Production of monatin enantiomers
AssigneeCargill, Incorporated
InventorsDean Brady, Lucia H. Steenkamp, Amanda Louise Rousseau, Subash Buddoo, Paul A. Steenkamp
Life of this patent
Estimating the term…
Abstract
Methods for preferentially hydrolyzing one stereoisomer of an isoxazoline diester over another, as well as an enzyme for facilitating the preferential hydrolysis are provided. Also provided are methods for providing mixtures of (RR) and (RS) monatin as well as (SS) and (SR) monatin, which methods can include the step of stereoselectively hydrolyzing an isoxazoline diester.
Claims11
A process comprising:
- stereoselectively hydrolyzing a compound of Formula II using Carboxyestrase NP enzyme:
- wherein:
- R1 and R2 are independently C1-10 alkyl;
- to form at least one of a compound of Formula IIIa:
- or a compound of Formula IIIa′
- and a compound of Formula IIb:
A process comprising:
- hydrolyzing an isoxazoline diester composition comprising a mixture of seteroisomers using carboxylesterase NP enzyme.
A method for identifying enzymes useful in the production of steroisomerically-pure or stereisomerically-enriched monatin compositions, comprising:
- screening hydrolytic enzymes for steroselective hydrolytic activity on a isoxazoline diester, wherein the screening comprises selecting a hydrolytic enzyme, forming a reaction mixture comprising the selected enzyme and an isoxazoline diester, providing conditions under which a hydrolysis reaction of the isoxazoline diester is expected to proceed, and analyzing the reaction mixture for presence of stereoisomerically-pure or stereoisomerically-enriched monatin.
Dependencies are inferred from the claim text.