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M9015

Sigma-Aldrich

Malachite Green oxalate salt

Dye content, ≥90%, certified by the Biological Stain Commission, powder or crystals

Synonym(s):

N,N,N′,N′-Tetramethyl-4,4′-diaminotriphenylcarbenium oxalate, Basic Green 4

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About This Item

Empirical Formula (Hill Notation):
C23H25N2 · C2HO4 · 0.5C2H2O4
CAS Number:
2437-29-8
Molecular Weight:
463.50
Colour Index Number:
42000
Beilstein:
3644550
EC Number:
219-441-7
UNSPSC Code:
12171500
PubChem Substance ID:
24897308
NACRES:
NA.47

product name

Malachite Green oxalate salt, certified by the Biological Stain Commission

grade

certified by the Biological Stain Commission

Quality Level

200

form

powder or crystals

composition

Dye content, ≥90%

color

faint green to very dark green

mp

144-150 °C

solubility

H2O: 1 mg/mL, blue to very deep blue

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

C[N+](C)=C1C=CC(C=C1)=C(C2=CC=C(N(C)C)C=C2)C3=CC=CC=C3.[O-]C(C(O)=O)=O

InChI

1S/C23H25N2.C2H2O4/c1-24(2)21-14-10-19(11-15-21)23(18-8-6-5-7-9-18)20-12-16-22(17-13-20)25(3)4;3-1(4)2(5)6/h5-17H,1-4H3;(H,3,4)(H,5,6)/q+1;/p-1

InChI key

REZFCYOVFCJTDG-UHFFFAOYSA-M

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General description

Malachite Green is a basic dye belonging to the triphenylmethane group. It is required in biology for the staining of microscopic samples, such as plant tissue, yeast and bacteria. The malachite green method is a sensitive method for the detection of released phosphate.

Application

Malachite Green oxalate salt has been used for phosphate quantification.
Malachite Green oxalate salt has been used:
  • in the preparation of Alexander staining solution for cell viability test
  • in malachite green-ammonium molybdate assay for determining the adenosine triphosphatase (ATPase) activity of binding immunoglobulin protein (BiP)
  • as a hydrophobic ion, to study the label-free molecular transport in the living cell membranes of Escherichia coli in real time by second-harmonic generation (SHG) method

Suitability

Certified for use as a counterstain for paraffin embedded botanical material; as a spore stain for bacteria by the method of Schaeffer and Fulton.

Other Notes

The molecular mass of malachite green oxalate is expressed as either:
927.00 g/mol - the mass of 2 mol malachite green + 2 mol monohydrogen oxalate + 1 mol dihydrogen oxalate, or
463.50 g/mol - the mass of 1 mol malachite green + 1 mol monohydrogen oxalate + 0.5 mol dihydrogen oxalate

Signal Word

Danger

Hazard Statements

H301,H318,H361fd,H410

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Repr. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Synthetic Dyes in Biology, Medicine And Chemistry (2012)
Biophysical analysis of the effect of chemical modification by 4-oxononenal on the structure, stability, and function of binding immunoglobulin protein (BiP)
Shah DD, et al.
Testing, 12(9), e0183975-e0183975 (2017)
AUTEN-67, an autophagy-enhancing drug candidate with potent antiaging and neuroprotective effects.
Papp D, et. al.
Autophagy, 12, 273-273 (2016)
Rapid separation of Arabidopsis male gametophyte developmental stages using a Percoll gradient
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Nature Protocols, 11(10), 1817-1817 (2016)
Methods in Plant Cell Biology (1995)
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