Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing oxygen-containing organic compound
Reexamination Certificate
2005-02-15
2005-02-15
Hutson, Richard (Department: 1652)
Chemistry: molecular biology and microbiology
Micro-organism, tissue cell culture or enzyme using process...
Preparing oxygen-containing organic compound
C435S189000, C435S280000, C435S183000
Reexamination Certificate
active
06855525
ABSTRACT:
The present invention provides a method for preparing (S)-4-halo-3-hydroxybutyric acid ester comprises asymmetric reduction of 4-halo-acetoacetic acid ester using β-ketoacyl-acylcarrier protein reductase constituting Type II fatty acid synthase or acetoacetyl-CoA reductase constituting the poly-β-hydroxy fatty acid synthesis system. β-ketoacyl-acyl carrier protein reductase constituting Type II fatty acid synthase or acetoacetyl-CoA reductase constituting the poly-β-hydroxy fatty acid synthesis system has a extremely high reducing activity as well as stereoseletivity for (S)-4-chloro-3-hydroxybutyric acid ester. In addition, the enzyme exhibits almost no oxidizing activity toward either configuration of ethyl 4-chloro-3-hydroxybutyrate, performing only the reducing reaction of ethyl, 4-chloroacetoacetate. Therefore, this enzyme can be used to efficiently produce (S)-4-halo-3-hydroxybutyric acid ester.
REFERENCES:
patent: 5229279 (1993-07-01), Peoples et al.
patent: 5413921 (1995-05-01), Onishi et al.
patent: 5559030 (1996-09-01), Matsuyama et al.
patent: 6001618 (1999-12-01), Kimoto et al.
patent: 6011144 (2000-01-01), Steinbüchel et al.
patent: 2132614 (1984-07-01), None
patent: WO 9302187 (1993-02-01), None
patent: WO 9835025 (1998-08-01), None
Kataoka, M. et al., “A Novel NADPH-Dependent Carbonyl Reductase of Candida macedoniensis: Purification and Characterization,” Archives of Biochemistry and Biophysics, vol. 294, No. 2, pp. 469-474, 1992.
Nakamura, K. et al., Stereochemical Control of Microbial Reduction. 17. A Method for Controlling the Enantioselectivity of Reductions with Bakers' Yeast, J. Org. Chem., vol. 56, pp. 4778-4783, 1991.
Patel, Ramesh N. et al., Stereoselective reduction of β-keto esters by Geotrichum candidum, Enzyme Microb. Technol., vol. 14, pp. 731-738, 1992.
Shieh, Woan-Ru et al., “Stereochemical Control of Yeast Reductions. 5. Characterization of the Oxidoreductases Involved in the Reduction of β-Keto Esters,” J. Am. Chem. Soc., vol. 107, pp. 2993-2994, 1985.
Peoples et al., “Poly-β-hydroxybutyrate Biosynthesis in Alcaligenes eutrophus H16,” The Journal of Biological Chemistry, vol. 264, No. 26, pp. 15293-15297, 1989.
Rawlings et al., “The Gene EncodingEscherichia coliAcyl Carrier Protein Lies within a Cluster of Fatty Acid Biosynthetic Genes,” The Journal of Biological Chemistry, vol. 267, pp. 5751-5754, 1992.
Daicel Chemical Industries Ltd.
Fish & Richardson P.C.
Hutson Richard
LandOfFree
Method for producing optically active... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Method for producing optically active..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method for producing optically active... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3472741