The time course study of high monoester mixtures from soybean oil (HMMS) synthesis, as healthier alternatives to trans food products, in a supercritical CO₂ (SCCO₂) medium with and without enzyme, was investigated. Phosphorous nuclear magnetic resonance (³¹P-NMR) was used to quantify the absolute amount of partially esterified acylglycerols (PEGs). Carbon NMR was utilized to determine the type and position of the fatty acids (FAs) of HMMS. Enzyme and time significantly influenced the synthesis of 1-monoglycerides (1-MGs), 2-MGs, and 1,2-diglycerides (1,2-DGs) in this alcoholysis of soybean oil with 1,2-propanediol, based on high catalytic activity and operational stability of Novozym 435 in SCCO₂ during short reaction time. Results suggest that 4 h is a suitable reaction time for this lipase-catalyzed interesterification (LIE) system for the synthesis of 2-MGs with a yield of 20%. The highest polyunsaturated fatty acid (PUFA) (65%) in the triglyceride (TG) of HMMS was produced after 4 h of reaction. After 6 h of reaction, a high level (20%) of saturated fatty acids (SFAs) was found in the TGs of HMMS, which were distributed between the sn-2 (5%) and sn-1, 3 (15%) positions.

在含或不含酶的超临界CO ₂（SCCO ₂）介质中，研究了大豆油（HMMS）合成的高单酯混合物作为反式食品的更健康替代品的时程研究。磷核磁共振（³¹ P-NMR）用于定量部分酯化的酰基甘油（PEG）的绝对量。利用碳NMR来确定HMMS的脂肪酸（FA）的类型和位置。在大豆油与1,2-丙二醇的醇解中，酶和时间显着影响1-甘油单酸酯（1-MGs），2-MGs和1,2-甘油二酸酯（1,2-DGs）的合成， Novozym 435在SCCO _2中的催化活性和操作稳定性在短时间内反应。结果表明4小时是该脂肪酶催化的酯交换（LIE）系统用于合成2-MG的合适反应时间，产率为20％。反应4小时后，产生了HMMS甘油三酯（TG）中最高的多不饱和脂肪酸（PUFA）（65％）。反应6小时后，在HMMS的TG中发现了高含量（20％）的饱和脂肪酸（SFA），它们分布在sn -2（5％）和sn -1，3 （15％）之间职位。