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Synthesis of hydroxytyrosyl oleate catalyzed by lipase Novozym 435 |
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DOI: |
KeyWord:lipase hydroxytyrosyl oleate esterification reaction response surface methodology |
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Author Name | Affiliation | QI Yanyi1, CHEN Bang2, ZHAO Pengtao1, LIU Liang1, MENG Yonghong1 | 1.Engineering Research Center of High Value Utilization of Western China Fruit Resource, Shaanxi Normal University, Xi′an 710119, China 2.College of Chemistry and Materials Science, Northwest University, Xi′an 710127, China |
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Abstract: |
Hydroxytyrosol is a major polyphenol, it has poor oil solubility and is prone to degrade. Modifying hydroxytyrosol into hydroxytyrosyl oleate is an effective way to improve hydroxytyrosol′s oil solubility. The enzymatic synthesis of hydroxytyrosyl oleate was constructed, and the effects of lipase type, enzyme dosage, molar ratio of hydroxytyrosol to oleic acid, solvent (2-methyl-2-butanol)dosage and reaction time on the synthesis of hydroxytyrosyl oleate were investigated. Then, the enzymatic synthesis conditions of hydroxytyrosyl oleate was optimized by response surface design of Box-Behnken central combination. In addition, the product was characterized by mass spectrometry and nuclear magnetic analysis. The results showed that the optimal synthesis conditions of hydroxytyrosyl oleate were obtained as follows: hydroxytyrosol dosage 500 mg, oleic acid dosage 2.474 g (molar ratio of hydroxytyrosol to oleic acid 1∶2.7), lipase Novozym 435 dosage 2.2% (based on the reaction system mass), solvent dosage 2.6 mL, reaction temperature 37℃ and reaction time 7 h. Under the optimal conditions, the conversion rate of hydroxytyrosol was the highest, reaching 89.6%. Mass spectrometry and nuclear magnetic analysis showed that the hydroxytyrosyl oleate was successfully synthesized. The technological breakthrough in the lipase-catalyzed synthesis of hydroxytyrosyl oleate can not only strengthen the extension of the olive industry chain, but also promote the high-value utilization of the by-products in the olive industry. |
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