Structure via PubChem · Public domain (PubChem)
dichlorphenolindophenol
Sign in to saveAlso known as Dichlorophenolindophenol, DCPIP, DPIP, 2,5-cyclohexadien-1-one, 2,6-dichloro-4-((4-hydroxyphenyl)imino) -2,5-cyclohexadien-1-one, 2,6-dichlorophenol Indophenol, DCIP, 2,6-dichloroindophenol
2,6-Dichlorophenolindophenol (DCPIP, DCIP or DPIP) is a chemical compound used as a redox dye. When oxidized, DCPIP is blue with a maximal absorption at 600 nm; when reduced, DCPIP is colorless.
Chemical data
- Formula
- C12H7Cl2NO2
- Molecular weight
- 268.09 g/mol
- IUPAC name
- 4-(3,5-dichloro-4-hydroxyphenyl)iminocyclohexa-2,5-dien-1-one
- SMILES
- C1=CC(=O)C=CC1=NC2=CC(=C(C(=C2)Cl)O)Cl
- InChIKey
- FBWADIKARMIWNM-UHFFFAOYSA-N
- XLogP
- 2.8
- Polar surface area
- 49.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
19 papers- [Competition between redox mediator and oxygen in the microbial fuel cell].Prikladnaia biokhimiia i mikrobiologiia · 2017
- Calcium modulates the photoassembly of photosystem II (Mn)4-clusters by preventing ligation of nonfunctional high-valency states of manganese.Biochemistry · 1995
- [Activities of the liver microsome reductases in adult and aged rats during stress].Voprosy meditsinskoi khimii · 2001
- Rat liver metabolism of dicarboxylic acids.The American journal of physiology · 1989
- [On the significance of the 2,3-diphosphoglycerate cycle in erythrocytes: relationships between methemoglobin- and 2,6-dichlorphenolindophenol-reduction, glycolysis and 2,3,-diphosphoglycerate formation].Blut · 1966
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 266.985383824
- Image
- Dichlorophenolindophenol on a bench (DCPIP).jpg
Show 4 more facts
- canonical SMILES
- c1cc(ccc1N=C2C=C(C(=O)C(=C2)Cl)Cl)O
- chemical formula
- C₁₂H₇NCl₂O₂
- Commons gallery
- DCIP
- Commons category
- DCPIP
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
2,6-Dichlorophenolindophenol (DCPIP, DCIP or DPIP) is a chemical compound used as a redox dye. When oxidized, DCPIP is blue with a maximal absorption at 600 nm; when reduced, DCPIP is colorless.
DCPIP can be used to measure the rate of photosynthesis. It is part of the Hill reagents family. When exposed to light in a photosynthetic system, the dye is decolorised by chemical reduction. DCPIP has a higher affinity for electrons than ferredoxin and the photosynthetic electron transport chain can reduce DCPIP as a substitute for NADP+, that is normally the final electron carrier in photosynthesis. As DCPIP is reduced and becomes colorless, the resultant increase in light transmittance can be measured using a spectrophotometer.
Excerpted from Wikipedia’s “dichlorphenolindophenol” article, available under the CC BY-SA 4.0 licence.