Process for the enantioselective enzymatic reduction of hydroxy keto compounds

US8980592B2 · kind B2 · utility

Assignee

• CAMBREX IEP GMBH · DE

Inventors

• Antje Gupta · Wiesbaden, DE
• Maria Bobkova · Idstein, DE
• Anke Tschentscher · Eltville am Rhein, DE

Key dates

• Filing date: Dec 14, 2006
• Grant date: Mar 17, 2015
• Expiry date: Oct 19, 2029

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C12N9/0008
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

In a process for the enantioselective enzymatic reduction of a hydroxy ketone of general formula Iwherein R1=C1-C6 alkyl and R2=—Cl, —CN, —OH, —H or C1-C6 alkyl, into a chiral diol of general formula IIwherein R1 and R2 have the same meaning as in formula I, the hydroxy ketone is reduced with an oxidoreductase in the presence of NADH or NADPH as a cofactor, whereina) the hydroxy ketone is provided in the reaction at a concentration of ≧50 g/l,b) the oxidized cofactor NAD or NADP having formed is regenerated continuously by oxidation of a secondary alcohol of general formula RXRYCHOH, wherein RX, RY independently represent hydrogen, branched or unbranched C1-C8-alkyl and Ctotal≧3, andc) the reduction of the hydroxy ketone and the oxidation of the secondary alcohol are catalyzed by the same oxidoreductase.