Stereoselective Reduction of Ethyl 4-Chloro-3-Oxobutanoate by a Microbial Aldehyde Reductase in an Organic Solvent-Water Diphasic System
نویسندگان
چکیده
منابع مشابه
Cloning, overexpression, and mutagenesis of the Sporobolomyces salmonicolor AKU4429 gene encoding a new aldehyde reductase, which catalyzes the stereoselective reduction of ethyl 4-chloro-3-oxobutanoate to ethyl (S)-4-chloro-3-hydroxybutanoate.
We cloned and sequenced the gene encoding an NADPH-dependent aldehyde reductase (ARII) in Sporobolomyces salmonicolor AKU4429, which reduces ethyl 4-chloro-3-oxobutanoate (4-COBE) to ethyl (S)-4-chloro-3-hydroxybutanoate. The ARII gene is 1,032 bp long, is interrupted by four introns, and encodes a 37,315-Da polypeptide. The deduced amino acid sequence exhibited significant levels of similarity...
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The title compound, C(12)H(12)Cl(2)N(2)O(3), crystallizes as a non-merohedral twin with a twinning ratio of 0.51:0.49. The mol-ecule adopts a keto-hydrazo tautomeric form stabilized by an intra-molecular N-H⋯O hydrogen bond. The configuration around the N-N bond is trans.
متن کاملEthyl 2-[(4-chlorophenyl)hydrazono]-3-oxobutanoate
The mol-ecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), is nearly planar; the inter-planar angle between the benzene ring and the mean plane through the hydrazono-3-oxobutanoate unit is 2.69 (3)°. An intra-molecular N-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal packing, C-H⋯O(3-oxo) inter-actions link mol-ecules into dimers. The dimers thus formed are linked...
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BACKGROUND Ethyl (R)-4-chloro-3-hydroxybutyrate ((R)-CHBE) is a versatile chiral precursor for many pharmaceuticals. Although several biosynthesis strategies have been documented to convert ethyl 4-chloro-3-oxobutanoate (COBE) to (R)-CHBE, the catalytic efficiency and stereoselectivity are still too low to be scaled up for industrial applications. Due to the increasing demand of (R)-CHBE, it is...
متن کاملEthyl 4-chloro-3-nitrobenzoate
In the mol-ecule of the title compound, C(9)H(8)ClNO(4), an intra-molecular C-H⋯O hydrogen bond results in the formation of a planar five-membered ring, which is nearly coplanar with the adjacent six-membered ring, the rings being oriented at a dihedral angle of 4.40 (3)°. In the crystal structure, inter-molecular C-H⋯O hydrogen bonds link the mol-ecules.
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ژورنال
عنوان ژورنال: Applied and Environmental Microbiology
سال: 1990
ISSN: 0099-2240,1098-5336
DOI: 10.1128/aem.56.8.2374-2377.1990