Method for producing high-yield dye lignin glycosylated derivatives by using cyclodextrin glucosyltransferase

A genistein and glucose-based technology is applied in the field of high-yield genistein glycosylated derivatives, which can solve problems such as instability and easy hydrolysis, and achieve the effects of increasing yield and increasing yield

Active Publication Date: 2017-05-31
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the longer the sugar chain connected to genistein, the more unstable and easy to be hydrolyzed

Method used

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  • Method for producing high-yield dye lignin glycosylated derivatives by using cyclodextrin glucosyltransferase
  • Method for producing high-yield dye lignin glycosylated derivatives by using cyclodextrin glucosyltransferase
  • Method for producing high-yield dye lignin glycosylated derivatives by using cyclodextrin glucosyltransferase

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1: Effects of dissolving genistein in different solvents on the synthesis of glycosylated genistein products.

[0022] 0.1 g of genistein was dissolved in 10 mL of DMSO, methanol, ethanol, water, ethyl acetate and other solvents to prepare different genistein solutions. Then take 300 μL genistein solution, 500 μL concentration is 10g / L α-cyclodextrin solution (solvent is 50mM PBS buffer solution of pH 6.5), 200 μL concentration is 15g / L cyclodextrin glucosyltransferase (solvent is pH 6.5 50mM PBS buffer) in a 2mL capped vial. Shake slowly in a shaker at 30°C for 24h. After the reaction was completed, the product yield was detected by high performance liquid chromatography (HPLC).

[0023] Such as figure 1 It was shown that the yield of glycosylated genistein derivatives was highest when DMSO was used as the genistein solvent. Therefore, DMSO was chosen as the genistein solvent.

Embodiment 2

[0024] Example 2: Effect of different glycosyl donors on the synthesis of glycosylated genistein products.

[0025] α-cyclodextrin, β-cyclodextrin, soluble starch, maltodextrin, maltose, glucose, and sucrose were selected as sugar donors, and dissolved in 50mM PBS buffer at pH 6.5 to prepare a concentration of 10g / L solution. Then 500 μL of glycosyl donors were mixed with 300 μL of 10 g / L genistein solution (DMSO as the solvent) and 200 μL of 15 g / L cyclodextrin glucosyltransferase (50 mM PBS buffer at pH 6.5) In a 2mL vial with a cap. Shake slowly in a shaker at 30°C for 24h. After the reaction was completed, the product yield was detected by high performance liquid chromatography (HPLC).

[0026] Such as figure 2 It was shown that when α-cyclodextrin was selected as the glycosyl donor, the yield of genistein glycosylation products was the highest. But because α-cyclodextrin is expensive and increases the cost, it is not the most suitable sugar donor. When soluble star...

Embodiment 3

[0027] Example 3: Effects of Different Soluble Starch Concentrations on the Synthesis of Glycosylated Genistein Products

[0028] Soluble starch was dissolved in 50mM PBS buffer solution of pH 6.5 to prepare different concentrations (10, 20, 30, 40, 50g / L), and then 500μL of different concentrations of soluble starch solution and 300μL of 10g / L genistein The solution (solvent is DMSO) and 200 μL cyclodextrin glucosyltransferase (solvent is 50 mM PBS buffer solution, pH 6.5) with a concentration of 15 g / L were mixed in a 2 mL vial with a cap. Shake slowly in a shaker at 30°C for 24h. After the reaction was completed, the product yield was detected by high performance liquid chromatography (HPLC). Such as image 3 As shown, when the concentration of soluble starch was 40g / L, the yield of genistein glycosylated derivatives was the highest. Therefore, the optimum concentration of soluble starch was selected as 40g / L.

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Abstract

The invention discloses a method for producing high-yield dye lignin glycosylated derivatives by using cyclodextrin glucosyltransferase, and belongs to the field of enzyme engineering. According to the method, the glycosyl donor type, the dye lignin solvent type, the substrate concentration and proportion, the enzyme concentration, reaction temperature, pH and time in a system for catalyzing glycosylation reaction of the dye lignin by cyclodextrin glucosyltransferase are optimized separately. Soluble starch and the dye lignin serve as a glycosyl donor and a receptor correspondingly, the cyclodextrin glucosyltransferase serves as a catalyst, the yield of the glycosylated dye lignin products is maximized, and in particular for the main product (Glc)20genistein, the yield is increased by nearly 1.5 times compared with that before optimization.

Description

technical field [0001] The invention discloses a method for high-yielding genistein glycosylated derivatives by using cyclodextrin glucosyltransferase, which belongs to the field of enzyme engineering. Background technique [0002] Genistein (also known as genistein, genistein, etc.) is considered to be an important soybean isoflavone, which mainly exists in the cotyledons and hypocotyls of soybean seeds. Genistein has a wide range of pharmacological effects in human and animal cells. The main performances are as follows: 1) It has the effect of chemical anti-cancer (breast cancer and prostate cancer, etc.). Genistein has estrogen-like and anti-hormone effects, can inhibit the activity of related enzymes in the synthesis process of tumor cells, inhibit tumor angiogenesis during the formation of tumor cells, and delay or prevent tumors from becoming cancer cells. 2) It can prevent cardiovascular disease. Genistein can stimulate low-density lipoprotein receptors to produce ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P19/60C12P19/18
CPCC12P19/18C12P19/60
Inventor 韩瑞枝倪晔姜明杨葛彬彬许国超董晋军
Owner JIANGNAN UNIV
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