Tocopherol glucoside and preparation process thereof

Abstract

The invention belongs to the field of biological fermentation synthetic medicines, and particularly relates to tocopherol glucoside and a preparation process thereof. The synthesis method comprises the following steps: (1) preparing an enzyme catalyst; (2) carrying out enzymatic conversion reaction; (3) purifying ion resin; (4) removing impurities; the synthesis process provided by the invention is simple in route and strong in operability, the prepared tocopherol glucoside is high in purity, the total yield of the product is greater than 30%, and the purity is greater than 95.0%.

Description

Technical Field

[0001] The invention belongs to the field of biological fermentation synthetic medicines, and specifically relates to tocopherol glucoside and a preparation process thereof. Background Art

[0002] Tocopherol is one of the vitamins necessary for normal life activities in the human body. It can promote the activation of human physiological functions, enhance the secretion of progesterone, promote the effectiveness of oxygen consumption in the human body, inhibit fat deposition and the production of lipid peroxides in the body, and activate human cell metabolism. It is an important type of physiologically active substance, but it is easily oxidized and inconvenient to store. Tocopherol glucoside products can make up for the deficiency of tocopherol and expand the application field of tocopherol.

[0003] Tocopherol glucoside not only improves water solubility, but also exhibits a variety of biological activities, including antiviral activity, the ability to fight human immunodeficiency, and anti-aging effects. In recent years, in the field of medicine, the application of tocopherol glucoside has become increasingly widespread, specifically in the following aspects: (1) It is suitable for the treatment of arthritis and vitamin E deficiency; (2) It can improve symptoms such as muscular dystrophy, skin inflammation and muscle weakness, and improve myocardial oxygen utilization; (3) Because of its antiviral and anti-human immunodeficiency properties, it is used in related treatments; (4) As a highly effective antioxidant, tocopherol glucoside is also used to prevent and treat HIV disease; (5) It not only retains the activity of tocopherol, but is also non-toxic to the human body under normal conditions, suitable for intravenous injection and parenteral injection, and its activity is higher than that of oral tocopherol; (6) In addition, tocopherol glycoside compounds also exhibit certain anti-cancer and anti-aging effects.

[0004] In the field of cosmetics, tocopheryl glucoside is also widely used: (1) In hair care products, it is widely used as a hair growth and nourishing agent; (2) In oral hygiene products, it acts as an oral cleanser; (3) Because tocopheryl glucoside can absorb ultraviolet rays and protect the skin, it is also used in skin care products such as sunscreen.

[0005] In early studies, the methods for preparing tocopherol glucoside mostly used toluenesulfonic acid or metal halides as catalysts to synthesize through the condensation reaction of tocopherol and glucose. However, these methods have problems such as low yield, poor selectivity, high raw material consumption, difficult product separation, long protection and deprotection reaction time, and easy side reactions.

[0006] In recent years, researchers have begun to try to use different proton acids as catalysts to prepare tocopherol glucoside. Compared with the early synthesis method, the new method reduces the production of by-products, but the yield still needs to be improved. Summary of the invention

[0007] In order to solve the above technical problems, the present invention provides a process for synthesizing tocopherol glucoside by using biological enzyme catalysis. Nanocrystalline soft magnetic materials are used to prepare enzyme catalysts, and enzyme conversion reactions are carried out, and then tocopherol glucoside is obtained after purification and impurity removal.

[0008] The technical solution of the present invention is as follows:

[0009] A tocopherol glucoside is mainly prepared by the following steps:

[0010] (1) preparing the enzyme catalyst: adding the biological enzyme to a buffer solution with a pH of 7.0, and then adding the nanocrystalline soft magnetic material, stirring at 25 to 35° C. for 2 to 4 hours, filtering out the buffer solution to obtain the enzyme catalyst, and washing the enzyme catalyst with pure water;

[0011] (2) Enzymatic conversion reaction: any one of starch, glucose, maltose, sucrose, and dextrin is used as a glycosyl donor and dissolved in purified water, and tocopherol is added as a glycosyl acceptor, and stirred evenly, and the pH is adjusted to 5.5-6.5, and then the enzyme catalyst prepared in (1) is added, and the reaction is carried out at 20-50° C. for 12-48 hours to obtain a reaction solution;

[0012] (3) Ion resin purification: After the reaction is completed, the enzyme catalyst is filtered out, and then saccharifying enzyme is added to the reaction solution for hydrolysis at 45-55°C for 5-7 hours. After the hydrolysis is completed, the reaction solution is diluted 1 times and the unreacted tocopherol is removed by ion exchange resin for purification;

[0013] (4) impurity removal: the reaction solution purified in (3) is filtered through a nanofiltration membrane to remove excess sugar raw materials, and then the pigment is removed through activated carbon;

[0014] (5) Demagnetization treatment: the filtrate after impurity removal in (4) is treated with a high-efficiency magnetic filter to eliminate the influence of the nanocrystalline soft magnetic material on the reaction solution;

[0015] (6) Crystallization purification: The filtrate after demagnetization treatment in (5) is concentrated under reduced pressure to 30% to 50% of the original volume, and the crude product is obtained by cooling and crystallizing once. An alcohol solvent is then added to dissolve the crude product, and the crude product is obtained by cooling and crystallizing twice to obtain a tocopherol glucoside with a content of more than 95%.

[0016] Preferably, the biological enzyme in (1) is selected from any one of 3-hydroxy-3-methylglutaryl coenzyme, dammarene glycol-II synthase, L-arabinose isomerase, carbon glycosyltransferase, α-amylase, α-glucosyltransferase, yeast lipase, isomaltose glucosylase and sucrase.

[0017] Preferably, the nanocrystalline soft magnetic material in (1) is any material that can adsorb biological enzymes on the surface without inactivating the biological enzymes, and is selected from at least one of grain-oriented silicon steel (GO), grain-non-oriented silicon steel (NGO), ferrite (Mn-Zn and Ni-Zn), ferroalloy powder (Fe-Si-Al, Fe-Si and Fe-Ni-MO, etc.), nanocrystalline ribbon (Fe-Si-B-Cu-Nb) and amorphous ribbon (Fe-Si-B and Co-Fe, etc.).

[0018] Preferably, in (1), the buffer solution is a sodium hydrogen phosphate solution; the volume mass ratio of the buffer solution to the biological enzyme is 4 mL: 1-1.5 g; and the mass ratio of the biological enzyme to the nanocrystalline soft magnetic material is 1: 1-2.

[0019] Preferably, in the preparation process of the enzyme catalyst in (1), the biological enzyme is diluted with a buffer solution, added to the carrier, stirred at 30°C for 3-4 hours, then the liquid is filtered out, and the fixed carrier is washed with pure water, and the prepared enzyme catalyst can be reused multiple times.

[0020] Preferably, in (2), the mass ratio of the glycosyl donor to the enzyme catalyst is 1:0.01-1; the mass ratio of the glycosyl acceptor to the glycosyl donor is 1:2-5.

[0021] Preferably, in (3), the mass ratio of saccharifying enzyme to tocopherol in (2) is 3:20-50; and the ion exchange resin is a weakly alkaline ion exchange resin.

[0022] Preferably, the nanofiltration membrane type in (4) is a spiral membrane with a molecular weight cutoff of 200 Da.

[0023] Preferably, the magnetic filter in (5) is a SXC magnetic filter.

[0024] Preferably, during the crystallization purification in (6), the temperature of both recrystallizations is lowered to 5-10°C.

[0025] Since the present invention relates to bioenzyme catalysis, the nanocrystalline soft magnetic material in the present invention (1) is selected to be a material that can adsorb bioenzymes on the surface without inactivating the bioenzymes. In the process of preparing the enzyme catalyst, the bioenzyme is diluted to 20% of the original mass concentration with a buffer solution, and then a carrier is added, and the mixture is stirred at 30°C for 3 to 4 hours. During this process, the temperature needs to be strictly controlled to prevent the bioenzyme from being inactivated.

[0026] The beneficial effects of the present invention are:

[0027] (1) The synthetic process of the present invention is simple, the content of by-products in each step of the reaction is low, the total yield of the product is greater than 30%, and the purity is greater than 95.0%, which is more suitable for industrial production;

[0028] (2) The entire synthesis process of the present invention does not involve high pressure and high temperature, and has high safety and operability. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] Figure 1 This is the liquid chromatogram of the target product after purification in Example 1;

[0030] Figure 2 This is the liquid chromatogram of the target product after purification in Example 2;

[0031] Figure 3 This is the liquid chromatogram of the target product after purification in Comparative Example 1. DETAILED DESCRIPTION

[0032] In order to enable those skilled in the art to better understand the present invention, the present invention is further described in conjunction with specific implementation methods.

[0033] Example 1

[0034] A process for preparing tocopherol glucoside comprises the following steps:

[0035] (1) Preparation of enzyme catalyst: Add 100 g of 3-hydroxy-3-methylglutaryl coenzyme to 400 mL of pH 7.0 disodium hydrogen phosphate buffer, and then add 100 g of ferrite (Mn-Zn) particles, stir at 30° C. for 3 h to fix 3-hydroxy-3-methylglutaryl coenzyme on the ferrite (Mn-Zn) particles to obtain an enzyme catalyst, then filter out the buffer, and rinse the enzyme catalyst with pure water;

[0036] (2) Enzymatic conversion reaction: 1 kg of starch was dissolved in 5 L of purified water, 200 g of tocopherol was added, starch was used as a glycosyl donor, and tocopherol was used as a glycosyl acceptor, the mixture was stirred evenly, the pH of the reaction solution was adjusted to 5.5, the enzyme catalyst prepared in (1) was added after stirring evenly, and the mixture was reacted at 50° C. for 48 h;

[0037] (3) Ion resin purification: After the reaction is completed, the enzyme catalyst solid is filtered off, and then 30 g of saccharifying enzyme is added to the reaction solution for hydrolysis at 50°C for 6 h. After the hydrolysis is completed, the reaction solution is diluted 1-fold with disodium hydrogen phosphate solution and purified by a resin column filled with weakly alkaline ion exchange resin to remove unreacted tocopherol;

[0038] (4) impurity removal: the reaction solution purified in (3) is filtered through a spiral nanofiltration membrane to remove excess sugar raw materials, and then impurities such as pigments are removed by activated carbon adsorption;

[0039] (5) Demagnetization treatment: the filtrate after impurity removal in (4) is treated with a high-efficiency magnetic filter to eliminate the influence of the nanocrystalline soft magnetic material on the reaction solution;

[0040] (6) Crystallization purification: The filtrate after demagnetization treatment in (5) was concentrated to 50% of the original volume by reduced pressure evaporation (-0.1 MPa, 50°C), and the temperature was cooled to 10°C to obtain a crude tocopherol glucoside. Ethanol was added to dissolve the crude product, and the temperature was cooled to 10°C for a second time to crystallize to obtain a tocopherol glucoside sample with a purity of 95% and a yield of 35%.

[0041] The tocopherol glucoside sample obtained in this example was analyzed by liquid chromatography. The analysis results are shown in Tables 1 and Figure 1 shown.

[0042] Table 1 Liquid chromatography information of tocopherol glucoside obtained in Example 1

[0043]

[0044] Example 2

[0045] A process for preparing tocopherol glucoside comprises the following steps:

[0046] (1) Preparation of enzyme catalyst: Add 100 g of dammarenediol-II synthase to 400 mL of pH 7.0 disodium hydrogen phosphate buffer, then add 200 g of nanocrystalline ribbon (Fe-Si-B-Cu-Nb) particles, stir at 30° C. for 3 h, then filter the buffer, and rinse the nanocrystalline soft magnetic material with pure water;

[0047] (2) Enzyme conversion reaction: 1 kg maltose was dissolved in 5 L purified water, 500 g tocopherol was added, stirred evenly and the pH of the reaction solution was adjusted to 5.5, the treated enzyme catalyst was added to the reaction solution, and the reaction was carried out at 50 °C for 20 h;

[0048] (3) Ion resin purification: After the reaction is completed, the enzyme catalyst solid is filtered out, and 30 g of saccharifying enzyme is added to the reaction solution for hydrolysis at 50°C for 6 h. After the hydrolysis is completed, the reaction solution is diluted 1-fold and purified by a resin column filled with weakly alkaline ion exchange resin;

[0049] (4) Impurity removal: The filtrate passes through the spiral nanofiltration membrane and removes impurities such as pigments through activated carbon adsorption;

[0050] (5) Demagnetization treatment: Finally, the final liquid is demagnetized by a magnetic filter;

[0051] (6) Crystallization purification: The feed solution was concentrated to 45% by reduced pressure evaporation (-0.1 MPa, 50°C), cooled to 10°C to obtain a crude tocopherol glucoside product, and the crude product was dissolved in ethanol, cooled to 10°C and crystallized again to obtain a tocopherol glucoside sample with a purity of 96% and a yield of 32%.

[0052] The tocopherol glucoside sample obtained in this example was analyzed by liquid chromatography. The analysis results are shown in Table 2 and Figure 2 shown.

[0053] Table 2 Liquid chromatography information of tocopherol glucoside obtained in Example 2

[0054]

[0055] Example 3

[0056] A process for preparing tocopherol glucoside comprises the following steps:

[0057] (1) Preparation of enzyme catalyst: Add 100 g of L-arabinose isomerase to 400 mL of pH 7.0 sodium hydrogen phosphate buffer, then add 150 g of grain-oriented silicon steel (GO) particles, stir at 30° C. for 4 h, then filter the buffer, and rinse the nanocrystalline soft magnetic material with pure water;

[0058] (2) Enzyme conversion reaction: 1 kg of sucrose was dissolved in 5 L of purified water, 200 g of tocopherol was added, and the mixture was stirred evenly. The pH of the reaction solution was adjusted to 5.5, and the treated enzyme catalyst was added to the reaction solution. The reaction was carried out at 50 °C for 36 h.

[0059] (3) Ion resin purification: After the reaction is completed, the enzyme catalyst solid is filtered out, 30 g of saccharifying enzyme is added to the reaction solution and hydrolyzed at 50 °C for 6 h, then the reaction solution is diluted 1-fold and passed through a resin column filled with weakly alkaline ion exchange resin;

[0060] (4) Impurity removal: The filtrate passes through the spiral nanofiltration membrane and removes impurities such as pigments through activated carbon adsorption;

[0061] (5) Demagnetization treatment: Finally, the final liquid is demagnetized by a magnetic filter;

[0062] (6) Crystallization purification: The feed liquid was concentrated to 30% by reduced pressure evaporation (-0.1 MPa, 50°C), cooled to 10°C to obtain a crude tocopherol glucoside product, and the crude product was dissolved in ethanol, cooled to 10°C and crystallized again to obtain a tocopherol glucoside sample with a purity of 95% and a yield of 34%.

[0063] Example 4

[0064] A process for preparing tocopherol glucoside comprises the following steps:

[0065] (1) Preparation of enzyme catalyst: Add 150 g of carbon glycosyltransferase to 400 mL of pH 7.0 disodium hydrogen phosphate buffer, then add 200 g of amorphous ribbon (Fe-Si-B) particles, stir at 30° C. for 4.5 h, then filter the buffer, and rinse the nanocrystalline soft magnetic material with pure water;

[0066] (2) Enzyme conversion reaction: 1 kg of sucrose was dissolved in 5 L of purified water, 300 g of tocopherol was added, the pH of the reaction solution was adjusted to 5.5, the treated enzyme catalyst was added to the reaction solution, and the reaction was carried out at 50 °C for 40 h;

[0067] (3) Ion resin purification: After the reaction is completed, the enzyme catalyst solid is filtered out, 30 g of saccharifying enzyme is added to the reaction solution and hydrolyzed at 50 °C for 6 h, then the reaction solution is diluted 1-fold and passed through a resin column filled with weakly alkaline ion exchange resin;

[0068] (4) Impurity removal: The filtrate passes through the spiral nanofiltration membrane and removes impurities such as pigments through activated carbon adsorption;

[0069] (5) Demagnetization treatment: Finally, the final liquid is demagnetized by a magnetic filter;

[0070] (6) Crystallization purification: The feed solution was concentrated to 30% by reduced pressure evaporation (-0.1 MPa, 50°C), and the temperature was lowered to 5°C to obtain a crude tocopherol glucoside product. The crude product was then dissolved in ethanol, cooled to 5°C, and crystallized again to obtain a tocopherol glucoside sample with a purity of 95% and a yield of 33%.

[0071] Example 5 Exploration of experimental conditions

[0072] 5.1 Response time

[0073] Other experimental conditions were the same as those in Example 1, except that only the single variable of the reaction time in the preparation step was changed. Multiple tests were conducted, and the experimental results are shown in Table 3 below:

[0074] Table 3 Experimental results at different reaction times

[0075]

[0076]

[0077] When the reaction time is less than 12 h, the reaction conversion rate is not high and the overall yield is low. When the reaction time is greater than 48 h, the reaction effect is almost the same as that of the reaction at about 48 h, with no obvious change.

[0078] According to the test results, when the reaction time is controlled within the range of 12h to 48h, the reaction conversion rate is relatively high, and the reaction yield and product purity are good.

[0079] 5.2pH

[0080] The other experimental conditions were the same as those in Example 1, except that only the single variable of the reaction pH in the preparation step (2) was changed. Multiple tests were conducted, and the experimental results are shown in Table 4 below:

[0081] Table 4 Experimental results at different pH

[0082] Reaction pH Reaction conversion rate Product Purity Product yield 4 59.7％ 68.1％ 16.4％ 5 72.3％ 70.6％ 23.2％ 5.5 84.5％ 94.9％ 31.1％ 6 86.7％ 95.1％ 32.5％ 6.5 84.3％ 95.8％ 35.2％ 7 81.7％ 92.3％ 27.3％ 8 71.6％ 75.9％ 23.8％ 9 67.7％ 72.4％ 24.1％

[0083] In step (2), when the reaction pH is less than 5.5 and the reaction pH is greater than 6.5, the activity of the biological enzyme will decrease, affecting the overall reaction.

[0084] According to the reaction results, when the reaction pH is controlled between 5.5 and 6.5, the reaction conversion rate is relatively high, and the reaction yield and product purity are good.

[0085] 5.3 Temperature

[0086] The other experimental conditions were the same as those in Example 1, except that only the reaction temperature in the preparation step (2) was changed. Multiple tests were conducted, and the experimental results are shown in Table 5:

[0087] Table 5 Experimental results at different temperatures

[0088] Reaction temperature Reaction conversion rate Product Purity Product yield 15 58.9％ 67.1％ 17.4％ 18 70.3％ 71.6％ 23.9％ 20 84.6％ 95.4％ 31.2％ 25 86.7％ 95.3％ 33.5％ 45 87.1％ 95.6％ 35.7％ 50 84.8％ 95.1％ 32.3％ 52 73.6％ 75.2％ 24.1％ 55 69.7％ 73.5％ 23.5％

[0089] In step (2), when the reaction temperature is greater than 50°C, the enzyme will be partially inactivated, thereby reducing the reaction efficiency. When the temperature is less than 20°C, the enzyme activity is low, the reaction time will increase, and the overall reaction efficiency will be reduced.

[0090] In summary, the reaction temperature in step (2) is preferably 20-50°C, the reaction time is 12-48h, and the pH is 5.5-6.5. At this time, the total yield and purity of the obtained product are the highest, and the impurities are the least.

[0091] 5.4 Dosage

[0092] The other experimental conditions were the same as those in Example 1, except that only the mass ratio of the biological enzyme to the carrier in the preparation step (1) was changed. Multiple tests were conducted, and the experimental results are shown in Table 6:

[0093] Table 6 Experimental results at different mass ratios of enzymes and carriers

[0094]

[0095]

[0096] In step (1), when the mass ratio of the biological enzyme to the carrier is in the range of 1:1 to 1:2, the biological enzyme adsorbed on the carrier is relatively uniform, and the prepared enzyme catalyst has good stability.

[0097] The other experimental conditions were the same as those in Example 1. The single variable of the amount of the enzyme catalyst in the preparation step (2) was changed, and multiple tests were performed. The experimental results are shown in Table 7 below:

[0098] Table 7 Experimental results under different enzyme catalyst dosages

[0099]

[0100] In step (2), the amount of the enzyme catalyst is 0.01 to 1 times the mass of the glycosyl donor. When the amount of the enzyme catalyst is less than 0.01 times, the reaction effect is poor; when the amount of the enzyme catalyst is greater than 1 times, the reaction result is almost the same as the result when the amount is 1 times, and the change is not obvious;

[0101] The other experimental conditions were the same as those in Example 1. The single variable of the mass ratio of tocopherol to glycosyl donor in the preparation step (2) was changed, and multiple experiments were conducted. The experimental results are shown in Table 8:

[0102] Table 8 Experimental results at different tocopherol to glycosyl donor mass ratios

[0103]

[0104]

[0105] When the mass ratio of tocopherol to glycosyl donor in step (2) is less than 1:2, the reaction yield is not high. When the mass ratio of tocopherol to glycosyl donor is greater than 1:5, the reaction result is basically the same as the result when the mass ratio is 1:5, with no significant change.

[0106] In summary, the optimal reaction conditions are that the mass ratio of biological enzyme to carrier is 1:1-2, the mass ratio of enzyme catalyst to glycosyl donor is 0.01-1 times, and the mass ratio of tocopherol to glycosyl donor is 1:2-5.

[0107] Comparative Example 1

[0108] A preparation process of tocopherol glucoside comprises the following steps: adding 100 g of alpha-amylase into 400 mL of pH 7.0 phosphate buffer, then adding 100 g of zeolite particles, stirring at 30° C. for 3 h, then filtering the buffer, and washing the zeolite particles with pure water. 1 kg of starch was dissolved in 5 L of purified water, 200 g of tocopherol was added, and the reaction solution was adjusted to 5.5. The treated immobilized enzyme was added to the reaction solution and reacted at 50° C. for 48 h. After the reaction was completed, the zeolite particles were filtered out, and 30 g of saccharifying enzyme was added to the reaction solution and hydrolyzed at 50° C. for 6 h. The reaction solution was diluted 1 time and passed through a resin column equipped with a weakly alkaline ion exchange resin. The filtrate was passed through a rolled nanofiltration membrane and finally impurities such as pigments were removed by activated carbon adsorption. The feed liquid was concentrated to 50% by reduced pressure evaporation (-0.1 MPa, 50° C.), cooled to 10° C. to obtain a crude tocopherol glucoside product, which was then dissolved in ethanol, cooled and crystallized again to obtain a tocopherol glucoside sample with a purity of 92% and a yield of 27%.

[0109] The tocopherol glucoside sample obtained in this example was analyzed by liquid chromatography. The analysis results are shown in Table 9 and Figure 3 shown.

[0110] Table 9 Liquid chromatography information of tocopherol glucoside obtained in the comparative example

[0111]

Claims

1. A tocopherol glucoside, characterized in that It is mainly prepared through the following steps: (1) Preparation of enzyme catalyst: add biological enzyme to a buffer solution with a pH of 7.0, then add nanocrystalline soft magnetic material, stir at 25-35°C for 2-4 hours, filter out the buffer solution to obtain the enzyme catalyst, and rinse the enzyme catalyst with pure water; (2) Enzymatic conversion reaction: any one of starch, glucose, maltose, sucrose and dextrin is used as a glycosyl donor and dissolved in purified water, and then tocopherol is added as a glycosyl acceptor, stirred evenly, and the pH is adjusted to 5.5-6.5, and then the enzyme catalyst prepared in (1) is added, and the reaction is carried out at 20-50°C for 12-48 hours to obtain a reaction solution; (3) Ion resin purification: After the reaction is completed, the enzyme catalyst is filtered out, and then saccharifying enzyme is added to the reaction solution for hydrolysis at 45-55°C for 5-7 hours. After the hydrolysis is completed, the reaction solution is diluted 1 time and the unreacted tocopherol is removed by ion exchange resin for purification; (4) Impurity removal: The reaction solution obtained by purification in (3) is filtered through a nanofiltration membrane to remove excess sugar raw materials, and then activated carbon is used to remove pigments; (5) Demagnetization treatment: The filtrate after impurity removal in (4) is treated with a high-efficiency magnetic filter to eliminate the influence of the nanocrystalline soft magnetic material on the reaction solution; (6) Crystallization purification: The filtrate after the demagnetization treatment in (5) is concentrated under reduced pressure to 30% to 50% of the original volume, and the crude product is obtained by cooling and crystallizing once. An alcohol solvent is then added to dissolve the crude product, and the crude product is obtained by cooling and crystallizing a second time to obtain tocopherol glucoside with a content of more than 95%.

2. A tocopherol glucoside according to claim 1, characterized in that In (1), the biological enzyme is selected from any one of 3-hydroxy-3-methylglutaryl coenzyme, dammarenediol-II synthase, L-arabinose isomerase, carbonyl transferase, α-amylase, α-glucosyl transferase, yeast lipase, isomaltose glucosylase, and sucrase.

3. A tocopherol glucoside according to claim 1, characterized in that In (1), the nanocrystalline soft magnetic material is selected from at least one of grain-oriented silicon steel, grain-non-oriented silicon steel, ferrite, ferroalloy powder, nanocrystalline ribbon and amorphous ribbon.

4. A tocopherol glucoside according to claim 1, characterized in that (1) In the buffer solution, sodium hydrogen phosphate solution is used; The volume mass ratio of buffer to enzyme is 4mL:1~1.5g; The mass ratio of biological enzyme to nanocrystalline soft magnetic material is 1:1~2.

5. A tocopherol glucoside according to claim 1, characterized in that: (2), the mass ratio of glycosyl donor to enzyme catalyst is 1:0.01~1; The mass ratio of glycosyl donor to glycosyl acceptor is 2~5:

1.

6. A tocopherol glucoside according to claim 1, characterized in that: In (3), the mass ratio of saccharifying enzyme to tocopherol in (2) is 3:20~50; The ion exchange resin is a weakly basic ion exchange resin.

7. A tocopherol glucoside according to claim 1, characterized in that: (4) The nanofiltration membrane is a roll-type membrane with a molecular weight cutoff of 200 Da.

8. A tocopherol glucoside according to claim 1, characterized in that: (5) The medium and high efficiency magnetic filter is the SXC magnetic filter.

9. A tocopherol glucoside according to claim 1, characterized in that: (6) During the crystallization purification, the temperature of both recrystallizations was lowered to 5-10 °C.

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