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D1878

Sigma-Aldrich

2,6-Dichloroindophenol sodium salt hydrate

suitable for vitamin C determination, BioReagent

Synonym(s):
2,6-Dichlorophenolindophenol sodium salt hydrate, DPIP, 2,6-Dichloro-N-(4-hydroxyphenyl)-1,4-benzoquinoneimine sodium salt, 2,6-Dichlorobenzenone-indophenol sodium salt, DCIP
Empirical Formula (Hill Notation):
C12H6Cl2NNaO2 · xH2O
CAS Number:
Molecular Weight:
290.08 (anhydrous basis)
Beilstein:
3641229
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

product line

BioReagent

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

13 - Non 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

Certificate of Analysis

Certificate of Origin

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solubility for Product D1878, 2,6-Dichloroindophenol sodium salt hydrate?

    During quality control testing, Sigma Aldrich tests solubility at 10 mg/mL in water.  Conn's Biological Stains, 10th Edition states that dichloroindophenol sodium salt is soluble up to 3% in water and up to 2% in ethanol.

  6. Has Product D1878, 2,6-Dichloroindophenol sodium salt hydrate, been used as a pH or redox indicator?

    Yes. Conn's Biological Stains indicates Dichloroindophenol sodium salt in acid is  red and blue in alkali. The product is colorless when reduced.

  7. Other than use as a reagent for determination of Vitamin C, are there other reported uses of Product D1878, 2,6-Dichloroindophenol sodium salt hydrate?

    Yes. Conn's Biological Stains indicates Dichloroindophenol sodium salt has been used as an electron receptor, for use in demonstrating NADPH diaphorase and to stain glutathione reductase electrophoresis gels.

  8. Are there substances known to interfere in Vitamin C determination?

    Yes. Interfering substances are ferrous, stannous, and cuprous sulfite or thiosulfate ions, and SO2.

  9.  Are the absorbance maxima and the extinction coefficients available for Product D1878, 2,6-Dichloroindophenol sodium salt hydrate?

    Our Analytical Department has run absorbance spectra on many lots of D1878. Using 0.1 M phosphate buffer, pH 8.3 as the solvent, absorbance maxima in the range of 600-605 nm and a mM extinction coefficient of 18.0-19.7 have been reported.

  10. Are there published references for Dichloroindophenol sodium salt being used for the determination of Vitamin C?

    Yes. Please see: W. Horowitz ed. Official Methods of Analysis of the AOAC Washington D.C. , 777, (1970) and  K. Hiromi et al., Anal. Biochem. 101, 421, (1980).

  11. Has Sigma Aldrich performed solution stability studies for Product D1878, 2,6-Dichloroindophenol sodium salt hydrate?

    No. Unfortunately, we have not performed solution stability studies on this product.

  12. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Further insights toward vitamin c determination and stability proposal of a new quantification method
Vieira CA, et al.
Biosci., 26(2), 296-304 (2010)
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
Spectrophotometric evaluation of gold nanoparticles as red-ox mediator for glucose oxidase.
Ramanaviciene A, et al.
Sensors and Actuators B, Chemical, 137(2), 483-489 (2009)
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
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

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