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199303

Sigma-Aldrich

Resazurin sodium salt

certified by the Biological Stain Commission

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C12H6NNaO4
Numéro CAS:
62758-13-8
Poids moléculaire :
251.17
Numéro Beilstein :
3794971
Numéro CE :
263-718-5
Numéro MDL:
MFCD00005036
Code UNSPSC :
12171500
ID de substance PubChem :
24851905
Nomenclature NACRES :
NA.47

Qualité

certified by the Biological Stain Commission

Forme

powder

Composition

Dye content, 75%

Solubilité

1 M NH4OH: 1 mg/mL

λmax

380 nm (2nd)
598 nm

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

[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

Clé InChI

IVGPGQSSDLDOLH-UHFFFAOYSA-M

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Catégories apparentées

Description générale

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).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Conn?s Biological Stains: A Handbook of Dyes, Stains and Fluorochromes for Use in Biology and Medicine (10th ed.)
R. W. Horobin and J. A. Kiernan (Eds.)
Conn?s Biological Stains (2002)
Morris E Feldman et al.
PLoS biology, 7(2), e38-e38 (2009-02-13)
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Nature communications, 11(1), 4268-4268 (2020-08-28)
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Molecular therapy : the journal of the American Society of Gene Therapy, 22(7), 1320-1332 (2014-04-04)
This study characterizes the ability of novel oncolytic rhabdoviruses (Maraba MG1) to boost natural killer (NK) cell activity. Our results demonstrate that MG1 activates NK cells via direct infection and maturation of conventional dendritic cells. Using NK depletion and conventional
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