Full
Outline
To establish a method for preparing high-purity chiral monomers of 3-monochloropropane-1,2-diol esters (3-MCPDE) and systematically study the stability characteristics of 3-MCPDE enantiomers in organic solvents.
Using preparative high performance liquid chromatography with a ChiralCore Amy-Z chiral column (10 mm×250 mm, 5 μm) as the separation column and ethanol as the mobile phase for isocratic elution, the preparative separation of 3-MCPDE enantiomers was achieved. The stability of 3-MCPDE enantiomers stored for 42 d in 5 kinds of solvents (isopropanol, methanol, acetonitrile, n-hexane and ethanol) under different temperatures (4 °C and 25 °C) and light conditions was evaluated using ultra performance convergence chromatography-tandem mass spectrometry (UPC2-MS/MS). Degradation rates and enantiomer fraction values were calculated from degradation kinetic curves to analyze the influence patterns of temperature and light.
Successfully prepared chiral monomer 3-MCPDE with a purity of 95% or higher. Stability studies showed that 3-MCPDE underwent significant degradation in all solvents, with degradation rates in the order:ethanol>n-hexane>isopropanol>acetonitrile>methanol. The degradation process exhibited a typical biphasic pattern,consisting of a rapid degradation phase within 0–24 h followed by a slower attenuation phase. Temperature was a key environmental factor affecting the degradation rate, with generally higher degradation at 25 °C than at 4 °C. Light exposure showed a more pronounced promoting effect in polar solvents like methanol and ethanol. Under all experimental conditions, the degradation behaviors of the 2 enantiomers were highly consistent, with the enantiomer fraction value consistently remaining at 0.50, indicating no stereoselective phenomenon was observed.
This study reveals the non-stereoselective degradation pattern of 3-MCPDE enantiomers in different solvents,establishes an efficient method for the preparation of chiral monomers, and recommends storing the standards in methanol at 4 °C in the dark. These findings provide methodological support for enantiomer-level safety assessment and are of great significance for in-depth elucidation of the toxicological mechanisms of 3-MCPDE chiral monomers.
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| 科 Family | 属数 Number of genus | 种数 Number of species | 占总种数比例 Percentage of total species (%) | 属 Genus | 种数 Number of species | 占总种数比例 Percentage of total species (%) |
|---|---|---|---|---|---|---|
| 鹅膏菌科Amanitaceae | 2 | 11 | 5.26 | 鹅膏菌属 Amanita | 10 | 4.78 |
| 小菇科 Mycenaceae | 2 | 12 | 5.74 | 丝盖伞属 Inocybe | 5 | 2.39 |
| 多孔菌科 Polyporaceae | 8 | 14 | 6.70 | 蜡蘑属 Laccaria | 5 | 2.39 |
| 红菇科 Russulaceae | 3 | 23 | 11.00 | 小皮伞属 Marasmius | 6 | 2.87 |
| 小菇属 Mycena | 11 | 5.26 | ||||
| 光柄菇属 Pluteus | 5 | 2.39 | ||||
| 红菇属 Russula | 17 | 8.13 | ||||
| 栓菌属 Trametes | 5 | 2.39 |
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