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M8256

Sigma-Aldrich

Methyl Red sodium salt

Powder

Synonym(s):

4-Dimethylaminoazobenzene-2′-carboxylic acid sodium salt, Acid Red 2

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About This Item

Empirical Formula (Hill Notation):
C15H14N3NaO2
CAS Number:
Molecular Weight:
291.28
Colour Index Number:
13020
Beilstein/REAXYS Number:
4065488
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

Methyl Red sodium salt, Crystalline

agency

suitable for SM 2310
suitable for SM 2320

Quality Level

form

powder

technique(s)

titration: suitable

visual transition interval

4.2-6.2, pink to yellow

solubility

soluble, clear, orange

application(s)

diagnostic assay manufacturing
hematology
histology

Storage temp.

room temp

SMILES string

[Na+].CN(C)c1ccc(cc1)\N=N\c2ccccc2C([O-])=O

InChI

1S/C15H15N3O2.Na/c1-18(2)12-9-7-11(8-10-12)16-17-14-6-4-3-5-13(14)15(19)20;/h3-10H,1-2H3,(H,19,20);/q;+1/p-1/b17-16+;

Inchi Key

GNTPCYMJCJNRQB-CMBBICFISA-M

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General description

Methyl Red is an azo dye that indicates the presence of acid in the culture medium, which is formed due to fermentation of sugar by bacteria. This red dye is reduced to orange color in the presence of acid. Methyl Red has been used as a part of IMViC (indole, methyl red, Voges-Proskauer and citrate utilization or catalase production test). IMViC is a biochemical test performed to differentiate among the coliforms, specifically Escherichia coli and Enterobacter aerogene.
Methyl red sodium salt is the sodium salt of methyl red synthetic dye, which belongs to the azo group of dyes.

Application

Methyl red sodium salt is primarily used in microbiology in order to identify bacteria such as Enterobacter agglomerans in dye-contaminated sludge.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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A review on commonly used biochemical test for bacteria.
Hemraj V, et al.
Innovare journal of life science , 1(1), 1-7 (2013)
Electrocatalytic materials for the electrochemical oxidation of synthetic dyes
Panizza M and Cerisola G
Applied Catalysis. B, Environmental, 75(1-2), 95-101 (2007)
Bacterial decolorization of the azo dye methyl red by Enterobacter agglomerans.
Moutaouakkil A, et al.
Annals of Microbiology, 53(2), 161-170 (2003)
K Danielle Kelley et al.
Biochemistry, 49(26), 5405-5407 (2010-06-15)
It is shown that Methyl Red can be used as an indicator dye that changes color in Escherichia coli culture as a result of time- and cell density-dependent bleaching by azoreductase produced by the bacteria. For cell cultures that are
Chan-Ju Wang et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 66(Pt 1), 2-7 (2010-01-09)
Azoreductase 1 from Pseudomonas aeruginosa strain PAO1 (paAzoR1) catalyses the activation of the prodrug balsalazide and reduces the azo dye methyl red using reduced nicotinamide adenine dinucleotide cofactor as an electron donor. To investigate the mechanism of the enzyme, a

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