Structure via PubChem · Public domain (PubChem)
bisbenzimide ethoxide
Sign in to saveAlso known as 2'-(p-ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bibenzimidazole, 2'-(4-ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bi-1H-benzimidazole, bisbenzimide, Hoechst 33342, H33342
Bisbenzimide (Hoechst 33342) is an organic compound used as a fluorescent stain for DNA in molecular biology applications. Several related chemical compounds are used for similar purposes and are collectively called Hoechst stains.
Chemical data
- Formula
- C27H28N6O
- Molecular weight
- 452.6 g/mol
- IUPAC name
- 2-(4-ethoxyphenyl)-6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazole
- SMILES
- CCOC1=CC=C(C=C1)C2=NC3=C(N2)C=C(C=C3)C4=NC5=C(N4)C=C(C=C5)N6CCN(CC6)C
- InChIKey
- PRDFBSVERLRRMY-UHFFFAOYSA-N
- XLogP
- 4.6
- Polar surface area
- 73.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- Hoechst stain
- Mass
- 452.232
- Image
- Hoechst 33342 Stain - Platynereis dumerilii larvae.jpg
Show 3 more facts
- Commons category
- Hoechst 33342
- canonical SMILES
- CCOC1=CC=C(C=C1)C2=NC3=C(N2)C=C(C=C3)C4=NC5=C(N4)C=C(C=C5)N6CCN(CC6)C
- chemical formula
- C₂₇H₂₈N₆O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Application
- References
- External links
Bisbenzimide (Hoechst 33342) is an organic compound used as a fluorescent stain for DNA in molecular biology applications. Several related chemical compounds are used for similar purposes and are collectively called Hoechst stains.
==Application== Bisbenzimide tends to bind to adenine–thymine-rich regions of DNA and can decrease its density. Bisbenzimide mixed with DNA samples can then be used to separate DNA according to their AT percentage using a cesium chloride (CsCl) gradient centrifugation.
Excerpted from Wikipedia’s “bisbenzimide ethoxide” article, available under the CC BY-SA 4.0 licence.