Пиридоксаль гидрохлорид

Описание

Pyridoxal hydrochloride is a hydrochloride salt formed by combining pyridoxal with hydrochloric acid. It is also a derivative of pyridinium salt and vitamin B6. It has important roles in E. coli metabolites, Saccharomyces cerevisiae metabolites, cofactors, human metabolites and mouse metabolites. It can be used as a calibrator for liquid chromatography of food samples, a component of culture media for lactic acid bacteria (LAB) and foodborne pathogens (FBP) (component of arginine decarboxylase and lysine decarboxylase).

Химические свойства

White to off-white crystalline powder

Использование

Pyridoxal hydrochloride is used in labeling of amino acids for their detection. It finds application in neurotransmitters, sphingolipids and aminolevulinic acid. It is also used as a nutritional agent. It is also applied in research studies like biochemical, drugs and in media supplements.

Определение

ChEBI: Pyridoxal hydrochloride is a hydrochloride obtained by combining pyridoxal with one molar equivalent of hydrochloric acid. It has a role as an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite, a cofactor, a human metabolite and a mouse metabolite. It is a hydrochloride, a pyridinium salt and a vitamin B6. It contains a pyridoxal(1+).

Общее описание

Pyridoxal is a heterocyclic compound, weighing 167.2 Da. It is one of the natural forms of vitamin B₆. Pyridoxal is found to be less stable than pyridoxine, hence heating might result in the loss of its action. Pyridoxal has a wide variety of sources and is present in both plants and animals. Pyridoxal serves as an efficient precursor for coenzymes : pyridoxal phosphate and pyridoxamine phosphate.

Профиль безопасности

Poison by intramuscular, intravenous, and intraperitoneal routes. Moderately toxic by ingestion and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and HCl. See also ALDEHYDES.

Синтез

In the 25mL reaction flask with agitator and thermometer, add successively 0.085g (0.5mmol) 2,2,6,6-tetramethyl piperidine-nitrogen-oxyradical, 0.29g (2mmol) cupric bromide, 0.40g (5mmol) pyridine and 2.06g (10mmol) pyridoxinehydrochloride. Add water 5mL, temperature is controlled at 30 DEG C, opens and stirs.Then drip 2.0g (18mmol) 30% hydrogen peroxide, control temperature of reaction at 30～35 DEG C simultaneously.After dropwising, insulation continues to stir 1～2 hour at 30～35 DEG C, and gained reaction solution reaches 99% (liquid-phase condition: chromatographic column is XDB-G8 250 × 4.6 mm 5um through Liquid Detection pyridoxol transformation efficiency.Moving phase is methyl alcohol: buffer=15: 85; Buffer:0.04% sodium pentanesulfonate is adjusted PH to 3 with Glacial acetic acid; Detection wavelength is 284nm), reaction preference is 98%.
In addition, get about 5mL reaction solution and directly go up silicagel column, eluent is methylene dichloride: methyl alcohol=20: 1, obtain final elutriant through gradient elution, and be concentrated into dryly, can obtain white solidpyridoxalhydrochloride, fusing point 164.1-164.8 DEG C, nuclear-magnetism characterizes as follows: 1hNMR (400MHz, DMSO), δ: 8.27 (s, 1H, CHO), 6.63 (d, 1H, CH), 5.00-5.16 (m, 2H, CH2), 2.62 (s, 3H, CH3).
Because pyridoxalhydrochloride is unstable, difficult separation, reaction solution then adds p-ethoxyaniline 1.37g (10mmol), treated yellow Schiff alkali (IX) 2.10g that obtains without separating.The total recovery of two-step reaction is 88%.

Методы очистки

Dissolve it in water and adjust the pH to 6 with NaOH. Set aside overnight to crystallise. The crystals are washed with cold water, dried in a vacuum desiccator over P2O5 and stored in a brown bottle at room temperature. The free base is then converted to the hydrochloride with one equivalent of HCl. [Fleck & Alberty J Phys Chem 66 1678 1962, Beilstein 21/13 V 44.]