Merck
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14533

Sigma-Aldrich

bisBenzimide H 33342 trihydrochloride

for fluorescence, ≥97.0% (HPLC)

Synonym(s):
2′-(4-Ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5′-bi-1H-benzimidazole trihydrochloride, HOE 33342, Hoechst 33342, bisBenzimide
Empirical Formula (Hill Notation):
C27H28N6O · 3HCl · xH2O
CAS Number:
Molecular Weight:
561.93 (anhydrous basis)
Beilstein:
1234011
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

grade

for fluorescence

Quality Level

assay

≥97.0% (HPLC)

fluorescence

λex 340 nm; λem 510 nm
λex 355 nm; λem 465 nm in TE buffer; DNA

storage temp.

2-8°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

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Application

bisBenzimide H 33342 trihydrochloride can be used to study biochemicals and reagents, fluorescent probes, labels, particles and stains, luminescent compounds and detection and wavelength index. bisBenzimide H 33342 trihydrochloride, Hoechst 33342, has been used in a study to investigate the effects of inorganic and organic arsenic compounds on human T-lymphoblastoid leukemia cells. Hoechst 33342 has also been used in a study to examine the effects of 9 calcium antagonists on ABCG2/BCRP-mediated resistance and transport in HeLa and SN-38-resistant HeLa (HeLa/SN100) cells, overexpressing ABCG2/BCRP.
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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Suitable for vital DNA staining of a variety of cell types; As a probe of membrane permeability in mammalian cells

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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