Method for preparing, separating and purifying lactulose by directionally assisting lactose isomerization by using phenylboronic acid-based carrier

A technology for separation and purification of phenylboronic acid, applied in the preparation of sugar derivatives, chemical instruments and methods, disaccharides, etc., can solve the problems of low recovery rate, many by-products, long time, etc., to improve yield and improve conversion rate. Effect

Pending Publication Date: 2020-07-28
苏州福赛思生物科技有限公司
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  • Application Information

AI Technical Summary

Problems solved by technology

[0007] For the preparation of lactulose by the existing chemical isomerization method, the catalytic efficiency is low, the by-products are many, the catalyst is difficult to separate and remove, and the high-purity lactulose separation and purification process has low recovery rate, consumes a large amount of organic reagents, high cost and long time And there are problems such as potential safety hazards. The present invention utilizes the complexation between lactulose and boric acid groups containing a unique ortho-cis-hydroxyl structure to occur in a specific environment (pH>pKa), and between different sugars and boric acid groups Based on the principle of different strengths and priorities of the complexing force, the unique properties of the phenylboronic acid group carried by the phenylboronic acid-based carrier are used in the reaction of preparing lactulose from lactose, and the reaction of lactulose is realized. The selective adsorption of the chemical isomerization promotes the positive direction of the formation of lactulose, which greatly improves the conversion rate of lactulose, and by desorbing the adsorbed phenylboronic acid carrier, a high-purity lactulose solution can be obtained, thereby While achieving directional assisted isomerization of lactose to generate lactulose, the separation and purification of high-purity lactulose has been completed

Method used

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  • Method for preparing, separating and purifying lactulose by directionally assisting lactose isomerization by using phenylboronic acid-based carrier
  • Method for preparing, separating and purifying lactulose by directionally assisting lactose isomerization by using phenylboronic acid-based carrier
  • Method for preparing, separating and purifying lactulose by directionally assisting lactose isomerization by using phenylboronic acid-based carrier

Examples

Experimental program
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Effect test

Embodiment 1

[0055] Example 1: Preparation of Lactulose by Isomerization of Lactose Assisted in Batch Mode

[0056] Dissolve 100g of lactose into 900mL of disodium hydrogen phosphate buffer solution (concentration: 0.5M), add NaOH to adjust the pH of the system to 11.0, and then add deionized water until the volume of the whole system is 1L. This solution is used as a lactose isomerization system solution.

[0057] Add 10g of phenylboronic acid-based carrier at the initial stage of the reaction, react at 60°C and 150rpm for 50min, remove the adsorbed phenylboronic acid-based carrier by suction filtration, and then add new 10g of phenylboronic acid-based carrier to the lactose isomerization system solution, Continue the above operations until the lactose content in the final system is lower than 10g / L.

[0058] Compared with the lactulose conversion rate of only about 15% under the single NaOH catalytic system, the final lactulose conversion rate can reach about 55% by using the above-ment...

Embodiment 2

[0059] Example 2: Preparation of Lactulose by Isomerization of Lactose Assisted in Batch Mode

[0060] Dissolve 100g of lactose into 900mL of disodium hydrogen phosphate buffer solution (concentration: 0.5M), add NaOH to adjust the pH of the system to 11.0, and then add deionized water until the volume of the whole system is 1L. This solution is used as a lactose isomerization system solution.

[0061] Add 10g of phenylboronic acid-based polymer carrier at the initial stage of the reaction, react for 25min at 60°C and 150rpm, remove the adsorbed phenylboronic acid-based polymer carrier by suction filtration, and then add new 10g of phenylboronic acid-based polymer carrier to the lactose isomerization system solution. Boric acid-based polymer carrier and 10-15g lactose (25min lactose conversion rate is about 15%-20%), continue the above operation, stop sugar supplementation after 10 rounds of sugar supplementation cycles, and use the mode in Example 1 to operate until the final...

Embodiment 3

[0063] Example 3: Preparation of Lactulose by Column Chromatography Continuous Mode Assisted Isomerization of Lactose

[0064] Dissolve 250g of lactose into 800mL of disodium hydrogen phosphate buffer solution (concentration: 0.5M), add NaOH to adjust the pH of the system to 11.0, and then add deionized water until the volume of the whole system is 1L. This solution is lactose isomerization System solution, as the next feed liquid.

[0065] Load 60-80g of phenylboronic acid-based carriers into four 100cm-long chromatographic columns, raise the temperature of the feed liquid to 50°C, and then slowly pass it into No. 1 chromatographic column from the bottom of the chromatographic column, making it flow through Carrier, after 30 minutes of the uppermost layer of liquid, stop feeding the feed liquid to the No. 1 chromatographic column, and then pass it into the No. 2 chromatographic column, and do the same until all 4 chromatographic columns are fully adsorbed and saturated. At th...

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Abstract

The invention discloses a method for preparing lactulose by directionally assisting lactose isomerization by using a phenylboronic acid-based polymer carrier and separating and purifying the product lactulose at the same time. The preparation method comprises the following steps: firstly, realizing directional selective adsorption of lactulose in a lactose isomerization system by utilizing a specific affinity adsorption effect between a phenylboronic acid functional group loaded by a phenylboronic acid-based polymer carrier and lactulose containing an ortho-position cis-hydroxyl structure, andpromoting an isomerization reaction to be carried out in the direction of generating lactulose; the conversion rate of the target product can be greatly improved, and the final lactulose yield can reach 65% or above. Meanwhile, the phenylboronic acid-based polymer carrier for directionally and selectively adsorbing lactulose can obtain a high-purity lactulose desorption solution through desorption operation, and the purity of the desorption solution can reach 95% or above.

Description

technical field [0001] The invention relates to a method for preparing lactulose by directional assisting lactose isomerization with a phenylboronic acid-based carrier and simultaneously separating and purifying the product lactulose, which belongs to the technical field of preparation, separation and purification of carbohydrates (especially functional oligosaccharides). Background technique [0002] Lactulose (C 12 h 22 o 11 , 4- O -β- D -Galactopyranosyl- D -fructose) is a non-digestible disaccharide (non-digestible oligosaccharide), which has the advantages of low calorie, high safety, good stability, and wide application. Clinical medicine industry, health food and animal feed field. [0003] The preparation technology of lactulose mainly includes chemical isomerization method and enzymatic method, among which the preparation of lactulose by biological enzymatic method has the advantages of mild reaction conditions, less by-products and high safety, and is a curre...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H3/04C07H1/00C07H1/06
CPCC07H3/04C07H1/00C07H1/06
Inventor 杨瑞金祝希宇汪明明杨小福姚晨茜
Owner 苏州福赛思生物科技有限公司
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