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B2261

Sigma-Aldrich

bisBenzimide H 33342 trihydrochloride

≥98% purity (HPLC and TLC), powder

Sinonimo/i:

2′-(4-Ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5′-bi-1H-benzimidazole trihydrochloride, HOE 33342, Hoechst 33342, bisBenzimide

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About This Item

Formula empirica (notazione di Hill):
C27H28N6O · 3HCl · xH2O
Numero CAS:
Peso molecolare:
561.93 (anhydrous basis)
Beilstein:
1234011
Numero MDL:
Codice UNSPSC:
12171500
ID PubChem:
NACRES:
NA.47

Nome del prodotto

bisBenzimide H 33342 trihydrochloride, ≥98% (HPLC and TLC)

Livello qualitativo

Saggio

≥98% (HPLC and TLC)

Stato

powder

tecniche

titration: suitable

Colore

yellow

pH

1.7 (20 °C)

Solubilità

H2O: 20 mg/mL
phosphate buffer: precipitates

Compatibilità

suitable for fluorescence

applicazioni

diagnostic assay manufacturing
hematology
histology

Temperatura di conservazione

−20°C

Stringa SMILE

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
FYEVKHPLBHLWHK-UHFFFAOYSA-N

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Applicazioni

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. This fluorescent dye has been used in sorting living cells based on DNA content, used in flow cytometry for the determination of DNA content, and for the visualization of chromatin distribution in living cells. It has been used to detect BrdU incorporation into cells and in studying the initial stages apoptosis and cellcycle distribution., 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

Azioni biochim/fisiol

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

Proprietà fisiche

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) DNA complex: Excitation maximum = 355 nm, Emission maximum = 465 nm (5 mM HEPES, 10 mM NaCl, pH 7.0)

Nota sulla preparazione

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.

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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M G Ormerod et al.
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Proceedings of the National Academy of Sciences of the USA, 101, 4158-4163 (2004)
M Gregoire et al.
Experimental cell research, 152(1), 38-46 (1984-05-01)
Chromatin distribution was visualized in living cells with the selective DNA fluorochrome Hoechst 33342. This dye was shown to be non-toxic on the rat kangaroo PTO cell line by measuring the labelled cell growth rate. The aim of this work
F Belloc et al.
Cytometry, 17(1), 59-65 (1994-09-01)
A flow cytometric method to detect apoptotic cells is described. This method is based on the detection of differences in chromatin condensation with Hoechst 33342 as a probe and the detection of dead cells with propidium iodide as a probe
P E Mozdziak et al.
Cytometry, 41(2), 89-95 (2000-09-26)
5-Bromo-2'-deoxyuridine (BrdU) is a powerful compound to study the mitotic activity of a cell. Most techniques that identify BrdU-labeled cells require conditions that kill the cells. However, the fluorescence intensity of the membrane-permeable Hoechst dyes is reduced by the incorporation

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