Adipate (ester or thioester) synthesis
AssigneeDsm IP Assets B.V.
InventorsLIANG WU, AXEL CHRISTOPH TREFZER, STEFAAN MARIE ANDRE DE WILDEMAN, MARCO ALEXANDER VAN DEN BERG
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Abstract
The present invention relates to a method for preparing an adipate ester or thioester. The invention further relates to a method for preparing adipic acid from said ester or thioester. Further the invention provides a number of methods for preparing an intermediate for said ester or thioester. Further the invention relates to a method for preparing 6-amino caproic acid (6-ACA), a method for preparing 5-formyl valeric acid (5-FVA), and a method for preparing caprolactam. Further, the invention relates to a host cell for use in a method according to the invention.
Claims70
1-31. (canceled)
A non-naturally occurring microbial organism, comprising a microbial organism having an adipate thioester pathway comprising at least one exogenous nucleic acid encoding a set of adipate thioester pathway enzymes expressed in a sufficient amount to produce an adipate thioester, wherein said set of adipate thioester pathway enzymes convert a succinate thioester and an acetate thioester to a 3-oxoadipate thioester, a 3-oxoadipate thioester to a 3-hydroxyadipate thioester, a 3-hydroxyadipate thioester to a 5-carboxy-2-pentenoate thioester and a 5-carboxy-2-pentenoate thioester to an adipate thioester.
A method for producing adipyl-CoA, comprising culturing a host microbial organism in which at least one exogenous nucleic acid is introduced under conditions and for a sufficient period of time to produce adipyl-CoA, wherein said host microbial organism comprises at least one exogenous nucleic acid encoding a set of adipyl-CoA pathway enzymes that are expressed in a sufficient amount to produce adipyl-CoA, wherein said set of adipyl-CoA pathway enzymes convert succinyl-CoA and acetyl-CoA to 3-oxoadipyl-CoA, 3-oxoadipyl-CoA to 3-hydroxyadipyl-CoA, 3-hydroxyadipyl-CoA to 5-carboxy-2-pentenoyl-CoA and 5-carboxy-2-pentenoyl-CoA to adipyl-CoA.
A method for producing adipate, comprising culturing a host microbial organism in which at least one exogenous nucleic acid is introduced under conditions and for a sufficient period of time to produce adipate, wherein said host microbial organism comprises at least one exogenous nucleic acid encoding a set of adipyl-CoA pathway enzymes that are expressed in a sufficient amount to produce adipyl-CoA, wherein said set of adipyl-CoA pathway enzymes convert succinyl-CoA and acetyl-CoA to 3-oxoadipyl-CoA, 3-oxoadipyl-CoA to 3-hydroxyadipyl-CoA, 3-hydroxyadipyl-CoA to 5-carboxy-2-pentenoyl-CoA and 5-carboxy-2-pentenoyl-CoA to adipyl-CoA, and wherein said host microbial organism comprises at least one exogenous nucleic acid encoding an adipate pathway enzyme expressed in a sufficient amount to produce adipate, wherein said adipate pathway enzyme is selected from the group consisting of an adipyl-CoA synthetase, a phosphotransadipylase/adipate kinase, an adipyl-CoA:acetyl-CoA transferase and an adipyl-CoA hydrolase.
A method for producing adipate, comprising culturing a host microbial organism in which at least one exogenous nucleic acid is introduced under conditions and for a sufficient period of time to produce adipate, wherein said host microbial organism comprises at least one exogenous nucleic acid encoding a set of adipyl-CoA pathway enzymes that are expressed in a sufficient amount to produce adipyl-CoA, wherein said set of adipyl-CoA pathway enzymes convert succinyl-CoA and acetyl-CoA to 3-oxoadipyl-CoA, 3-oxoadipyl-CoA to 3-hydroxyadipyl-CoA, 3-hydroxyadipyl-CoA to 5-carboxy-2-pentenoyl-CoA and 5-carboxy-2-pentenoyl-CoA to adipyl-CoA, and wherein said host microbial organism comprises at least one exogenous nucleic acid encoding an adipate pathway enzyme expressed in a sufficient amount to produce adipate, wherein said adipate pathway enzyme is selected from the group consisting of a succinyl-CoA:acetyl-CoA acyl transferase, a 3-oxoadipyl-CoA transferase, a 3-oxoadipate reductase, a 3-hydroxyadipate dehydratase, and a 2-enoate reductase.
A non-naturally occurring microbial organism, comprising a microbial organism having an adipate pathway comprising at least one exogenous nucleic acid encoding an adipate pathway enzyme expressed in a sufficient amount to produce adipate, said adipate pathway comprising 2-hydroxyadipate dehydrogenase;
- 2-hydroxyadipyl-CoA synthetase, phosphotranshydroxyadipylase/2-hydroxyadipate kinase or 2-hydroxyadipyl-CoA:acetyl-CoA transferase;
- 2-hydroxyadipyl-CoA dehydratase;
- 5-carboxy-2-pentenoyl-CoA reductase;
- and adipyl-CoA synthetase, phosphotransadipylase/adipate kinase, adipyl-CoA:acetyl-CoA transferase or adipyl-CoA hydrolase.
A method for producing adipate, comprising culturing a non-naturally occurring microbial organism having an adipate pathway, said pathway comprising at least one exogenous nucleic acid encoding an adipate pathway enzyme expressed in a sufficient amount to produce adipate, under conditions and for a sufficient period of time to produce adipate, said adipate pathway comprising 2-hydroxyadipate dehydrogenase;
- 2-hydroxyadipyl-CoA synthetase, phosphotranshydroxyadipylase/2-hydroxyadipate kinase or 2-hydroxyadipyl-CoA:acetyl-CoA transferase;
- 2-hydroxyadipyl-CoA dehydratase;
- 5-carboxy-2-pentenoyl-CoA reductase;
- and adipyl-CoA synthetase, phosphotransadipylase/adipate kinase, adipyl-CoA:acetyl-CoA transferase or adipyl-CoA hydrolase.
A host microbial organism in which at least one exogenous nucleic acid is introduced, wherein said host microbial organism has, an adipate pathway comprising at least one exogenous nucleic acid encoding an adipate pathway enzyme expressed in a sufficient amount to produce adipate, said adipate pathway comprising 2-hydroxyadipate dehydrogenase;
- 2-hydroxyadipyl-CoA synthetase, phosphotranshydroxyadipylase/2-hydroxyadipate kinase or 2-hydroxyadipyl-CoA:acetyl-CoA transferase;
- 2-hydroxyadipyl-CoA dehydratase;
- 5-carboxy-2-pentenoyl-CoA reductase;
- and adipyl-CoA synthetase, phosphotransadipylase/adipate kinase, adipyl-CoA:acetyl-CoA transferase or adipyl-CoA hydrolase.
A method for producing adipate, comprising culturing a host microbial organism in which at least one exogenous nucleic acid is introduced, wherein said culturing is under conditions and for a sufficient period of time to produce adipate, wherein said host microbial organism has an adipate pathway, said adipate pathway comprising at least one exogenous nucleic acid encoding an adipate pathway enzyme expressed in a sufficient amount to produce adipate, said adipate pathway comprising 2-hydroxyadipate dehydrogenase;
- 2-hydroxyadipyl-CoA synthetase, phosphotranshydroxyadipylase/2-hydroxyadipate kinase or 2-hydroxyadipyl-CoA:acetyl-CoA transferase;
- 2-hydroxyadipyl-CoA dehydratase;
- 5-carboxy-2-pentenoyl-CoA reductase;
- and adipyl-CoA synthetase, phosphotransadipylase/adipate kinase, adipyl-CoA:acetyl-CoA transferase or adipyl-CoA hydrolase.
A recombinant microorganism comprising at least one exogenous nucleic acid encoding enzymes that catalyze reactions that result in the production of an adipate thioester, wherein said enzymes convert a succinate thioester and an acetate thioester to a 3-oxoadipate thioester, a 3-oxoadipate thioester to a 3-hydroxyadipate thioester, a 3-hydroxyadipate thioester to a 5-carboxy-2-pentenoate thioester and a 5-carboxy-2-pentenoate thioester to an adipate thioester.
Dependencies are inferred from the claim text.