Method for improving reaction rate of enzymatic ibuprofen chiral separation

An ionic liquid, chiral separation technology, applied in microorganism-based methods, biochemical equipment and methods, microorganisms, etc., can solve the problems of heavy environmental pollution, complicated separation process, strong volatility of organic media, etc. Simple and easy effects

Inactive Publication Date: 2008-07-23
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chemical resolution uses expensive chiral reagents, the resolution process is complicated, and it is difficult to obtain satisfactory yields
Biological resolution uses enzymes as catalysts to selectively split ibuprofen in organic media, which has the advantages of good selectivity and high yield, but commonly used organic media are highly volatile and cause serious environmental pollution

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Disperse 5.0 g of nanocarrier-immobilized enzymes Candida antarctica lipase A and 1 g of lipase in 20 ml of [BMIM][PF 6 ], the reaction was stirred at 35°C for 24 hours. The content of S(+)-ibuprofen was measured, and the chiral resolution reaction rate was calculated as shown in Table 1.

[0012] Table 1.

[0013] Types of enzymes

[0014] Table 1 illustrates that nanocarrier immobilized enzyme can improve enzyme-catalyzed chiral resolution reaction rate (C) and chiral yield ee of ibuprofen in ionic liquid s ).

Embodiment 2

[0016] Disperse 5.0 g of nanocarrier-immobilized enzymes Candida antarctica lipase A and 1 g of lipase in 40 ml of [BMIM][BF] containing 0.05 mM ibuprofen and 0.30 mM 1-propanol 4 ], the reaction was stirred at 30°C for 36 hours. The content of S(+)-ibuprofen was measured, and the chiral resolution reaction rate was calculated as shown in Table 2.

[0017] Table 2

[0018] Types of enzymes

[0019] Table 2 illustrates that nanocarrier immobilized enzyme can improve enzyme-catalyzed ibuprofen chiral resolution reaction rate (C) and chiral yield (ee in ionic liquid s ).

Embodiment 3

[0021] Disperse 4.0 g of nanocarrier-immobilized enzymes Candida antarctica lipase A and 1 g of lipase in 40 ml of [BMIM][PF 6 ], the reaction was stirred at 25°C for 48 hours. The content of S(+)-ibuprofen was measured, and the chiral resolution reaction rate was calculated as shown in Table 3.

[0022] table 3.

[0023] Types of enzymes

[0024] Table 3 illustrates that nanocarrier immobilized enzyme can improve enzyme-catalyzed ibuprofen chiral resolution reaction rate (C) and chiral yield (ee in ionic liquid s ).

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PUM

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Abstract

The invention discloses a method of increasing the ibuprofen chiral split reaction speed catalyzed by enzyme in ion liquid, which is characterized in that: nanophase carrier immobilized enzyme is dispersed in the ion liquid with ibuprofen and 1-propanol, and the solution is stirred to process reaction for 24 to 48 hours at 25 to 35 degree centigrade; wherein, the molar ratio of ibuprofen and 1-propanol is 1 to 6 : 20, and the weight bulk ratio of the ibuprofen and the ion liquid is 1mg : 2 to 4ml, and the weight bulk ratio of the nanophase carrier immobilized enzyme and the ion liquid is 1g : 4 to 10ml. The method of increasing the ibuprofen chiral split reaction speed catalyzed by enzyme in ion liquid has the advantages of easy method and operation, mass production, being green chemical for enzyme and the ion liquid and being without environment pollution for the reaction of preparing chiral ibuprofen.

Description

technical field [0001] The invention relates to a method for increasing the enzyme-catalyzed chiral resolution reaction rate of ibuprofen in an ionic liquid. Background technique [0002] Ibuprofen (ibuprofen, ibuprofen) is an anti-inflammatory and analgesic drug commonly used in clinical practice with good safety and low price. The activity of S(+)-ibuprofen is 160 times that of R(-) configuration. Ibuprofen synthesized by chemical method is a racemate, and resolution is the main method to obtain optically pure S(+) isomer. Chemical resolution uses expensive chiral reagents, the resolution process is complicated, and it is difficult to obtain satisfactory yields. Biological resolution uses enzymes as catalysts to selectively split ibuprofen in organic media, which has the advantages of good selectivity and high yield, but commonly used organic media are highly volatile and cause serious environmental pollution. Ionic liquids are composed of organic cations and inorganic o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P41/00C12R1/72
Inventor 安小宁
Owner SOUTH CHINA UNIV OF TECH
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