NOVEL 7beta-HYDROXYSTEROID DEHYDROGENASES AND THEIR USE

a technology of hydroxysteroid dehydrogenase and hydroxysteroid, which is applied in the direction of oxidoreductase, biochemistry apparatus and processes, enzymes, etc., can solve the problems of incomplete conversion of educt, increased process cost, and need for preparative purification of enzymes

Inactive Publication Date: 2013-02-14
PHARMAZELL GMBH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Benefits of technology

[0013]A further purpose consists in the provision of novel 7β-HSDH enzymes which for example are usable in the preparation of UDCA, and in particular catalyze the stereo- and enantioselective oxidation/reduction of cholic acid derivatives in the 7-position.
[0014]Surprisingly, these problems could be

Problems solved by technology

A serious disadvantage inter alia is as follows: since the chemical oxidation is not selective, the carboxy group and the 3α and 7α-hydroxy group must be protected by esterification.
Disadvantages in this method are that because of the equilibrium position of the catalyzed reaction a complete conversion is not possible, and that for the first step of the conversion two different enzymes must be used, which increases the process cost.
A disadvantage in the cofactor regenerati

Method used

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  • NOVEL 7beta-HYDROXYSTEROID DEHYDROGENASES AND THEIR USE
  • NOVEL 7beta-HYDROXYSTEROID DEHYDROGENASES AND THEIR USE
  • NOVEL 7beta-HYDROXYSTEROID DEHYDROGENASES AND THEIR USE

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Experimental program
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embodiment 4

5. An expression cassette, comprising a nucleic acid sequence as stated in embodiment 4 under the genetic control of at least one regulative nucleic acid sequence.

embodiment 5

6. A vector, comprising at least one expression cassette as stated in

7. A recombinant microorganism which bears at least one nucleic acid sequence as stated in embodiment 4 or at least one expression cassette as stated in embodiment 5 or is transformed with at least one vector as stated in embodiment 6.

8. A method for the production of a 7β-HSDH as stated in one of embodiments 1 to 3, wherein a microorganism as stated in embodiment 7 is cultured and the 7β-HSDH expressed is isolated from the culture.

9. A method for the enzymatic synthesis of 7β-hydroxysteroids, wherein the corresponding 7-ketosteroid is converted in the presence of a 7β-HSDH according to the definition in one of embodiments 1 to 4, and at least one reduction product formed is optionally isolated from the reaction system.

embodiment 9

10. The method as stated in embodiment 9, wherein the ketosteroid to be reduced is selected from dehydrocholic acid (DHCA),

7-keto-lithocholic acid (7-keto-LCA),

7,12-diketo-lithocholic acid (7,12-diketo-LCA) and

the derivatives thereof, such as in particular a salt, amide or alkyl ester of the acid.

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Abstract

The invention relates to novel 7β-hydroxysteroid dehydrogenases which are obtainable from bacteria of the genus Collinsella, especially of the strain Collinsella aerofaciens, to the sequences encoding said enzymes, to methods for producing said enzymes and to their use in the enzymatic conversion of cholic acid compounds, and especially in the production of ursodeoxycholic acid (UDCS). The invention also relates to novel methods for the synthesis UDCS.

Description

[0001]The invention relates to novel 7β-hydroxysteroid dehydrogenases obtainable from bacteria of the genus Collinsella, in particular of the strain Collinsella aerofaciens, the sequences coding for these enzymes, methods for the production of the enzymes and the use thereof in enzymatic conversions of cholic acid compounds, and in particular in the production of ursodesoxycholic acid (UDCA); also a subject of the invention are novel methods for the synthesis of UDCA.BACKGROUND OF THE INVENTION[0002]The active substances ursodesoxycholic acid (UDCA) and the corresponding diastereomer chenodesoxycholic acid (CDCA) have for many years been used for the medicinal treatment of gallstone problems. The two compounds differ only in the configuration of the hydroxy group on C atom 7 (UDCA: β configuration, COCA: α configuration). For the production of UDCA, various methods are described in the state of the art, which are carried out purely chemically or consist of a combination of chemical ...

Claims

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Application Information

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IPC IPC(8): C12N9/04C12P33/06C12P33/02
CPCC12N9/0006C12P33/06C12P33/02C12Y101/01201C12P33/00
Inventor LIU, LUOSCHMID, ROLFAIGNER, ARNO
Owner PHARMAZELL GMBH
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