Enzyme reactions in miniemulsions
View Patent ↗The present invention is directed towards an asymmetric enzymic process for preparing optically active organic compounds. The process according to the invention is carried out in what are termed miniemulsions. The invention also relates to an enzymic reaction mixture which exhibits a miniemulsion.
1. In a process for the asymmetric enzymatic preparation of optically active organic compounds, the improvement comprising carrying out said enzymatic preparation in a miniemulsion with an enzyme that uses a racemic amino acid ester as a substrate.
2. The improvement of claim 1 , wherein said miniemulsion comprises hydrophobic droplets in an aqueous medium.
3. The improvement of claim 2 , wherein said hydrophobic droplets have a mean diameter of 20-1000 nm.
4. The improvement of claim 3 , wherein said miniemulsion further comprises a surfactant.
5. The improvement of claim 4 , wherein said surfactant is non-ionic.
6. The improvement of claim 5 , wherein said surfactant is “LUTENSOL” AT 50.
7. The improvement of claim 3 , wherein said hydrophobic droplets are stabilized by adding an inert hydrophobic substance.
8. The improvement of claim 7 , wherein said inert hydrophobic substance is n-hexadecane.
9. The improvement of claim 3 , wherein said enzymatic preparation of optically active organic compounds is carried out using an enzyme selected from the group of consisting of an oxidoreductase, a hydrolase, an isomerase, a transferase and a lyase.
10. The improvement of claim 9 , wherein said racemic amino acid ester is a β-amino acid ester.
11. The improvement of claim 9 , wherein said racemic amino acid ester is n-propyl rac-3-amino-3-phenylpropionate.
12. The improvement of claim 9 , wherein said substrate is present at a concentration of greater than 300 g/l.
13. The improvement of claim 12 , wherein said substrate is present at a concentration of greater than 450 g/l.
14. The improvement of claim 3 , wherein said enzymatic preparation of optically active organic compounds is carried out using at least one enzyme that is provided by a microorganism in said microemulsion.
15. The improvement of claim 14 , wherein said enzyme is selected from the group of consisting of an oxidoreductase, a hydrolase, an isomerase, a transferase and a lyase.
16. The improvement of claim 1 , wherein said miniemulsion comprises:
a) a continuous aqueous phase;
b) a discontinuous hydrophobic phase in the form of droplets;
c) a stereoselective enzyme which is involved in the asymmetric preparation of an organic compound, or a microorganism which comprises this enzyme,
d) a surfactant,
e) a hydrophobic substance which stabilizes said droplets and
f) a prochiral or racemic or enantiomerically enriched organic compound which is converted by said stereoselective enzyme and/or a reaction product of this compound.
17. The improvement of claim 16 , wherein said droplets have a mean diameter of 20-1000 nm.
18. The improvement of claim 17 , wherein said stereoselective enzyme is selected from the group of consisting of an oxidoreductase, a hydrolase, an isomerase, a transferase and a lyase.