A method for enzymatically synthesizing phytosterol esters in an ionic liquid system

A technology for phytosterol esters and ionic liquids, which is applied in the field of enzymatic synthesis of phytosterol esters, can solve the problems of lowering product quality, easily polluting the environment, poor safety, etc., and achieves improved conversion rate, wide liquid range and good thermal stability. Effect

Active Publication Date: 2021-03-16
JIANGNAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the bioenzyme method needs to use an organic solvent system. The use of organic solvents is accompanied by many disadvantages, such as: easy to volatilize, easy to pollute the environment, poor safety, and residual organic solvents will also reduce the quality of the product, etc.

Method used

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  • A method for enzymatically synthesizing phytosterol esters in an ionic liquid system
  • A method for enzymatically synthesizing phytosterol esters in an ionic liquid system
  • A method for enzymatically synthesizing phytosterol esters in an ionic liquid system

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Experimental program
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Effect test

Embodiment 1

[0033] Get raw material phytosterol 1.61g (the total phytosterol content exceeds 90%), oleic acid 0.84g, add different ionic liquids 0.98g (comprising [BMIM][Tf 2 N], [HMIM][Tf 2 N], [BMMIM] [Tf 2 N], [HO(CH 2 ) 2 MIM][Tf 2 N], [MeO(CH 2 ) 2 MIM][NTf 2 ], [OMIM][PF 6 ], [C 10 MIM][PF 6 ], [BMIM][Tf 2 N]), dissolve phytosterols and fatty acids, then add immobilized enzyme Lipozyme 453, the reaction temperature is 70°C, the stirring speed is 500rpm, the reaction time is 24h, and the sterols are extracted with a certain amount of n-hexane / diethyl ether (4:1) mixed solution The ester is used to remove ionic liquid and lipase, after centrifugation at 12000rpm for 6min, the supernatant liquid is blown with nitrogen, and the reaction product is obtained after removing the organic solvent.

[0034] The external standard method was used for quantification, and the acid-base titration method was used to detect the change of fatty acid content in the reaction system. Esterifi...

Embodiment 2

[0038] Get raw material phytosterol 1.61g (the total plant sterol content exceeds 90%), oleic acid 0.84g adds ionic liquid [MeO(CH 2 ) 2 MIM][NTf 2 ]0.98g, dissolve phytosterols and fatty acids, then add immobilized enzyme Novozym 435, the reaction temperature is 30°C, 40°C, 50°C, 60°C, 70°C, the stirring speed is 500rpm, the reaction time is 24h, with a certain amount of n-hexane A mixture of alkanes / ether (4:1) was used to extract sterol esters to remove ionic liquids and lipase, centrifuge at 12,000 rpm for 6 minutes, take the supernatant liquid and blow it with nitrogen, and remove the organic solvent to obtain the reaction product.

[0039] The external standard method was used for quantification, and the acid-base titration method was used to detect the change of fatty acid content in the reaction system. Esterification rate formula: (molar weight of fatty acid before reaction-molar weight of fatty acid after reaction) / molar weight of fatty acid before reaction×100%. ...

Embodiment 3

[0041] Get raw material sitosterol 1.61g (total phytosterol content exceeds 90%), oleic acid 0.84g adds ionic liquid [MeO(CH 2 ) 2 MIM][NTf 2 ] 0.98g, dissolving phytosterol and fatty acid, then adding immobilized enzyme Novozym 435, the reaction temperature is 60°C, the stirring speed is 500rpm, the reaction time is respectively 6h, 12h, 18h, 24h, with a certain amount of normal hexane / diethyl ether (4 : 1) the mixed liquid extracts sterol esters in order to remove ionic liquid and lipase, centrifuges at 12000rpm for 6min, takes the supernatant liquid nitrogen blowing, removes the organic solvent and is the reaction product.

[0042] The external standard method was used for quantification, and the acid-base titration method was used to detect the change of fatty acid content in the reaction system. Esterification rate formula: (molar weight of fatty acid before reaction-molar weight of fatty acid after reaction) / molar weight of fatty acid before reaction×100%. Refer to th...

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Abstract

The invention discloses a method for synthesizing phytosterol ester in an ionic liquid system by an enzyme method. The method comprises the following steps: taking ionic liquid as a reaction medium; mixing phytosterol and fatty acid; adding lipase as a catalyst and stirring and reacting under certain temperature; finally, centrifuging and separating to obtain a phytosterol ester product. Accordingto the method for synthesizing the phytosterol ester in the ionic liquid system, provided by the invention, the disadvantages in the prior art of chemical-method synthesis and MAG synthesis in an organic solvent are overcome; the method disclosed by the invention has the advantages of moderate reaction conditions, high reaction conversion rate, good selectivity and simple steps; a product is easyto separate and can be repeatedly utilized; the method is a safe, green and efficient synthesis technology.

Description

technical field [0001] The invention belongs to the technical field of synthesis, and in particular relates to a method for enzymatically synthesizing phytosterol esters in an ionic liquid system. Background technique [0002] Phytosterols, also known as phytosterols, take cyclopentane polyhydrophenanthrene as the basic structure and contain a hydroxyl structure. They are natural functional active substances and are widely found in oils, beans, nuts and their processed by-products. Phytosterols have a variety of physiological functions, and can reduce the cholesterol content in the blood in the body by hindering the absorption of cholesterol in the small intestine of the human body. However, phytosterols have high melting point and low solubility in water-oil phase, which limit the application of phytosterols in food. Esterifying phytosterols with medium- and long-chain fatty acids is an effective way to increase the absorption rate of sterols. The C-3 hydroxyl group of st...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P33/00
CPCC12P33/00
Inventor 常明张涛王兴国金青哲刘睿杰吴正章张鹏
Owner JIANGNAN UNIV
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