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B2261

Sigma-Aldrich

bisBenzimide H 33342 trihydrochloride

≥98% purity (HPLC and TLC), powder

Synonyme(s) :

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

Formule empirique (notation de Hill):
C27H28N6O · 3HCl · xH2O
Numéro CAS:
875756-97-1
Poids moléculaire :
561.93 (anhydrous basis)
Beilstein:
1234011
Numéro MDL:
MFCD00012678
Code UNSPSC :
12171500
ID de substance PubChem :
24891639
Nomenclature NACRES :
NA.47
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Nom du produit

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

Niveau de qualité

300

Essai

≥98% (HPLC and TLC)

Forme

powder

Technique(s)

titration: suitable

Couleur

yellow

pH

1.7 (20 °C)

Solubilité

H2O: 20 mg/mL
phosphate buffer: precipitates

Adéquation

suitable for fluorescence

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

FYEVKHPLBHLWHK-UHFFFAOYSA-N

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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

Actions biochimiques/physiologiques

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

Propriétés physiques

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]

Notes préparatoires

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]

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

06693

Timestrip Plus™ -20 °C

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000145349
0000148508
0000216576
0000383787
0000383788

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Consulter la Bibliothèque de documents

The transforming activity of Wnt effectors correlates with their ability to induce the accumulation of mammary progenitor cells.
Liu BY, et al.
Proceedings of the National Academy of Sciences of the USA, 101, 4158-4163 (2004)
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
M G Ormerod et al.
Cytometry, 14(6), 595-602 (1993-01-01)
We have recently developed a method for the separation and quantification of viable apoptotic cells without the need for permeabilisation or fixation of the cells. The method is based on the observation that apoptotic rat thymocytes fluoresce more brightly than
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
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
Afficher tous les articles scientifiques apparentés

Articles

Cell Cycle Analysis Using NTP Transporter

Cell cycle regulates vital processes like DNA repair, cancer prevention. Four stages: G1, S, G2, M. NTPs don't permeate membranes.

Cell Cycle Analysis Using NTP Transporter

Cell cycle regulates vital processes like DNA repair, cancer prevention. Four stages: G1, S, G2, M. NTPs don't permeate membranes.

Cell Cycle Analysis Using NTP Transporter

Cell cycle regulates vital processes like DNA repair, cancer prevention. Four stages: G1, S, G2, M. NTPs don't permeate membranes.

Cell Cycle Analysis Using NTP Transporter

Cell cycle regulates vital processes like DNA repair, cancer prevention. Four stages: G1, S, G2, M. NTPs don't permeate membranes.

Questions

1–4 of 4 Questions  

  1. Can solvents other than water be used to dissolve Product B2261, bisBenzimide H 33342 trihydrochloride?

    1 answer

    1. Hoechst 33342 can be dissolved in N,N-dimethylformamide (DMF).

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  2. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  3. What is a typical concentration of Product B2261, bisBenzimide H 33342 trihydrochloride, for staining DNA in cells?

    1 answer

    1. 200 micrograms per mL.

      Helpful?

  4. Which Hoechst dye is suitable for chromosomal analysis?

    1 answer

    1. Hoechst 33258 (Product No. B2883) is the preferred Hoechst dye for chromosomal analysis. Hoechst 33342 (Product No. B2261) is a poor fluorochrome for chromosomal analysis.

      Helpful?

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