All Photos(2)

M9015

Sigma-Aldrich

Malachite Green oxalate salt

certified by the Biological Stain Commission

Synonym(s):
Basic Green 4, N,N,N′,N′-Tetramethyl-4,4′-diaminotriphenylcarbenium oxalate
Empirical Formula (Hill Notation):
C23H25N2 · C2HO4 · 0.5C2H2O4
CAS Number:
Molecular Weight:
463.50
Colour Index Number:
42000
Beilstein:
3644550
EC Number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

grade

certified by the Biological Stain Commission

form

powder or crystals

composition

Dye content, ≥90%

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

Looking for similar products? Visit Product Comparison Guide

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:
  • 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

Malachite Green oxalate salt has been used for phosphate quantification.

Packaging

25, 100 g in glass bottle

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 Classifications

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

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificate of Analysis

Certificate of Origin

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
Duplakova N, et al.
Nature Protocols, 11(10), 1817-1817 (2016)
Methods in Plant Cell Biology (1995)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service