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Biological enzyme catalysis method for preparing 7-ketolithocholic acid at low cost

A technology of ketolithocholic acid and biocatalyst, which is applied in the field of biological enzyme catalysis, and can solve problems such as complex reaction process, low selectivity, and harsh reaction conditions

Pending Publication Date: 2021-11-09
JIANGXI BONTAC GREEN BIOCATALYSIS ECOIND PARK CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional chemical synthesis of 7-ketolithocholic acid has a series of problems such as complex reaction process, low selectivity, harsh reaction conditions, high energy consumption, and large pollution, so the industrial scale of UDCA is limited

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Add 10g of chenodeoxycholic acid, 4g of threonine to the reaction flask, then add 50ml of water, 0.2g of threonine deaminase, 0.5g of α-hydroxybutyrate dehydrogenase, 2g of 7ɑ hydroxysteroid dehydrogenase , NAD + 0.01g, at room temperature, ph is 7.5, react for 4-6h, CDCA (chenodeoxycholic acid) finally remains 0.5%.

[0019] After the reaction, the acid was adjusted to 4.0, the temperature was raised to 70 degrees, and then lowered to normal temperature, and filtered to obtain a filter cake. Add 30ml of methanol to the filter cake, raise the temperature to 50°C, filter to obtain the filtrate, evaporate the filtrate to remove 15ml of methanol under reduced pressure, slowly add 12ml of water dropwise, and finally cool down to 5°C, filter with suction to obtain crystals, and dry them, weighing 9.5g.

Embodiment 2

[0021] Add 10g of chenodeoxycholic acid, 4g of threonine to the reaction flask, then add 50ml of water, 0.2g of threonine deaminase, 0.5g of α-hydroxybutyrate dehydrogenase, 3g of 7αhydroxysteroid dehydrogenase , NAD + 0.01g, at room temperature, ph is 7.5, react for 4-6h, CDCA (chenodeoxycholic acid) finally remains 0.3%.

[0022] After the reaction, the acid was adjusted to 4.0, the temperature was raised to 70 degrees, and then lowered to normal temperature, and filtered to obtain a filter cake. Add 30ml of methanol to the filter cake, raise the temperature to 50°C, filter to obtain the filtrate, evaporate the filtrate to remove 15ml of methanol under reduced pressure, slowly add 12ml of water dropwise, and finally cool down to 5°C, filter to obtain crystals, and dry them, weighing 9.6g.

Embodiment 3

[0024] Add 10g of chenodeoxycholic acid, 4g of threonine to the reaction flask, then add 50ml of water, 0.2g of threonine deaminase, 0.5g of α-hydroxybutyrate dehydrogenase, 3g of 7αhydroxysteroid dehydrogenase , NAD+0.1g, at room temperature, ph is 7.5, react for 4-6h, CDCA (chenodeoxycholic acid) finally remains 0.1%.

[0025] After the reaction, the acid was adjusted to 4.0, the temperature was raised to 70 degrees, and then lowered to normal temperature, and filtered to obtain a filter cake. Add 30ml of methanol to the filter cake, raise the temperature to 50°C, filter to obtain the filtrate, evaporate the filtrate to remove 15ml of methanol under reduced pressure, slowly add 12ml of water dropwise, and finally cool down to 5°C, filter with suction to obtain crystals, and dry them, weighing 9.5g.

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Abstract

The invention relates to a biological enzyme catalysis method for preparing 7-ketolithocholic acid at low cost. The biological enzyme catalysis method comprises the following steps that threonine is catalyzed by threonine deaminase to prepare 2-ketobutyric acid; the 7-ketolithocholic acid is generated under the action of 7alpha-hydroxysteroid dehydrogenase, alpha-hydroxybutyrate dehydrogenase, chenodeoxycholic acid and coenzyme NAD <+> by using the 2-ketobutyric acid as an auxiliary substrate; and the conversion rate of enzyme catalysis can reach 99.5% or above. The cost of the method is greatly superior to that of an existing process route, so that the biological enzyme catalysis method has the potential of industrial application.

Description

technical field [0001] The invention relates to a low-cost biological enzyme catalysis method for preparing 7-ketolithocholic acid, belonging to the field of biological enzyme catalysis. Background technique [0002] Ursodeoxycholic acid is mainly used in the treatment of gallstones, cholecystitis, cholangitis, and bile indigestion. It also has a very good curative effect on bile reflux gastritis, alcoholic liver, biliary cirrhosis and drug-induced hepatitis. In some developed western countries such as the United States, it is mainly used to prevent the formation of gallstones. The diet in these countries is mainly based on meat, which is characterized by high energy and calories, dense, and rich in fat. The probability of suffering from gallstones is relatively high. For prevention and other purposes, ordinary people consume ursodeoxycholic acid to prevent the formation of gallstones. At present, the preparation methods of ursodeoxycholic acid mainly include chemical synt...

Claims

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Application Information

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IPC IPC(8): C12P33/00C12P33/02
CPCC12P33/00C12P33/02
Inventor 傅荣昭谷绪顶周文俊
Owner JIANGXI BONTAC GREEN BIOCATALYSIS ECOIND PARK CO LTD
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