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D1878

Sigma-Aldrich

2,6-Dichloroindophenol sodium salt hydrate

Powder, BioReagent

Synonym(s):

2,6-Dichloro-N-(4-hydroxyphenyl)-1,4-benzoquinoneimine sodium salt, 2,6-Dichlorobenzenone-indophenol sodium salt, 2,6-Dichlorophenolindophenol sodium salt hydrate, DCIP, DPIP

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About This Item

Empirical Formula (Hill Notation):
C12H6Cl2NNaO2 · xH2O
CAS Number:
1266615-56-8
Molecular Weight:
290.08 (anhydrous basis)
Beilstein:
3641229
EC Number:
210-640-4
MDL number:
MFCD00150014
UNSPSC Code:
12171500
PubChem Substance ID:
57654075
NACRES:
NA.47

product name

2,6-Dichloroindophenol sodium salt hydrate, suitable for vitamin C determination, BioReagent

product line

BioReagent

Quality Level

200

form

powder

solubility

H2O: soluble 10 mg/mL, clear, blue to very deep blue

suitability

suitable for vitamin C determination

application(s)

diagnostic assay manufacturing
food and beverages
hematology
histology

storage temp.

room temp

SMILES string

O.[Na+].[O-]c1ccc(cc1)\N=C2/C=C(Cl)C(=O)C(Cl)=C2

InChI

1S/C12H7Cl2NO2.Na.H2O/c13-10-5-8(6-11(14)12(10)17)15-7-1-3-9(16)4-2-7;;/h1-6,16H;;1H2/q;+1;/p-1

InChI key

XHSOLXWCGCVQHE-UHFFFAOYSA-M

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General description

2,6-Dichloroindophenol sodium salt hydrate is a blue redox dye.

Application

2,6-Dichloroindophenol sodium salt hydrate is suitable for vitamin C determination. 2,6-Dichloroindophenol (DCIP) may be used in the following studies:
  • As redox dye to investigate the efficiency of gold nanoparticles (Au-NP) for enzymatic activity of glucose oxidase (GOx).
  • To compose UVB specific dosimeter.
  • Quantification of vitamin C (L-ascorbic acid) in fruit juices.
  • As substrate in NQO1 assay to investigate the liver cytosolic NQO1 activity spectrophotometrically.
  • Mitochondrial succinate CoQ oxidoreductase (complex II) activity assay.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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’.

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Ramanaviciene A, et al.
Sensors and Actuators B, Chemical, 137(2), 483-489 (2009)
Hanit Brenner-Lavie et al.
Biochimica et biophysica acta, 1777(2), 173-185 (2007-11-13)
Deleterious effects of dopamine (DA) involving mitochondrial dysfunction have an important role in DA-associated neuronal disorders, including schizophrenia and Parkinson's disease. DA detrimental effects have been attributed to its ability to be auto-oxidized to toxic reactive oxygen species. Since, unlike
Misty Prince et al.
Toxicology letters, 185(3), 180-186 (2009-01-20)
Naturally occurring coumarins possess anti-carcinogenic activities in part by inducing carcinogen-detoxifying enzymes glutathione S-transferase (GST) and/or NAD(P)H quinone oxidoreductase (NQO1). Our goal was to determine whether citrus coumarins induce hepatic GST and/or NQO1 via activation of Nrf2 and the antioxidant
Further insights toward vitamin c determination and stability proposal of a new quantification method
Vieira CA, et al.
Biosci., 26(2), 296-304 (2010)
Andrew Mills et al.
The Analyst, 134(5), 845-850 (2009-04-22)
A UVB specific dosimeter is described comprising: a redox dye (2,6-dichloroindophenol, DCIP), a semiconductor (tin(IV) oxide, SnO(2)) and a sacrificial electron donor (glycerol) dispersed in a polymer (hydroxy ethyl cellulose, HEC) film. The dosimeter is blue in the absence of
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