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Method for preparing quercetin glycoside

A technology of quercetin glycosides and quercetin, applied in the field of enzyme catalysis, can solve the problems of few species, difficult separation and purification, unfavorable industrial production and application, and achieve high water solubility and overcome low water solubility

Inactive Publication Date: 2019-01-25
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing glycosyltransferases that can be used to catalyze the glycosylation of quercetin are relatively few, and the product specificity is weak. Generally, the products obtained are catalytic products at multiple different sites, which brings great difficulties to the subsequent separation and purification. a lot of difficulty without using industrial production applications

Method used

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  • Method for preparing quercetin glycoside
  • Method for preparing quercetin glycoside
  • Method for preparing quercetin glycoside

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1: Preparation of UDP-glucose / N-acetyl-D-glucosamine / UDP-mannose

[0039] Add 21.6mg of glucose, N-acetyl-D-glucosamine and UDP-mannose to a 1.5ml centrifuge tube, add 30.5mgATP, 250ul pH8.0 1M Tris-HCl buffer and 5ul 1M magnesium chloride, 550ul to Ionized water, after mixing, add 200ul 3.9g / L NAHK enzyme, and react overnight at its suitable temperature of 30°C.

[0040] Add 21mg UTP to the above reaction liquid respectively, add 0.42ul DTT and 2.8ul 1M magnesium chloride, after mixing, add 200ul 9.7g / L Glmu enzyme and 20ul 1.5g / LPPA enzyme, and react at the suitable temperature of 30℃ for more than 5h . After the reaction solution is filtered with a microporous membrane of 0.22uM aperture, carry out high performance liquid chromatography analysis, can detect UDP-glucose, N-acetyl-D-glucosamine and UDP-mannose respectively (such as figure 1 , 2 , 3 shown).

Embodiment 2

[0041] Embodiment 2: Preparation of quercetin glycoside

[0042] Add 4ml 20mM quercetin and 2ml 10mM UDP-glucose, UDP-N acetyl-D-glucosamine and UDP-mannose to a 50ml Erlenmeyer flask, then add 5ml 50mM Tris-HCl pH8.0 Buffer solution and 2.5ml 50mM magnesium chloride, 8.5ml deionized water, after mixing, add the glycosyltransferase (its nucleotide sequence as shown in SEQ ID NO.1) in 15ml0.15g / L grapefruit, at its most The reaction was carried out at a suitable catalytic temperature of 35°C for 16 hours; the reaction solution was filtered through a microporous membrane with a pore size of 0.22uM, and analyzed by high performance liquid chromatography. The results were as follows: Figure 4 , 5 , as shown in 6, Figure 4 with Figure 5 It shows that UDP-glucose and UDP-N acetyl-D-glucosamine have reacted completely, and only a single quercetin glycoside product has been detected, indicating that the product catalyzed by the glycosyltransferase in grapefruit is a single produ...

Embodiment 3

[0045] Embodiment 3: the preparation of quercetin glycoside

[0046] Add 1ml 20mM quercetin and 0.5ml 10mM UDP-glucose / UDP-N acetyl-D-glucosamine to a 50ml Erlenmeyer flask, then add 5ml 50mM Tris-HCl buffer solution of pH9.0 and 2.5ml 50mM magnesium chloride, 8.5 ml of deionized water, after mixing, add 15ml of 0.15g / L glycosyltransferase in grapefruit, and react at the optimum catalytic temperature of 30°C for 16h; High-performance liquid chromatography analysis can detect the formation of quercetin glycosides.

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Abstract

The invention discloses a preparation method of quercetin glycoside, belonging to the technical field of enzyme catalysis. The present invention obtains quercetin glycoside by glycosylation reaction between quercetin and glycosyl donor in solution under the action of glycosyltransferase shown in SEQ ID NO:1 as catalyst. The glycosyltransferase of the invention catalyzes the glycosylation substrateand the product of the quercetin to have strong specificity, and the product generated is a single product, which provides favorable conditions for subsequent separation and purification. The obtained quercetin glycoside has high water solubility and retains the biological activity of natural quercetin, which overcomes the shortcomings of low water solubility, low absorption rate in human body and insignificant therapeutic effect of natural quercetin.

Description

technical field [0001] The invention relates to a preparation method of quercetin glycoside, which belongs to the technical field of enzyme catalysis. Background technique [0002] Quercetin is one of the most common and widely distributed flavonoids in human plant foods and pharmaceutical ingredients. In almost all plant foods such as buckwheat, it is also an active ingredient of many Chinese herbal medicines such as ginkgo biloba and mulberry. It is one of the important antioxidants in polyphenols. Mutant cell apoptosis, inhibition of DNA synthesis and tumor cell growth, down-regulation and modification of cell signal transduction pathways, etc., have positive anti-cancer effects. Various epidemiological findings also support the relationship between the intake of quercetin and its glycoside derivatives and health-protective effects, including protection against various diseases, such as cardiovascular disease, osteoporosis, Lung disease, certain cancers, and anti-aging,...

Claims

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Application Information

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IPC IPC(8): C12P19/60C12P19/18
CPCC12P19/18C12P19/60
Inventor 窦文芳叶静斯
Owner JIANGNAN UNIV
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