Finding a fast, reliable, and reproducible approach for an accurate analysis of complex lipid mixtures of emulsifiers is crucial for the food and beverages, pharmaceuticals, personal care products, cosmetics, and agrochemicals industries. In the current study, a comprehensive qualitative and quantitative nuclear magnetic resonance (NMR) spectroscopy analysis of a high monoester mixture of soybean oil (HMMS) was conducted using ¹H, ¹³C, and ³¹P NMR of 2‐chloro‐4,4,5,5‐tetramethyl‐1,3,2‐dioxaphospholane (CTDP) derivatives. The HMMS was produced by enzymatic alcoholysis of soybean oil and 1.2‐propanediol in a supercritical CO₂ system. Compositional distribution analysis, quantified by aliphatic carbons with ¹³C NMR, showed that HMMS is composed of more unsaturated fatty acids, comprised of polyunsaturated fatty acids (PUFA) (60 ± 1.1%) and monounsaturated fatty acids (MUFA) (22 ± 0.8%), than saturated fatty acids (18 ± 0.9%). The ³¹P NMR quantification of HMMS demonstrated that, out of the total amount of monoacylglycerols (MAG), they are composed of 21 ± 2.9% of 2‐MAG and 4 ± 0.3% of 1‐MAG. Among the three techniques, ³¹P NMR spectroscopy proved to be a practical methodology with high reproducibility for the precise detection and quantification of partially esterified glycerols and free fatty acids in complex lipid mixtures.

中文翻译：

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核磁共振波谱：豆油乳化剂混合物定性和定量分析的多功能工具

寻找一种快速，可靠且可重现的方法来准确分析乳化剂的复杂脂质混合物，对于食品和饮料，药品，个人护理产品，化妆品和农用化学品行业而言至关重要。在本研究中，使用² H-氯-4,4的¹ H，¹³ C和³¹ P NMR对大豆油的高单酯混合物（HMMS）进行了全面的定性和定量核磁共振（NMR）光谱分析。，5,5-四甲基-1,3,2-二氧杂膦烷（CTDP）衍生物。HMMS是通过在超临界CO ₂系统中对大豆油和1.2-丙二醇进行酶促醇解而制得的。成分分布分析，用^13种脂肪族碳进行定量1 H NMR表明，HMMS比饱和脂肪酸（18±0.9）由更多的不饱和脂肪酸组成，由多不饱和脂肪酸（PUFA）（60±1.1％）和单不饱和脂肪酸（MUFA）（22±0.8％）组成。 ％）。HMMS的³¹ P NMR定量表明，在单酰基甘油（MAG）总量中，它们由21±2.9％的2–MAG和4±0.3％的1–MAG组成。在这三种技术中，³¹ P NMR光谱被证明是一种实用的方法，具有很高的重现性，可用于精确检测和定量复杂脂质混合物中部分酯化的甘油和游离脂肪酸。