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Merck

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

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Este artículo
B2261B2883382061
bisBenzimide H 33342 trihydrochloride suitable for fluorescence, ≥97.0% (HPLC)

Sigma-Aldrich

14533

bisBenzimide H 33342 trihydrochloride

bisBenzimide H 33342 trihydrochloride ≥98% (HPLC)

Sigma-Aldrich

B2261

bisBenzimide H 33342 trihydrochloride

bisBenzimide H 33258 ≥98% (HPLC)

Sigma-Aldrich

B2883

bisBenzimide H 33258

Bisbenzimide H 33258 Fluorochrome, Trihydrochloride Membrane-permeable, adenine-thymine-specific fluorescent stain.

Sigma-Aldrich

382061

Bisbenzimide H 33258 Fluorochrome, Trihydrochloride

grade

for fluorescence

grade

-

grade

-

grade

-

fluorescence

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

fluorescence

-

fluorescence

-

fluorescence

λex 346 nm, λem 460 nm

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

assay

≥97.0% (HPLC)

assay

≥98% (HPLC and TLC)

assay

≥98% (HPLC and TLC)

assay

≥98% (HPLC)

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[1][2]; As a probe of membrane permeability in mammalian cells[3]

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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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
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.
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
Ganna Aleshcheva et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29(6), 2303-2314 (2015-02-15)
Real and simulated microgravity induce a variety of changes in human cells. Most importantly, changes in the cytoskeleton have been noted, and studies on microtubules have shown that they are gravisensitive. This study focuses on the effects of short-term real
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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 respuesta

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 respuesta

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. When Product 14533, bisBenzimide H 33342 trihydrochloride, is dissolved in water, what is the pH?

    1 respuesta

    1. The pH of a 2% solution in water is approximately 1.9.

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

    1 respuesta

    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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  5. What is the solubility of Product 14533, bisBenzimide H 33342 trihydrochloride?

    1 respuesta

    1. It is soluble in water at 50 mg/mL.  It will precipitate from phosphate buffer solutions

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