B2261

bisBenzimide H 33342 trihydrochloride

≥98% purity (HPLC and TLC), powder

• Sinónimos: 2′-(4-Ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5′-bi-1H-benzimidazole trihydrochloride, HOE 33342, Hoechst 33342, bisBenzimide
• Fórmula empírica (notación de Hill): C₂₇H₂₈N₆O · 3HCl · xH₂O
• Número de CAS: 875756-97-1
• Peso molecular: 561.93 (anhydrous basis)
• Beilstein/REAXYS Number: 1234011
• MDL number: MFCD00012678
• UNSPSC Code: 12171500
• PubChem Substance ID: 24891639
• NACRES: NA.47

Propiedades

• Nombre del producto: bisBenzimide H 33342 trihydrochloride, ≥98% (HPLC and TLC)
• Quality Level: 300
• assay: ≥98% (HPLC and TLC)
• form: powder
• technique(s): titration: suitable
• color: yellow
• pH: 1.7 (20 °C)
• solubility: H₂O: 20 mg/mL; phosphate buffer: precipitates
• suitability: suitable for fluorescence
• application(s): diagnostic assay manufacturing; hematology; histology
• storage temp.: −20°C
• SMILES string: Cl[H].Cl[H].Cl[H].CCOc1ccc(cc1)C2=NCc3cc(ccc3N2)C4=NCc5cc(ccc5N4)N6CCN(C)CC6
• InChI: 1S/C29H32N6O.3ClH/c1-3-36-25-8-4-20(5-9-25)28-30-18-22-16-21(6-10-26(22)32-28)29-31-19-23-17-24(7-11-27(23)33-29)35-14-12-34(2)13-15-35;;;/h4-11,16-17H,3,12-15,18-19H2,1-2H3,(H,30,32)(H,31,33);3*1H
• InChI key: FYEVKHPLBHLWHK-UHFFFAOYSA-N

Descripción

Application

Bisbenzimide Hoechst 33342 is a specific stain for AT-rich regions of double-stranded DNA and has been shown to displace several known DNA intercalators.^[1] This fluorescent dye has been used in sorting living cells based on DNA content,^[2] used in flow cytometry for the determination of DNA content, and for the visualization of chromatin distribution in living cells.^[3] It has been used to detect BrdU incorporation into cells^[4] and in studying the initial stages apoptosis and cellcycle distribution.^[5],[6] Chromosomes that are dividing or replicating will not stain with this dye.

Useful for staining DNA, chromosomes and nuclei. May be used for fluorescence microscopy or flow cytometry.
Excitation max. = 346 nm
Emission max. = 460 nm

Biochem/physiol Actions

Membrane-permeable, fluorescent DNA stains with low cytotoxicity that intercalate in A-T regions of DNA.

Physical properties

Fluorescent properties of bisBenzimide H 33342:
Free dye: Excitation maximum = 340 nm, Emission maximum = 510 nm (5 mM HEPES, 10 mM NaCl, pH 7.0)[7] DNA complex: Excitation maximum = 355 nm, Emission maximum = 465 nm (5 mM HEPES, 10 mM NaCl, pH 7.0)[7]

Preparation Note

This product is soluble in water (50 mg/ml), yielding a clear solution. The pH of a 2% solution is 1.9. It has been observed that this material will precipitate from phosphate buffer solutions.
Aqueous solutions are stable for 1 month if kept in the dark at 2-8 °C.[3]

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable