Method for catalyzing and synthesizing salidroside or analogues by utilizing glucose glycosyl transferase

A technology for glycosyltransferase and salidroside, which is applied in the field of glucosyltransferase catalyzing the synthesis of salidroside or the like, can solve the problems of complex glucoside process, lack of flexibility in synthesis, and high production cost, and achieves The effect of high purity, great potential for industrial application and low production cost

Inactive Publication Date: 2011-09-07
ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The glycosyl donor UDP-glycoside of UDP-glucosyltransferase is expensive and highly specific to the glycosyl acceptor, which makes the synthesis inflexible; while glycosidase catalyzes the direct glycosidation synthesis of glucose and p-hydroxyphenylethanol Salidroside belongs to the reverse hydrolysis reaction, which is controlled by thermodynamics and proceeds in the direction of equilibrium. Limited by the equilibrium, the final yield is low
[0004] In summary, the current synthesis of glucosides has complex processes, high production costs, and low yields, which cannot be applied in industry.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] (1) Extraction of glucosyltransferase from Leuconostoc mesenteroides

[0019] The Leuconostoc mesenteroides strains were added to a fresh slant medium and cultured at 28°C for 40-48 h. After the slope is activated, the strains are inoculated into the seed culture medium at 28°C, 150 rpm, shaking culture for 1d. The cultured seed liquid is connected to the fermentation medium, the inoculum is 10%, 28 ℃, 150 rpm, shaking culture for 4 to 5 days. Collect the fermentation broth (4°C, 6000r / min, 15min) and centrifuge to remove the cells. The fermentation broth supernatant is concentrated using saturated ammonium sulfate precipitation, membrane dialysis and other steps, and the concentrated enzyme solution is placed in a 4°C refrigerator for later use.

[0020] (2) Synthesis of salidroside

[0021] Weigh 0.5g of sucrose and 0.5g of p-hydroxyphenethyl alcohol in 3mL acetate buffer (20mmol / L, pH5.2), then add 2mL glycosyltransferase solution (0.1197U / mL) at 40℃, 150r / min Reaction f...

Embodiment 2

[0024] The glucosyltransferase from Leuconostoc mesenteroides obtained in the examples was used.

[0025] Weigh 0.17g of sucrose and 0.207g of p-hydroxyphenethyl alcohol in 3mL acetate buffer (20mmol / L, pH5.2), then add 2mL glycosyltransferase solution (0.1197IU / mL) at 20℃, 150r / min Under the conditions, the reaction was 28h. The reaction solution was filtered through a 0.45μm microporous membrane and detected by high performance liquid chromatography. US Waters high performance liquid chromatography system; Hyperil ODS2 column (4.6mm*200mm, 5μm); Waters 1525 UV detector; Waters 2487 high pressure constant flow pump; detection wavelength 280nm; mobile phase: acetonitrile: water=1:9 ; Injection volume: 5μL; Flow rate: 1mL / min. Detected by high performance liquid chromatography, the p-hydroxyphenethyl glucoside in the reaction solution was 11.06 g / L.

[0026] After the reaction, the reaction solution was rotary evaporated to remove part of the water, concentrated to a certain volu...

Embodiment 3

[0028] Weigh 1.197g of sucrose and 0.62g of p-hydroxyphenylethanol in 3mL acetic acid buffer (20mmol / L, pH5.2), then add 2mL glycosyltransferase solution (0.1197IU / mL) at 70℃, 150r / min Reaction for 20h under conditions. The reaction solution was filtered through a 0.45μm microporous membrane and detected by high performance liquid chromatography. US Waters high performance liquid chromatography system; Hyperil ODS2 column (4.6mm*200mm, 5μm); Waters 1525 UV detector; Waters 2487 high pressure constant flow pump; detection wavelength 280nm; mobile phase: acetonitrile: water=1:9 ; Injection volume: 5μL; Flow rate: 1mL / min. Detected by high performance liquid chromatography, the p-hydroxyphenethyl glucoside in the reaction solution was 13.05 g / L.

[0029] After the reaction, the reaction solution was rotary evaporated to remove part of the water, concentrated to a certain volume, and then added to a macroporous resin column chromatography column, first eluted with distilled water t...

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PUM

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Abstract

The invention discloses a method for catalyzing and synthesizing salidroside or analogues by utilizing glucose glycosyl transferase, comprising the following steps: carrying out a reaction on the leuconostoc mesenteroides glucose glycosyl transferase, cane sugar and alcohol in the water containing a buffer solution; and separating and collecting to obtain the salidroside or an analogue product. The enzyme catalytic reaction process disclosed by the invention is finished in a water phase and higher yield, is convenient and simple in operation; the product is easy to separate and purify, and has low environmental pollution and lower production cost; and the glucoside purity is higher after purification; and the process has large industrial application potential, and can satisfy the industrial requirements, such as medicaments and spices and the like.

Description

Technical field [0001] The invention belongs to the technical field of biochemical industry, and specifically relates to a method for catalyzing the synthesis of salidroside or the like by a glucose glycosyltransferase. Background technique [0002] Glycosides are also known as glycosides or glycosides. They are compounds formed by connecting sugar or sugar derivatives and another non-sugar substance through the carbon atom of the sugar terminal group. After hydrolysis, they can produce non-sugar compounds. The non-sugar part is called Aglycone or ligand. Glucoside is a kind of glycosides. It is widely distributed in the roots, stems, leaves, flowers and fruits of plants. It is soluble in water and has the characteristics of anionic and nonionic surfactants. It is widely used in daily chemical and biological industries. Many fields such as chemical industry and medicine. Rhodiola is the root or rhizome of the Rhodiola (Rhodiola) plant of the Crassulaceae family (Crassulaceae). ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P19/44
Inventor 毛多斌杨雪鹏魏东芝樊攀
Owner ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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