Method for enzymatic synthesis of caffeic acid phenethyl ester by solvent-free system

Abstract

The invention relates to a method for producing caffeic acid phenethyl ester by carrying out the enzymatic synthesis of a solvent-free system, which comprises the steps: (1) a 4-type molecular sieve and phenethyl alcohol are placed in a triangular flask according to a mass ratio of 1 to 5 and protected form light; and after shaking on a shaker for 48h, the molecular sieve is removed, thus obtaining anhydrous phenethyl alcohol; (2) caffeic acid reacts with the phenethyl alcohol for 32h to 60h under the catalytic reaction of Novozym 435(lipase from C.antarctica on macroporous acrylic resin) lipase; the mole ratio of the caffeic acid and the phenethyl alcohol is 1: 86 to 1: 96, and reaction temperature is controlled to be 60 DEG C to 70 DEG C; and (3) after reaction, a biological catalyst is removed by filtering; the residual phenethyl alcohol is removed by rotary evaporation, thus obtaining caffeic acid phenethyl ester after the isolation and purification of column chromatography. The synthesizing method of the invention promotes the concentration of substrates and products and reaction selectivity; the yield rate of the caffeic acid phenethyl ester is up to 90 percent approximately; the reaction condition of the method is safe and mild and purification process is easy and has few steps, thus being convenient to industrialized production.

Description

technical field [0001] The invention belongs to the field of preparation of phenethyl caffeate, in particular to a method for enzymatically synthesizing phenethyl caffeate in a solvent-free system. Background technique [0002] Phenylethyl caffeate is the main component of propolis, and it also exists in traditional Chinese medicines such as angelica and chuanxiong. Caffeic acid is also present in higher amounts in food ingredients such as coffee, vanilla beans, rice hulls, bagasse, sugar beet meal, wheat bran, and rice bran. [0003] Recently, phenethyl caffeate has been widely researched and applied in many fields such as food. This is mainly because phenylethyl caffeate not only has good antioxidant properties, but also has a wide range of physiological activities, such as anti-inflammation, pain relief, and regulation of human immunity. Stomach, promote blood circulation and other functions. Moreover, phenethyl caffeate is also an anti-cancer substance recognized inte...

AI Technical Summary

Problems solved by technology

There are many difficulties in this process, such as a long extraction time, a large amount of organic solvents used in the extraction process cause serious harm to the environment; in addition, because the yield is relatively low, the price is expensive, and it cannot meet the needs of the market to a large extent, so Many research groups are working on the preparation of phenethyl caffeate through synthetic methods

[0006] The chemical synthesis of phenethyl caffeate has also encountered huge obstacles: the chemical synthesis method has many by-products, low product conversion rate, and severe reaction conditions often destroy the structure of natural compounds

In addition, in the process of chemical synthesis, non-recyclable heavy metal catalysts are required, which is not only poisonous to the body of workers, but also very unfriendly to the environment, which does not meet the theme of green and friendly chemistry advocated now

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