382061

Bisbenzimide H 33258 Fluorochrome, Trihydrochloride

Membrane-permeable, adenine-thymine-specific fluorescent stain.

• Synonym(s): Bisbenzimide H 33258 Fluorochrome, Trihydrochloride, 2-[2-(4-Hydroxyphenyl)-6-benzimidazoyl]-6-(1-methyl-4-piperazyl)-benzimidazole, 3HCl, HOE 33258
• Empirical Formula (Hill Notation): C₂₅H₂₄N₆O · 3HCl
• CAS Number: 23491-45-4
• Molecular Weight: 533.88
• MDL number: MFCD00012679
• UNSPSC Code: 12352111
• NACRES: NA.21

Properties

• Quality Level: 100
• description: RTECS - SM1140500
• Assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: yellow-green
• fluorescence: λ_ex 346 nm; λ_em 460 nm
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: [Cl-].[Cl-].[Cl-].N1(CCN(CC1)c2cc3[nH]c(nc3cc2)c4cc5c(cc4)NC(=C6C=CC(=O)C=C6)N5)C.[H+].[H+].[H+]
• InChI: 1S/C25H24N6O.3ClH/c1-30-10-12-31(13-11-30)18-5-9-21-23(15-18)29-25(27-21)17-4-8-20-22(14-17)28-24(26-20)16-2-6-19(32)7-3-16;;;/h2-9,14-15,26,28H,10-13H2,1H3,(H,27,29);3*1H
• InChI key: OKQAASMPIOSOEX-UHFFFAOYSA-N

Description

General description

Membrane-permeable, adenine-thymine-specific fluorescent stain. Useful for staining DNA, chromosomes, and nuclei. Increases the rate of channel-mediated Ca²⁺ efflux from junctional cytoplasmic reticulum vesicles. Can also be used to detect mycoplasma contamination in tissue culture. H 33258 and the related compound H 33342 (Cat. No. 382065) have been used in conjunction with RNA aptamers in the 5′ untranslated region (UTR) to control expression of transfected gene constructs.

Membrane-permeant, adenine-thymidine specific fluorescent stain (excitation maximum: 346 nm; emission maximum: 460 nm). Useful for staining DNA, chromosomes, and nuclei. Increases the rate of channel-mediated Ca²⁺ efflux from junctional cytoplasmic reticulum vesicles. Can also be used to detect mycoplasma contamination in tissue culture. H 33258 and the related compound H33342 (Cat. No. 382065) have been used in conjunction with RNA aptamers in the 5′ untranslated region (UTR) to control expression of transfected gene constructs.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Adenine-thymine-specific fluorescent stain

Product does not compete with ATP.

Reversible: no

Preparation Note

Following reconstitution, store in the refrigerator (4°C). Aqueous stock solutions are stable for up to 2 weeks at 4°C.

Precipitates in phosphate buffered solutions

Other Notes

Werstuck, G., and Green, M.R. 1998. Science 282, 296.
Battaglio, M., et al. 1994. Biotech. Histochem. 69, 152.
Elstein, K.H., and Zucker, R.M. 1994. Exp. Cell Res. 211, 322.
Tarshis, M., et al. 1994. J. Immunol. Methods168, 245.
Beeler, T.J., and Gable, K. 1993. J. Membr. Biol. 135, 109.
Oberhammer, F., et al. 1993. EMBO J. 12, 3679.
Papadimitriou, E., and Lelkes, P.I. 1993. J. Immunol. Methods162, 41.
Jin, R., and Breslauer, K.J. 1988. Proc. Natl. Acad. Sci. USA85, 8939.
Cesarone, C.F., et al. 1979. Anal. Biochem.100, 188.
Latt, S.A., and Stetten, G. 1976. J. Histochem. Cytochem.24, 24.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable