TH55265A - The production of actinol by microorganisms. - Google Patents

Abstract

DC60 (09/09/42) The process for the production of (4R, 6R)-4-hydroxy-2,2,6-trimethylcyclohexanone involves combining (6R)-2,2,6-trimethylcyclohexanedione with selected microorganisms from a group consisting of Genera, Cellulomonas, Corynebacterium, Planococcus, and Arthrobacter, which are capable of specific asymmetric reduction of (6R)-2,2,6-trimethylcyclohexanedione to (4R, 6R)-4-hydroxy-2,2,6-trimethylcyclohexanedione. Cyclohexanone, and the reuse of (4R, 6R)-4-hydroxy-2,2,6-trimethylcyclohexanone obtained from the reaction mixture. Specific asymmetric reduction can be achieved in the presence of cofactors, e.g., nicotinamide adenine dinucleotide (NAD), nicodinamide adenine dinucleophosphate (NADP), or such cofactors with glucose and glucose dehydrogenase (GDH) and/or in the presence of surfactants. The product is useful for the synthesis of carotenoids, e.g., zeaxanthin. The procedure for the production of (4R, 6R)-4-hydroxy-2,2,6-trimethylcyclohexanone involves the reuse of (6R)-2,2,6-trimethylcyclohexanone. Chlohexanedione is combined with selected microorganisms from a group comprising Genera, Cellulomonas, Corynebacterium, Planococcus, and Arthrobacter, which can specifically asymmetrically reduce (6R)-2,2,6-trimethylcyclohexanedione to (4R, 6R)-4-hydroxy-2,2,6-trimethylcyclohexanone, and the (4R, 6R)-4-hydroxy-2,2,6-trimethylcyclohexanone obtained from the reaction mixture is reused. Specific asymmetrical reduction can produce the following results: These are obtained in the presence of cofactors, for example, nicotinamide adenine dinucleotide (NAD), nicotinamide adenine dinucleophosphate (NADP), or such cofactors with glucose and glucose dehydrogenase (GDH) and/or in the presence of surfactants. The products are useful for the synthesis of carotenoids, for example, zeaxanthin.

Claims (9)

1. A procedure for the production of (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone was developed, involving the combination of (6R)-2,2,6-trimethylcyclohexandionone with selected microorganisms from the genera cellulomonas, Corynebacterium, Planococcus, and Arthrobacter groups, which exhibit specific asymmetric reduction of (6R)-2,2,6-trimethylcyclohexandionone to (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone, and the reuse of the (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone obtained from the reaction mixture. 2. Procedure according to claim 1, where microorganisms were selected from a group consisting of Cellulomonas species AKU672 (FERM BP-6449), Corynebacterium aquatinum AKU610 (FERM BP-6447), Corynebacterium aquatinum AKU611 (FERM BP-6448), and the best performing was Corynebacterium aquaticum AKU611 (FERM BP-6448). 3. Procedures under claim 1, when the microorganism is Planococcus ogianogyotes AKU152 (IFO 15880) or Arthrobacter sulfereus AKU635 (IFO 12678). 4. A procedure under any one of the claims in claims 1 through 3, where specific asymmetric reduction produces an effect in the presence of NAD, NADP, or NAD or NADP with glucose and GDH. 5. A process pursuant to any one of the claims in claims 1 through 4, where specific asymmetric reduction yields an effective result in the presence of a surfactant. 6. Any of the claims under claims 1 through 5, when subjected to specific asymmetric reduction, produces results in a pH range of 4 to 9, at temperatures ranging from 20 to 50 degrees Celsius, and for durations of 10 minutes to 80 hours. 7. A procedure under any one of the claims in claims 1 through 6, where the reuse of (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone obtained from the reaction mixture results in the extraction of (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone with ethyl acetate and the concentration of the extract to obtain crystals of (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexanone. 8. Cellulomonas species AKU672 (FREM BP-6449), Korenee Bacterium aquaticum AKU610 (FREM BP-6447), Korenee Bacterium aquaticum AKU611 (FREM BP-6448) 9. Planococcus ogianogoytes AKU152 (IFO15880) or Arthrobacter sulfereus AKU635 (IFO12678)