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Ortho-iodoHoechst 33258 | CAS 158013-41-3
| Catalog Number | A19-0051 |
| 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
Ortho-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-(2-iodophenyl)-6-[6-(4-methylpiperazin-1-yl)-1-H-benzimidazol-2-yl]-1-H-benzimidazole |
| Shelf Life | 2 years |
| IUPAC Name | 2-(2-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=CC=C6I |
| InChI | InChI=1S/C25H23IN6/c1-31-10-12-32(13-11-31)17-7-9-21-23(15-17)29-24(27-21)16-6-8-20-22(14-16)30-25(28-20)18-4-2-3-5-19(18)26/h2-9,14-15H,10-13H2,1H3,(H,27,29)(H,28,30) |
| InChIKey | UOHARKYRPCGBEI-UHFFFAOYSA-N |
| Appearance | Solid Powder |
| Storage | Store at -20°C |
Ortho-iodoHoechst 33258, a fluorescent dye commonly utilized in bioscience research, finds diverse applications.
Chromosome Staining: A staple in cytogenetic analysis, Ortho-iodoHoechst 33258 emerges as a crucial tool for staining DNA in chromosome preparations. Its affinity for adenine-thymine-rich regions enables researchers to vividly visualize and distinguish chromosomal structures, aiding in tasks like karyotyping, detecting chromosomal aberrations, and pinpointing genetic disorders.
Cell Cycle Analysis: Delving into flow cytometry, Ortho-iodoHoechst 33258 proves invaluable for assessing the phase distribution of cell populations within the cell cycle. By staining DNA, it facilitates the determination of cellular DNA content and the differentiation between the distinct phases of G0/G1, S, and G2/M. This technique serves as a linchpin for studies on cell proliferation, apoptosis, and the impact of drugs on cell cycle progression.
Fluorescence Microscopy: Harnessing the power of fluorescence microscopy, Ortho-iodoHoechst 33258 enables the visualization and study of nuclear morphology in both fixed and live cells. Its vibrant fluorescence and compatibility with other fluorescent dyes make it a versatile ally for multi-color imaging experiments. This aids in scrutinizing nuclear organization, chromatin structure, and cellular responses to diverse treatments.
DNA Quantification: Beyond visuals, this dye plays a pivotal role in quantifying DNA in biological samples like tissue extracts and cell lysates. By establishing a standard curve using known DNA concentrations, researchers can precisely measure the DNA content of unknown samples. This application proves instrumental in various molecular biology experiments, including gene expression studies and cloning endeavors.
| 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 | 642 |
| 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 |
|---|---|---|
| EP-1723139-A1 | Cell targeting conjugates | 2004-02-27 |
| EP-1723139-B1 | Cell targeting conjugates | 2004-02-27 |
| US-2007140970-A1 | Cell targeting conjugates | 2004-02-27 |
| US-8097238-B2 | Cell targeting conjugates | 2004-02-27 |
| WO-2005082894-A1 | Cell targeting conjugates | 2004-02-27 |
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