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Catalytic synthesis method of ursodeoxycholic acid (UDCA)

A technology of ursodeoxycholic acid and synthetic methods, applied in the direction of microorganism-based methods, biochemical equipment and methods, oxidoreductase, etc., can solve problems such as low conversion rate, poor product quality, long reaction cycle, etc., and achieve reaction Efficiency improvement, elimination of use, and reduction of production

Inactive Publication Date: 2020-01-03
HEZE RUIZHI TECH DEV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The addition of organic solvents in the reaction system not only brings certain adverse effects on the environment, but also brings difficulties to the subsequent extraction of UDCA products; Organic solvents, the method of directly putting in a higher concentration of 7-KLCA for reaction. In these types of reaction systems, 7-KLCA exists in two forms: a small part of it is dissolved and most of it is in a solid state. The 7-KLCA in the dissolved state is converted After changing to UDCA, the concentration of dissolved 7-KLCA in the system decreases, and the solid 7-KLCA gradually dissolves and participates in the reaction. As the reaction progresses, the supersaturated UDCA in the system gradually crystallizes and precipitates a large number of particles, making the feed liquid viscous. Not only seriously affects the dissolution rate of 7-KLCA, but also part of the 7-KLCA solid is covered by UDCA particles, so this type of catalytic method has the serious defects of long reaction cycle, low conversion rate and poor product quality without exception.

Method used

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  • Catalytic synthesis method of ursodeoxycholic acid (UDCA)
  • Catalytic synthesis method of ursodeoxycholic acid (UDCA)
  • Catalytic synthesis method of ursodeoxycholic acid (UDCA)

Examples

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Embodiment example 1

[0034] 1. Preparation of 7-β dehydroxylase compound glucose dehydrogenase solution

[0035] The 7-beta dehydroxylase compound glucose dehydrogenase gene was recombined into engineered Escherichia coli, cultured at 37°C for 36 hours, and the recombined Escherichia coli was collected by centrifugation at 8000 rpm;

[0036] Take 400g of Escherichia coli collected by centrifugation and resuspend in 1600ml, 0.05M phosphate buffer, and homogeneously crush twice under 50MPa pressure;

[0037] Take 1000ml of the above solution, centrifuge at 8000 rpm for 20 minutes, collect 946ml of supernatant, and obtain the 7-beta dehydroxylase composite glucose dehydrogenase solution used in the catalytic reaction of the present invention.

[0038] 2. Preparation of 7-KLCA solution

[0039] Take 17.5g of 7-KLCA solid, add it into 92ml deionized water, stir evenly, then gradually add 40% sodium hydroxide solution dropwise under stirring condition until the solution is just dissolved, and the pH of...

Embodiment 2

[0049] 1. Preparation of 7-β dehydroxylase compound glucose dehydrogenase solution

[0050] The 7-beta dehydroxylase compound glucose dehydrogenase gene was recombined into engineered Escherichia coli, cultured at 37°C for 36 hours, and the recombined Escherichia coli was collected by centrifugation at 8000 rpm;

[0051] Take 400g of Escherichia coli collected by centrifugation and resuspend in 1600ml, 0.05M phosphate buffer, and homogeneously crush twice under 50MPa pressure;

[0052] Take 1000ml of the above solution, centrifuge at 8000 rpm for 20 minutes, collect 946ml of supernatant, and obtain the 7-beta dehydroxylase composite glucose dehydrogenase solution used in the catalytic reaction of the present invention.

[0053] 2. Preparation of 7-KLCA solution

[0054] Take 10g of 7-KLCA solid, add it into 60ml deionized water, stir evenly, then gradually add 40% sodium hydroxide solution dropwise under stirring condition until the solution is just dissolved, and the pH of t...

Embodiment 3

[0065] 1. Preparation of 7-β dehydroxylase compound glucose dehydrogenase solution

[0066] The 7-beta dehydroxylase compound glucose dehydrogenase gene was recombined into engineered Escherichia coli, cultured at 37°C for 36 hours, and the recombined Escherichia coli was collected by centrifugation at 8000 rpm;

[0067] Take 400g of Escherichia coli collected by centrifugation and resuspend in 1600ml, 0.05M phosphate buffer, and homogeneously crush twice under 50MPa pressure;

[0068] Take 1000ml of the above solution, centrifuge at 8000 rpm for 20 minutes, collect 946ml of supernatant, and obtain the 7-beta dehydroxylase composite glucose dehydrogenase solution used in the catalytic reaction of the present invention.

[0069] 2. Preparation of 7-KLCA solution

[0070] Take 16g of 7-KLCA solid, add it to 90ml deionized water, stir evenly, then gradually add 40% sodium hydroxide solution dropwise under stirring condition until the solution is just dissolved, and the pH of the...

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Abstract

The invention relates to a synthesis method of ursodeoxycholic acid (UDCA), in particular to a catalytic synthesis method of the UDCA. By use of high solubility of 7-KLCA under an alkaline condition,the 7-KLCA is dropwise added to a reaction system of 7-beta dehydroxylase composite glucose dehydrogenase in a form of an alkaline solution to be quickly converted into the UDCA under the enzyme catalysis action. The method provided by the invention not only thoroughly solves the problems of low solubility and low secondary balance dissolution speed of the 7-KLCA under a reaction condition and substantially improves the reaction efficiency, but also minimizes the output of reaction waste. The catalytic reaction system provided by the invention is completed under an aqueous phase condition, useof a solvent is completely eradicated, the environmental pollution is reduced, the reaction lasts for a short time, the substrate feed concentration is high, and the product quality is high.

Description

technical field [0001] The invention relates to a synthesis method of ursodeoxycholic acid, in particular to a catalytic synthesis method of ursodeoxycholic acid. Background technique [0002] Ursodeoxycholic acid (3α,7β-dihydroxy-5β-cholestane 24-acid, UDCA) is the main active ingredient of the precious traditional Chinese medicine bear bile. Basic and clinical studies in recent decades have shown that ursodeoxycholic acid It has a good effect on the treatment of various gallstone diseases and various acute and chronic liver diseases, and the market demand has continued to increase in recent years. In the early days, the source of ursodeoxycholic acid was to extract bile from live bears, but the source was limited and violated animal protection. At present, the main source of production is to use chenodeoxycholic acid as raw material, and produce it through the oxidation and asymmetric reduction of the 7-hydroxyl group. ursodeoxycholic acid. [0003] The oxidation product...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12N9/04C12P33/00C12R1/19
CPCC12N9/0006C12P33/00
Inventor 于海勤刘艳平齐步祥
Owner HEZE RUIZHI TECH DEV
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