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14533

bisBenzimide H 33342 trihydrochloride

suitable for fluorescence, ≥97.0% (HPLC)

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C27H28N6O · 3HCl · xH2O
Número CAS:
875756-97-1
Peso molecular:
561.93 (anhydrous basis)
UNSPSC Code:
12161505
NACRES:
NA.25
PubChem Substance ID:
57647173
EC Number:
245-691-1
Beilstein/REAXYS Number:
1234011
MDL number:
MFCD00012678
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Quality Level

200

assay

≥97.0% (HPLC)

fluorescence

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

suitability

suitable for fluorescence

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

Application

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

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

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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCN0628
BCCL3465
BCCJ9222
BCCH0905
BCCG8558

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M E Lalande et al.
Proceedings of the National Academy of Sciences of the United States of America, 78(1), 363-367 (1981-01-01)
Flow cytometric analysis of the uptake of the DNA-specific and fluorescent probe Hoechst 33342 (HO342) offers a simple and rapid method for measuring membrane transport rates in mammalian cells and identifying cellular subpopulations that differ in their membrane transport rates.
W M Grogan et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 29(6), 738-746 (1981-06-01)
The dye Hoechst 33342 and a 2-parameter cell sorter have been used to measure DNA content in viable testis cells and to sort pachytene spermatocytes and round spermatids from adult mouse testis to virtually 100% homogeneity. Early diploid spermatogenic cells
M J Lydon et al.
Journal of cellular physiology, 102(2), 175-181 (1980-02-01)
A procedure has been investigated for sorting viable cells according to their DNA content. Cells are stained with the U.V. activated fluorochromes 4'6-diamidino-2-phenylindole (DAPI), Hoechst 33258 or Hoechst 33342, and sorted with a Fluorescence Activated Cell Sorter. Hoechst 33342 is
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