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199303

Sigma-Aldrich

Resazurin sodium salt

certified by the Biological Stain Commission

Synonym(s):

7-Hydroxy-3H-phenoxazin-3-one-10-oxide sodium salt

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About This Item

Empirical Formula (Hill Notation):
C12H6NNaO4
CAS Number:
Molecular Weight:
251.17
Beilstein:
3794971
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

grade

certified by the Biological Stain Commission

form

powder

composition

Dye content, 75%

solubility

1 M NH4OH: 1 mg/mL

λmax

380 nm (2nd)
598 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[O-]c1ccc2c(OC3=CC(=O)C=CC3=[N+]2[O-])c1

InChI

1S/C12H7NO4.Na/c14-7-1-3-9-11(5-7)17-12-6-8(15)2-4-10(12)13(9)16;/h1-6,14H;/q;+1/p-1

InChI key

IVGPGQSSDLDOLH-UHFFFAOYSA-M

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General description

Resazurin is a small N-oxide derivative of dihydroxyphenoxazone. It is a non-ionic dye containing a small and planar chromophore. It is a redox indicator and changes from bluish violet through pink to colorless upon reduction. It is also used as a pH indicator for Ph 3.5 to 6.5 wherein it changed from orange to bluish violet. It is commercially available as resazurin sodium salt, which is also known as 3H-Phenoxazin-3-one, 7-hydroxy-, 10-oxide, sodium salt. It forms the red, fluorescent hydroxyphenoxazone resorufin on reduction and colorless hydroresorufin on further reduction.

Application

Resazurin is mostly used as a biological redox indicator. The bioreduction of the dye reduces the amount of the oxidized form (blue) and concomitantly increases the fluorescent intermediate (red). Its applications include:
  • the measurement of metabolic activity and the proliferation of living cells
  • the detection of bacterial reduction in milk
  • in viability assays as a component of culture media for the detection of viable bacteria
  • to determine the number of motile sperm in sheep semen
  • to assay lactate dehydrogenase
  • as an analytical reagent to quantify L-glutamate
For the measurement of metabolic activity and proliferation of living cells. The bioreduction of the dye reduces the amount of the oxidized form (blue) and concomitantly increases the fluorescent intermediate (red).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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