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M6880

Sigma-Aldrich

Malachite Green oxalate salt

Technical grade

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Synonym(s):
N,N,N′,N′-Tetramethyl-4,4′-diaminotriphenylcarbenium oxalate, Basic Green 4
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
PubChem Substance ID:
24897123
NACRES:
NA.47

grade

technical grade

Quality Level

200

form

powder, crystals or chunks

color

metallic green

solubility

water: 1 mg/mL

λmax

616-620 nm in water

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

The release of phosphate or pyrophosphate in an enzymatic reaction can be detected by malachite green and is measured spectrometrically at 660nm.

Application

Malachite Green oxalate salt has been used in biliary phospholipid analysis.
Malachite Green oxalate salt has been used:
  • in the preparation of malachite green-ammonium molybdate reagent, as a stop solution for starch synthase activity assay
  • to terminate the phosphatase and tensin homologue deleted on chromosome 10 (PTEN) inhibition assay using phosphatidylinositol (3,4,5) triphosphate (PI(3,4,5)P3) as substrate
  • to determine trypanothione synthetase activity to measure inorganic phosphate release from adenosine triphosphate (ATP) during catalysis

Biochem/physiol Actions

Malachite green is used in the treatment of fungal and parasitic infections in fish.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Combinatorial Chemistry: From Theory to Application (2006)
Trypanothione synthetase confers growth, survival advantage and resistance to anti-protozoal drugs in Trypanosoma cruzi
Mesias AC, et al.
Free Radical Biology & Medicine, 130, 23-34 (2019)
ABCG5 and ABCG8 require MDR2 for secretion of cholesterol into bile.
Langheim S
Journal of Lipid Research, 46, 1732-1732 (2005)
Andrea C Mesías et al.
Free radical biology & medicine, 130, 23-34 (2018-10-26)
Chagas cardiomyopathy, caused by Trypanosoma cruzi infection, continues to be a neglected illness, and has a major impact on global health. The parasite undergoes several stages of morphological and biochemical changes during its life cycle, and utilizes an elaborated antioxidant
Targeting PTEN using small molecule inhibitors
Mak LH and Woscholski R
Methods, 77, 63-68 (2015)
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