Сирингальдазин

Description

Syringaldazine - syringaldehyde azine: two molecules of 4-hydroxy-3,5-dimethoxybenzaldehyde connected through a C=N-N=C hydrazine bridge. The main purpose of the product is as a chromogenic substrate in enzyme analysis. In its unoxidized form, the substance is colorless, but when oxidized with laccase or peroxidase, it forms an intensely colored purple product, which allows the enzyme activity to be measured spectrophotometrically.

Basic Attributes

• CAS No.: 14414-32-5
• Chemical Formula: C18H20N2O6
• Molecular Weight: 360.36100
• Exact weight according to card: 360.36
• EU number: 238-390-1
• PSA specifications: 102.10000
• XLogP3: 2.58520

Physico-chemical properties

• Appearance: green to yellow fine crystalline powder
• Density: 1.23 g/cm³
• Melting point: 209–213 °C
• Boiling point: 542.5 °C
• Flash point: 281.9 °C
• Refractive index: 1.551
• Steam pressure: 0 mmHg Art. at 25 °C
• Stability: Stable at room temperature in closed containers under normal storage and handling conditions

The indicated exact mass of 360.36 coincides with the rounded molecular weight and does not correspond to the monoisotopic mass of the formula C18H20N2O6 - an artifact of data transfer; the value should be recalculated during mass spectrometric calculations.

Operating principle and application

Syringaldazine is a non-auto-oxidizing laccase-specific substrate: it is not oxidized by atmospheric oxygen itself, so there is no background signal in the analysis. Laccase oxidizes two phenolic hydroxyl compounds, and the product acquires a purple color; the enzyme activity is calculated from the rate of increase in optical density.

• determination of laccase activity is the main direction; in the absence of hydrogen peroxide, the substrate is considered highly specific specifically for laccases
• determination of the activity of peroxidases - the reaction occurs when hydrogen peroxide is added, which makes it possible to separate two types of enzymes in one technique
• detection of laccase in sporophores of wood-decaying fungi - a classic mycological application
• determination of chlorine content in water

The TSCA registry status for the position “Benzaldehyde, 4-hydroxy-3,5-dimethoxy-, 2-[(4-hydroxy-3,5-dimethoxyphenyl)methylene]hydrazone” is ACTIVE.

Safety Information

• WGK Germany: 3
• Hazard class code: R36/37/38 - irritating to eyes, respiratory tract and skin
• Safety instructions: S26-S36
• Tags: Xi
• Hazard statements: H315 - skin irritation; H319 - serious eye irritation; H335 - may cause respiratory irritation
• Precautions: P261, P305+P351+P338
• GHS classification: signal word "Warning", H315 (100%) - causes skin irritation, with prescriptions P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405 and P501. Aggregated GHS data provided by 39 companies with 1 notification to the ECHA C and L register

Storage and handling

Storage conditions: 2–8 °C. The product is stable at room temperature in a closed container, but refrigerated storage extends shelf life and maintains substrate purity, which is critical to the reproducibility of the enzyme assay. Keep the container tightly closed and protect from light. Working solutions are prepared immediately before measurement: the oxidized form is colored, and any premature oxidation gives an overestimated background. Class WGK Germany 3 prohibits the discharge of product and wash water into sewers. Carry out work under a hood, wearing gloves and safety glasses, avoiding dust (P261).