Ализарин комплексон

Описание

Alizarin-3-methyliminodiacetic acid is a colorimetric dye for the detection of fluoride ions. It reacts with fluoride to form a lilac-blue complex which can be quantified colorimetrically at 620 nm to determine fluoride concentration. Alizarin-3-methyliminodiacetic acid has been used to visualize fluoride deposition and bone mineralization during development in medaka larvae. It is also an inhibitor of inducible nitric oxide synthase (iNOS; IC₅₀ = 35 nM).

Химические свойства

Brown-orange crystals, insoluble in water

Использование

Alizarin Complexone is used for the determination of fluorine and other anions. ATA is also a potent inhibitor of protein-nucleic acid interactions.

Определение

ChEBI: A dihydroxyanthraquinone compound in which the hydroxy groups are at C-1 and C-2 and which has a bis[(carboxymethyl)amino]methyl substituent at the 3-position.

Общее описание

Alizarin-3-methyliminodiacetic acid is used in the colorimetric detection of fluorine. It is a dye employed to stain mineralized bones of the preserved specimen from vertebrates.

Опасность

Anthraquinones are toxic by ingestion: vomiting, diarrhea, kidney and liver damage, and coma;
Deaths have been reported after children ingested Rhamnus berries;
Has antiretroviral activity;
An irritant;
Harmful by ingestion, inhalation, or skin absorption;
Toxic if swallowed.

Методы очистки

It is purified by suspending it in 0.1M NaOH (1g in 50mL), filtering the solution and extracting alizarin with 5 successive portions of CH2Cl2. Then add HCl dropwise to precipitate the reagent, stirring the solution in an ice bath. Filter the precipitate onto a glass filter, wash it with cold water and dry it in a vacuum desiccator over KOH [Ingman Talanta 20 135 1973, Beilstein 14 IV 931].

Способ действия

Alizarin (1,2-dihydroxyanthraquinone) could form deeply colored metal complexes. Their stability can be increased considerably when edta-derived substituents are attached to the alizarin frame as a commercially available product of this type, alizarin complexone (AC) is a very useful reagent for the spectrophotometric determination of metals. The high stability of such metal complexes is essentially based on the chelate formation at the tridentate complexone substituent. However, if the coordination is restricted to this substituent, the spectral properties of alizarin should not be affected by metal cations owing to the electronically insulating methylene group between the complexone substituent and the alizarine nucleus. Accordingly, the color change observed upon complexation of AC is a consequence of forming an additional bond from a phenolate of the alizarin ring system to the metal[1]. Due to AC's low solubility in water, it could be soluble in ethanol in experiments. A solution of AC is yellow and displays an absorption with λmax = 430 nm(e = 5200 M^-1 cm^-1). The luminescence spectrum consists of two bands at λmax = 476 nm and 629 nm.