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Merck

B1155

bisBenzimide H 33258

≥98% (HPLC and TLC), Bcl-XL inhibitor, powder

Synonym(s):

2′-(4-Hydroxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5′-bi(1H-benzimidazole) trihydrochloride, 2-[2-(4-Hydroxyphenyl)-6-benzimidazoyl]-6-(1-methyl-4-piperazyl)benzimidazole trihydrochloride, BBIH, BXI-72, HOE 33258, Hoechst 33258, NSC334072

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About This Item

Empirical Formula (Hill Notation):
C25H24N6O · 3HCl
CAS Number:
23491-45-4
Molecular Weight:
533.88
NACRES:
NA.77
PubChem Substance ID:
24891565
UNSPSC Code:
41106305
EC Number:
245-690-6
MDL number:
MFCD00012679
Beilstein/REAXYS Number:
4088183
Assay:
≥98% (HPLC and TLC)
Form:
powder
Quality level:
200

Key Documents

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Product Name

bisBenzimide H 33258, powder, BioReagent, suitable for cell culture, ≥98% (HPLC and TLC)

form

powder

InChI key

OWRSPPSBNWJJAR-UHFFFAOYSA-N

InChI

1S/C27H28N6O.3ClH.H2O/c1-32-10-12-33(13-11-32)22-5-9-25-21(15-22)17-29-27(31-25)19-4-8-24-20(14-19)16-28-26(30-24)18-2-6-23(34)7-3-18;;;;/h2-9,14-15,34H,10-13,16-17H2,1H3,(H,28,30)(H,29,31);3*1H;1H2

SMILES string

Cl[H].Cl[H].Cl[H].[H]O[H].CN1CCN(CC1)c2ccc3NC(=NCc3c2)c4ccc5NC(=NCc5c4)c6ccc(O)cc6

product line

BioReagent

assay

≥98% (HPLC and TLC)

technique(s)

cell culture | mammalian: suitable

solubility

H2O: 10 mg/mL, water and ethanol: 10 mg/mL

suitability

passes application test for fluorescence

storage temp.

−20°C

Quality Level

200

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Application

bisBenzimide H 33258 is useful for staining DNA, chromosomes and nuclei. bisBenzimide H 33258 may be used for fluorescence microscopy or flow cytometry.
Excitation max. = 346 nm
Emission max. = 460 nm
bisBenzimide H 33258 is useful for staining DNA, chromosomes, and nuclei. May be used for fluorescence microscopy or flow cytometry.

Biochem/physiol Actions

bisBenzimide H 33258 is a potent and selective Bcl-XL inhibitor.
bisBenzimide H 33258 is a potent and selective Bcl-XL inhibitor. bisBenzimide H 33258 is a membrane-permeable, fluorescent DNA stain with low cytotoxicity that intercalate in A-T regions of DNA.

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
079M4023V
048M4000V
037M4059V
046M4048V
125M4167V

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Maria Elena Dell'Aquila et al.
Fertility and sterility, 91(1), 249-255 (2008-03-28)
To analyze the effects of GnRH agonists versus antagonists on mitochondrial distribution and activity in human mature oocytes. Randomized research experimental study. Academic basic research laboratory and hospital-based fertility center. Two hundred twenty-five supernumerary mature oocytes from 44 patients. Fluorescent
Luisa Valentini et al.
Animal reproduction science, 117(1-2), 166-177 (2009-04-18)
This study investigates the mitochondrial (mt) distribution in canine ovarian oocytes examined at recovery time, as related to the reproductive cycle stage, and in oviductal oocytes. Ovarian Germinal Vesicle (GV) stage oocytes were recovered from bitches in anestrous (A, n=2)
Luke O'Shaughnessy et al.
Methods in molecular biology (Clifton, N.J.), 681, 295-309 (2010-10-28)
Expression of recombinant proteins in the baculovirus/insect cell expression system is employed because it enables post-translational protein modification and high yields of recombinant protein. The system is capable of facilitating the functional expression of many proteins - either secreted or
Jared J Luxton et al.
Cell reports, 33(10), 108457-108457 (2020-11-27)
Telomere length dynamics and DNA damage responses were assessed before, during, and after one-year or shorter duration missions aboard the International Space Station (ISS) in a comparatively large cohort of astronauts (n = 11). Although generally healthy individuals, astronauts tended to
Luis Emiliano Peña-Altamira et al.
Neurochemistry international, 115, 37-49 (2017-10-25)
Purine nucleoside phosphorylase (PNP), a crucial enzyme in purine metabolism which converts ribonucleosides into purine bases, has mainly been found inside glial cells. Since we recently demonstrated that PNP is released from rat C6 glioma cells, we then wondered whether
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