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| Reduction of 3-chloropropanol esters and glycidyl esters precursors in model oils by enzyme-catalyzed esterification |
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| DOI：10.19902/j.cnki.zgyz.1003-7969.240061 |
| KeyWord:3-chloropropanol esters glycidyl esters monoglycerides diglycerides soybean model oils esterification |
| FundProject:“十四五”国家重点研发计划项目(2021YFD2100302-05) |
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| Abstract: |
| Aimed at solving the problem of high temperature conditions during the refining process that predispose oils to the production of 3-chloropropanol esters and glycidyl esters, which are risk factors that are harmful to human beings, enzyme-catalyzed esterification of fatty acid oleic acid with the monoglycerides and diglycerides in soybean model oils was conducted to reduce the contents of monoglycerides and diglycerides, precursors of 3-chloropropanol esters and glycidyl esters. The esterification reaction conditions were optimized using single factor experiment and response surface methodology, including reaction temperature, lipase dosage (based on the total mass of raw materials), substrate ratio (molar ratio of the amount of fatty acid substances to the total amount of fatty acid substances required for the complete esterification of monoglycerides and diglycerides to triglycerides in soybean model oils) and reaction time. At the same time,the deodorization reaction was simulated for soybean model oils before and after esterification, and the contents of 3-chloropropanol esters and glycidyl esters in the two deodorized oils were compared. The results showed that the optimal esterification reaction conditions were Lipozyme RM IM as the enzyme, lipase dosage 5.64%, reaction temperature 78.82 ℃, substrate ratio 17.31∶ 1, and reaction time 29.05 h. Under these conditions, the esterified products obtained after 10-fold scale-up test contained (0.29±0.01)% of monoglycerides, (2.39±0.03)% of diglycerides，and(97.32±004)% of triglycerides, and the contents of monoglycerides and diglycerides were 92.01% and 75.05% lower than that of the soybean model oils, respectively. Compared with the soybean model oils without esterification, the contents of 3-chloropropanol esters and glycidyl esters of esterified soybean model oils after simulated deodorization were reduced by 58.06% and 89.72%，which were 0.26 mg/kg and 0.51 mg/kg, respectively, and they were in line with the requirements of the EU standard. In conclusion, the production of 3-chloropropanol esters, especially glycidyl esters, can be effectively controlled by reducing the contents of monoglycerides and diglycerides through esterification reaction. |
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