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Merck

14533

bisBenzimide H 33342 trihydrochloride

suitable for fluorescence, ≥97.0% (HPLC)

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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A propos de cet article

Formule empirique (notation de Hill) :
C27H28N6O · 3HCl · xH2O
Numéro CAS:
875756-97-1
Poids moléculaire :
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

Principaux documents

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InChI key

FYEVKHPLBHLWHK-UHFFFAOYSA-N

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

SMILES string

Cl[H].Cl[H].Cl[H].CCOc1ccc(cc1)C2=NCc3cc(ccc3N2)C4=NCc5cc(ccc5N4)N6CCN(C)CC6

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

Quality Level

200

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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

Classe de stockage

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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Certificats d'analyse (COA)

Lot/Batch Number
BCCN0628
BCCL3465
BCCJ9222
BCCH0905
BCCG8558

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Consulter la Bibliothèque de documents

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.
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
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
Steven S Welc et al.
Nature communications, 10(1), 2788-2788 (2019-06-28)
Many potentially therapeutic molecules have been identified for treating Duchenne muscular dystrophy. However, targeting those molecules only to sites of active pathology is an obstacle to their clinical use. Because dystrophic muscles become extensively inflamed, we tested whether expressing a therapeutic
Fang-Hsin Chen et al.
International journal of radiation oncology, biology, physics, 86(4), 777-784 (2013-04-23)
To investigate vascular responses during fractionated radiation therapy (F-RT) and the effects of targeting pericytes or bone marrow-derived cells (BMDCs) on the efficacy of F-RT. Murine prostate TRAMP-C1 tumors were grown in control mice or mice transplanted with green fluorescent
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