Back to results
US 2020/0277633 A1Published application
Method for the preparation of chiral alpha haloalkanoic acids
AssigneeBayer Aktiengesellschaft
InventorsMarkus SPELBERG, Julian EGGER
Life of this patent
Estimating the term…
Abstract
What is described herein relates to a method of selectively hydrolyzing an enantiomer of an alpha haloalkanoic acid according to formula I employing a polypeptide having dehalogenase activity comprising an amino acid sequence as set forth in SEQ ID NO. 1 or SEQ ID NO. 4 or a sequence with at least 80% sequence identity to either of said sequences and to the use of said method.
Claims8
Method of selectively hydrolyzing the S-enantiomer of an alpha haloalkanoic acid according to formula I,
- wherein X is a halogen and
- R is an alkyl chain of 1 to 6 carbon atoms, wherein that said alkyl chain can be straight or branched at carbon atoms γ or δ,
- comprising
- providing a racemate of the R-enantiomer and the S-enantiomer of said alpha haloalkanoic acid,
- providing a polypeptide having dehalogenase activity comprising an amino acid sequence as set forth in SEQ ID NO. 1 or SEQ ID NO. 4 or a sequence with at least 80% sequence identity to either of said sequences,
- reacting the racemate for 1-8 hours, wherein
- the pH is in the range of 9-10 and the temperature is in the range of 15-35° C. for the polypeptide with dehalogenase activity comprising an amino acid sequence as set forth in SEQ ID NO. 1 or a sequence with at least 80% sequence identity to said sequence or
- the pH is in the range of 9-10 and the temperature is in the range of 55-65° C. for the polypeptide with dehalogenase activity comprising an amino acid sequence as set forth in SEQ ID NO. 4 or a sequence with at least 80% sequence identity to said sequence.
- and wherein an enantiomeric excess of the R-enantiomer of between 90.0 and 99.9% is reached after 1-8 hours.
6 more elements
Method of selectively hydrolyzing the S-enantiomer of an alpha haloalkanoic acid according to formula II,
- wherein
- R is an alkyl chain of 1 to 6 carbon atoms, wherein that said alkyl chain can be branched at carbon atoms γ or δ,
- Said method comprising using a polypeptide having dehalogenase activity comprising an amino acid sequence as set forth in SEQ ID NO 4 or a sequence with at least 80% sequence identity to said sequences.
Dependencies are inferred from the claim text.