Method for synthetizing porcine cholic acid into ursodeoxycholic acid through semi-enzymatic method

A technology for ursodeoxycholic acid and porcine cholic acid, which is applied in the field of synthesizing ursodeoxycholic acid, can solve the problems of abandonment, undeveloped utilization, and short supply of chenodeoxycholic acid, and achieves cost saving, quality improvement and transformation efficiency, reducing environmental pollution

Inactive Publication Date: 2019-05-07
CHANGDE YUNGANG BIOTECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Now the main raw material for the production of ursodeoxycholic acid is chenodeoxycholic acid, and the demand for ursodeoxycholic acid continues to grow rapidly in the market, resulting in a shortage of chenodeoxycholic acid
Pig gall is the most widely used raw material in the existing gallbladder sources. At present, the utilization of pig gall is limited to the extraction of chenodeoxycholic acid and hyodeoxycholic acid, and the main components in pig bile are chenodeoxycholic acid, hyodeoxycholic acid Cholic acid and hyocholic acid, among which hyocholic acid, as one of the main components, has not been developed and utilized due to the influence of many factors such as process technology and resource matching, and has finally become processed waste and abandoned

Method used

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  • Method for synthetizing porcine cholic acid into ursodeoxycholic acid through semi-enzymatic method
  • Method for synthetizing porcine cholic acid into ursodeoxycholic acid through semi-enzymatic method
  • Method for synthetizing porcine cholic acid into ursodeoxycholic acid through semi-enzymatic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] A method for synthesizing ursodeoxycholic acid from hyocholic acid by a semi-enzymatic method is as follows:

[0028] 1. Oxidation:

[0029] Take 100kg of hyocholic acid and put it into the oxidation reaction kettle, add 600kg of n-butanol, heat to dissolve, add 120kg of water, adjust the pH value to 2.5 with hydrochloric acid, control the temperature within 0°C, add 30kg of calcium hypochlorite in batches under stirring, and react After 1 hour, a sample was taken to detect that the hyocholic acid content was 0.3%, and the reaction was finished. The temperature of the above solution was raised to 60°C, and the lower aqueous phase was separated to obtain a n-butanol solution of 3,6,7 keto-cholanic acid, which was then transferred to a reduction reaction kettle.

[0030] 2. Restoration:

[0031] Add 70kg of glucose to the reduction reactor, add 300kg of 25.3mmol / L phosphate buffer solution, add 50g of NADP (nicotinamide adenine dinucleotide phosphate), 30g of NAD (nicot...

Embodiment 2

[0039] A method for synthesizing ursodeoxycholic acid from hyocholic acid by a semi-enzymatic method is as follows:

[0040] 1. Oxidation:

[0041] Take 80kg of hyocholic acid and put it into the oxidation reaction kettle, add 500kg of tert-amyl alcohol, heat to dissolve, add 100kg of water, adjust the pH value to 3 with hydrochloric acid, control the temperature within 5°C, add 24kg of bromine in batches under stirring, and react for 1 hour Reaction ends when taking a sample to detect after the hyocholic acid content is 0.36%. The above solution was heated to 60°C, and the lower aqueous phase was separated to obtain a tert-amyl alcohol solution of 3,6,7 keto-cholanic acid, which was then transferred to a reduction reaction kettle.

[0042] 2. Restoration:

[0043] Add 56kg of lactic acid to the reduction reactor, add 240kg of 32.7mmol / L phosphate buffer solution, add 30g of NADP (nicotinamide adenine dinucleotide phosphate), 12g of NAD (nicotinamide adenine dinucleotide), 3...

Embodiment 3

[0051] A method for synthesizing ursodeoxycholic acid from hyocholic acid by a semi-enzymatic method is as follows:

[0052] 1. Oxidation:

[0053] Take 80kg of hyocholic acid and put it into the oxidation reaction kettle, add 500kg of n-butanol, heat to dissolve, add 100kg of water, adjust the pH value to 2.0 with hydrochloric acid, control the temperature within 10°C, add 24kg of calcium hypochlorite in batches under stirring, and react After 1 hour, take a sample and detect that the reaction ends when the hyocholic acid content is 0.45%. The temperature of the above solution was raised to 60°C, and the lower aqueous phase was separated to obtain a n-butanol solution of 3,6,7 keto-cholanic acid, which was then transferred to a reduction reaction kettle.

[0054] 2. Restoration:

[0055] Add 56kg of glucose to the reduction reactor, add 240kg of 48.3mmol / L phosphate buffer solution, add 35g of NADP (nicotinamide adenine dinucleotide phosphate), 12g of NAD (nicotinamide aden...

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Abstract

The invention discloses a method for synthetizing porcine cholic acid into ursodeoxycholic acid through a semi-enzymatic method. The method includes process steps of oxidation, reduction, Huang-Minlonreaction, extraction into salt neutralization, etc. The method uses a scrap material porcine cholic acid after chenodeoxycholic acid and hyodeoxycholic acid are extracted from pig galls as a raw material, and synthetizes a ursodeoxycholic acid crude product through a mode of combining a chemical method and a biological enzymatic method; and the method is simple in technology, low in cost, high inresource utilization rate, high in yield and suitable for large-scale production.

Description

technical field [0001] The present invention relates to a preparation method of ursodeoxycholic acid, specifically a method for synthesizing ursodeoxycholic acid by combining a chemical method and a biological enzyme method by using the leftover hyocholic acid after extracting chenodeoxycholic acid from pig bile as a raw material. The method of oxycholic acid can make full use of limited biological resources. Background technique [0002] Now the main raw material for the production of ursodeoxycholic acid is chenodeoxycholic acid, and the demand for ursodeoxycholic acid continues to grow rapidly in the market, resulting in a shortage of chenodeoxycholic acid. Pig gall is the most widely used raw material in the existing gallbladder sources. At present, the utilization of pig gall is limited to the extraction of chenodeoxycholic acid and hyodeoxycholic acid, and the main components in pig bile are chenodeoxycholic acid, hyodeoxycholic acid Cholic acid and hyocholic acid, am...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P33/02
Inventor 邓家国蔡宏军李国军雷平
Owner CHANGDE YUNGANG BIOTECHNOLOGY CO LTD
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