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US 9,096,841 B2Granted
Preparation of beta-amino acids
AssigneeBASF SE
InventorsNina Schneider, Bernhard Hauer, Klaus Ditrich, Maeve O'Neil, Nick Turner
Life of this patent
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Abstract
The present invention relates to a process for the biocatalytic, enantioselective production of a β-amino acid precursor from an optionally substituted dihydrouracil using a hydantoinase and/or a dihydropyrimidinase, a process for producing a β-amino acid from said precursor, a hydantoinase and its use in said process for the biocatalytic production of a β-amino acid precursor or a β-amino acid, and a method for obtaining said hydantoinase.
Claims18
A process for the biocatalytic production of a β-amino acid precursor, comprising:
- reacting at least one substrate of the general formula (I)
- wherein R1 and R2 independently from each other are selected from:
- hydrogen;
- a linear or branched, optionally substituted, lower alkyl group;
- a linear or branched, optionally substituted, lower alkenyl group;
- an optionally substituted cyclic alkyl group;
- a mono- or polycyclic, optionally substituted aryl group;
- a mono- or polycyclic, optionally substituted heteroaryl group;
- a linear or branched, optionally substituted alkoxy group;
- an amino group;
- a linear or branched, optionally substituted alkylamino group;
- a linear or branched, optionally substituted alkylthio group;
- a linear or branched, optionally substituted acyl group,
- a carboxyl group or
- an aldehyde group;
- said substrate being present in stereoisomerically pure form or as a mixture of stereoisomers, wherein the stereoisomerically pure form or the mixture of stereoisomers may optionally be a salt,
- in the presence of at least one enzyme, catalyzing the hydrolytic cleavage of a hydantoin and/or dihydropyrimidin ring,
- so that a β-amino acid precursor of the general formula (II)
- wherein R1 and R2 are identified as above,
- is produced;
- said process being characterized in that the at least one enzyme which is applied in said process is
- a) an enzyme having hydantoinase and /or dihyropyrimidinase activity which is obtained from Vigna angularis and comprising at least one of the amino acid sequences of SEQ ID NO:
- 5 and SEQ ID NO:
- 7;
- or
- b) an enzyme having 1 to 20 amino acid additions, substitutions, deletions and/or inversions relative to the enzyme of a), wherein said enzyme comprises an amino acid sequence having at least 95% sequence identity to SEQ ID NO:
- 5 or SEQ ID NO 7, and has hydantoinase and/or dihydropyrimidinase activity.
24 more elements
Dependencies are inferred from the claim text.