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AB145596

Bisbenzimide H 33258 (Hoechst 33258), adenine-thymine selective DNA fluorescent stain

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(2 Publications)

MW 533.9 Da, Purity >98%. Cell-permeable, adenine-thymine selective DNA fluorescent stain. DNA minor groove-directed agent. Labels DNA, chromosomes and nuclei. Stimulates topoisomerase I-mediated DNA cleavage. Bisbenzimide H 33342 (ab145596) analog.
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Chemical Structure - Bisbenzimide H 33258 (Hoechst 33258), adenine-thymine selective DNA fluorescent stain (AB145596)
  • Chemical Structure

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Chemical Structure - Bisbenzimide H 33258 (Hoechst 33258), adenine-thymine selective DNA fluorescent stain (AB145596)

2D chemical structure image of ab145596, Bisbenzimide H 33258 (Hoechst 33258), adenine-thymine selective DNA fluorescent stain

Key facts

CAS number

23491-45-4

Purity

>98%

Form

Solid

form

Molecular weight

533.9 Da

Molecular formula

C<sub>2</sub><sub>5</sub>H<sub>2</sub><sub>7</sub>Cl<sub>3</sub>N<sub>6</sub>O

PubChem

5360743

Nature

Synthetic

Solubility

Soluble in water to 10 mM

Biochemical name

CID 5360743

Biological description

Cell-permeable, adenine-thymine selective DNA fluorescent stain. DNA minor groove-directed agent. Labels DNA, chromosomes and nuclei. Stimulates topoisomerase I-mediated DNA cleavage. Bisbenzimide H 33342 (ab145596) analog.

Canonical smiles

CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)NC(=C6C=CC(=O)C=C6)N5.Cl.Cl.Cl

Isomeric smiles

CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)NC(=C6C=CC(=O)C=C6)N5.Cl.Cl.Cl

InChi

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

InChiKey

OKQAASMPIOSOEX-UHFFFAOYSA-N

IUPAC Name

4-[5-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1,3-dihydrobenzimidazol-2-ylidene]cyclohexa-2,5-dien-1-one;trihydrochloride

Excitation/Emission

Ex: 350nm, Em: 461nm

Product details

This product is manufactured by BioVision, an Abcam company and was previously called 2178 bisBenzimide H 33258. 2178-100 is the same size as the 100 mg size of ab145596.

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Product protocols

Publications (2)

Recent publications for all applications. Explore the full list and refine your search

Proceedings of the National Academy of Sciences of the United States of America 119:e2209042119 PubMed36136978

2022

Inhibition of major histocompatibility complex-I antigen presentation by sarbecovirus ORF7a proteins.

Applications

Unspecified application

Species

Unspecified reactive species

Fengwen Zhang,Trinity M Zang,Eva M Stevenson,Xiao Lei,Dennis C Copertino,Talia M Mota,Julie Boucau,Wilfredo F Garcia-Beltran,R Brad Jones,Paul D Bieniasz

Redox biology 4:48-59 PubMed25498967

2014

The role of the catecholic and the electrophilic moieties of caffeic acid in Nrf2/Keap1 pathway activation in ovarian carcinoma cell lines.

Applications

Unspecified application

Species

Unspecified reactive species

R Sirota,D Gibson,R Kohen
View all publications

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