| US-2012116079-A1 | Phosphonate fluorescent dyes and conjugates | 2004-08-13 |
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