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1. (WO2019043186) METHOD FOR PRODUCING CHIRAL AMINES
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CLAIMS

1. Method for producing a chiral amine, said method comprising the steps of:

performing a transamination reaction of a prochiral amino acceptor and an amino donor in a first solution (1 ) in the presence of a transaminase, thereby forming a chiral amine and a co-product in said first solution (1 ), characterized in that

said amino donor is a high molecular weight (HMW) amino donor, the molecularweight of the high molecular weight amino donor being at least 200 g/mol; or

said amino donor is affixed on a support, the total molecular weight of the amino donor and the support being at least 200 g/mol, and

separating the chiral amine from the first solution (1 ) by means of a porous membrane (3).

2. Method of claim 1 , wherein the molecular weight of the high molecular weight amino donor, or the total molecular weight of the amino donor and the support, is at least 300 g/mol.

3. Method of any one of the preceding claims, wherein the amino donor comprises at least one amino group.

4. Method of any one of the preceding claims, wherein the amino donor is an amine having the general formula

NH-,

R3 R4

wherein the substituents F¾ and R4 are the same or different from each other; and

wherein each of R3 and R4 is independently selected from the group consisting of: hydrogen; linear or branched saturated alkyi group; linear or branched unsaturated alkyi group; cycloalkyi group; heterocyclyl group; heterocyclylalkyl group; aryl group; aralkyl group; heteroaryl group; acyl group; hydroxyl group; linear or branched saturated alcohol; linear or branched unsaturated alcohol; alkoxy group; aryloxy group; amino group; alkylamino group; cycloalkylamino group; arylamino group; acyloxy group; acylamino group; cyano group; nitrile; carboxyl group; thio group; thiol group; aminocarbonyl group; carbamoyl group; arlyoxycarbonyl group; phenoxycarbonyl group; alkoxycarbonyl group; haloalkyi group; and halogen.

5. Method of any one of the preceding claims, wherein the HMW amino donor is selected from the group consisting of poly(ethylene glycol) bis (3-aminopropyl); 1 ,4-bis(3-aminopropyl)piperazine; poly(propylene glycol) bis(2-aminopropyl ether); 0-(2-Aminopropyl)-0'-(2-methoxyethyl)polypropylene glycol; 0,0'-Bis(2-aminopropyl) polypropylene glycol-block-polyethylene glycol-block-polypropylene glycol, and 1 ,2-bis(3-aminopropylamino)ethane.

6. Method of any one of the preceding claims, wherein the prochiral amino acceptor is a ketone substrate having the general formula


wherein the substituents Ri and R2 are different from each other; and wherein each of Ri and R2 is independently selected from the group consisting of: hydrogen; linear or branched saturated alkyl group; linear or branched unsaturated alkyl group; cycloalkyl group; heterocyclyl group; heterocyclylalkyl group; aryl group; aralkyl group; heteroaryl group; acyl group; hydroxyl group; linear or branched saturated alcohol; linear or branched unsaturated alcohol; alkoxy group; aryloxy group; amino group; alkylamino group; cycloalkylamino group; arylamino group; acyloxy group; acylamino group; cyano group; nitrile; carboxyl group; thio group; thiol group; aminocarbonyl group; carbamoyl group; arlyoxycarbonyl group; phenoxycarbonyl group; alkoxycarbonyl group; haloalkyl group; and halogen.

7. Method of any one of the preceding claims, wherein the amino acceptor is a ketone substrate selected from the group consisting of acetophenone, ortho-bromoacetophenone, benzylacetone, and 2-bromo-4-acetylacetanilide.

8. Method of any one of claims 1 to 7, wherein the porous membrane (3) is a nanofiltration membrane.

9. Method of any one of claims 1 to 8, wherein the porous membrane has a molecular weight cut-off (MWCO) for each of the amino donor, the transaminase, and the co-product of at least 200 g/mol.

10. Method of any one of the preceding claims, wherein the transaminase is 3HMU from Ruegeria pomeroyi, or 3FCR from Ruegeria sp. TM1040; preferably the transaminase is 3HMU from Ruegeria pomeroyi.

11. Method of any one of the preceding claims, wherein the support is a polystyrene support, preferably a polystyrene support comprising chlorine.

12. Method of any one of the preceding claims, wherein

the prochiral amino acceptor is a ketone substrate selected from the group consisting of acetophenone, ortho-bromoacetophenone, benzylacetone, and 2-bromo-4- acetylacetanilide;

the amino donor is selected from the group consisting of (highly flexible) poly(ethylene glycol) bis (3-aminopropyl); 1 ,4-Bis(3-aminopropyl)piperazine; poly(propylene glycol) bis(2-aminopropyl ether); 0-(2-Aminopropyl)-0'-(2-methoxyethyl)polypropylene glycol; 0,0'-bis(2-aminopropyl) polypropylene glycol-block-polyethylene glycol-block- polypropylene glycol; and 1 ,2-bis(3-aminopropylamino)ethane; and

the transaminase is 3HMU from Ruegeria pomeroyi or 3FCR from Ruegeria sp. TM1040, preferably the transaminase is 3HMU from Ruegeria pomeroyi.

13. Method of any one of the preceding claims, wherein

the prochiral amino acceptor is a ketone substrate selected from the group consisting of acetophenone, ortho-bromoacetophenone, benzylacetone, and 2-bromo-4- acetylacetanilide, preferably benzylacetone;

- the amino donor is poly(propylene glycol) bis(2-aminopropyl ether); and

the transaminase is 3HMU from Ruegeria pomeroyi.

14. Method of any one of claims 1 to 12, wherein the prochiral amino acceptor is a ketone substrate selected from the group consisting of acetophenone, ortho-bromoacetophenone, benzylacetone, and 2-bromo-4- acetylacetanilide, preferably benzylacetone;

- the amino donor is 0,0'-bis(2-aminopropyl) polypropylene glycol-block-polyethylene glycol-block-polypropylene glycol; and

the transaminase is 3HMU from Ruegeria pomeroyi.

15. Method for producing a chiral amine, said method comprising the steps of:

performing a transamination reaction of a prochiral amino acceptor and an amino donor in a first solution (1 ) in the presence of a transaminase, thereby forming a chiral amine and a co-product in said first solution (1 ), characterized in that

said amino donor is a high molecular weight (HMW) amino donor, the HMW amino donor being poly(ethylene glycol) bis (3-aminopropyl); 1 ,4-bis(3-aminopropyl)piperazine; poly(propylene glycol) bis(2-aminopropyl ether); 0-(2-Aminopropyl)-0'-(2-methoxyethyl)polypropylene glycol; 0,0'-Bis(2-aminopropyl) polypropylene glycol-block-polyethylene glycol-block-polypropylene glycol, or 1 ,2-bis(3-aminopropylamino)ethane; or

said amino donor is affixed on a support, the total molecular weight of the amino donor and the support being at least 200 g/mol, and

separating the chiral amine from the first solution (1 ) by means of a porous membrane (3).