Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

View All Documentation

B1155

Sigma-Aldrich

bisBenzimide H 33258

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

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C25H24N6O · 3HCl
CAS Number:
23491-45-4
Molecular Weight:
533.88
Beilstein/REAXYS Number:
4088183
EC Number:
245-690-6
MDL number:
MFCD00012679
UNSPSC Code:
41106305
PubChem Substance ID:
24891565
NACRES:
NA.77

product line

BioReagent

Quality Level

200

assay

≥98% (HPLC and TLC)

form

powder

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

SMILES string

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

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

Inchi Key

OWRSPPSBNWJJAR-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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

Biochem/physiol Actions

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Li Wang et al.
Frontiers in oncology, 11, 657008-657008 (2021-08-03)
Pancreatic ductal adenocarcinoma (PDAC) is a highly aggressive malignancy with extremely limited treatment; the effective targeting strategy stays an urgent unmet need. Neuropilin-2 (NRP2), a multifunctional transmembrane non-tyrosine-kinase glycoprotein, enhances various signal transduction pathways to modulate cancer progression. However, the
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
View All Related Papers

Articles

Mycoplasma Detection, Prevention, and Elimination in Cell Culture

Detect mycoplasma contamination in cell culture through the PCR, DNA stain, or culture tests. Discover mycoplasma prevention, elimination, and detection kits.

Cell Culture Fundamentals: Safety Aspects of Cell Culture

Overview on how to maintain proper cell culture laboratory safety including steps on performing lab risk assessments, surface disinfection, biohazard and waste removal. Free ECACC handbook download.

Good Cell Banking Practices

Overview of good cell banking practices for cell line cryopreservation purposes.

Quality Control Considerations in Cell Culture

Quality control guidelines to maintain high quality authenticated and contamination-free cell cultures. Free ECACC handbook download.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service