PRODUCTION OF OPTICALLY ACTIVE ALCOHOL COMPOUND

    公开(公告)号:JPH10304885A

    公开(公告)日:1998-11-17

    申请号:JP4726298

    申请日:1998-02-27

    Abstract: PROBLEM TO BE SOLVED: To readily produce the subject compound used for cosmetics, pharmaceuticals, etc., by allowing a hydrolytic enzyme of (2R, 3S) isomer of an N-acylsphingoid ester to act on the ester, recovering the unreacted material, and hydrolyzing the recovered material. SOLUTION: An ester hydrolytic enzyme having activities for asymmetrically hydrolyze an ester bond part of (2R, 3S)-isomer of an N-acylsphingoid ester of formula I [R and R are each a 7-31C aliphatic hydrocarbon group (substituted with one or more hydroxyl groups); R and R are each a 2-7C acyl group] is allowed to act on the N-acylsphingoid ester or formula I to asymmetrically hydrolyze the N-acylsphingoid ester, and the unreacted (2S, 3R) isomer is recovered from the reaction mixture. Further, the recovered unreacted isomer is subjected to an ester hydrolysis to provide the objective optically active alcohol compound of formula II (one of R and R is H and the other is H or a 2-7C acyl) in the method for producing the optically active alcohol compound. The optically active compound is useful as cosmetics, pharmaceuticals, etc., and is safely produced without complex operation.

    ESTERASE GENE AND ITS USE
    2.
    发明专利

    公开(公告)号:JPH10210975A

    公开(公告)日:1998-08-11

    申请号:JP34407696

    申请日:1996-12-24

    Abstract: PROBLEM TO BE SOLVED: To obtain the subject gene which codes esterase capable of asymmetrically hydrolyzing an organocarboxylic ester of a cyclopentenolone as an important intermediate for medicines and aglochemicals and is intended for production of microorganisms capable of producing excellent esterase useful for separating/ producing an R type enantiomorph of cyclopentenolones advantageously even on an industrial scale. SOLUTION: This esterase gene codes esterase having the ability to produce an R type enantiomorph of a cyclopentenolone by asymmetric hydrolysis of an organocarboxylic ester of a cyclopentenolone shown by formula I (R1 is H or CH3 ; R2 is a 1-10C alkyl, 2-10C alkenyl or the like), and capable of hybridizing it to a base sequence shown by formula II. It can be obtained by the PCR method which uses chromosome DNA of a Burkholderia microorganism as the template.

    PRODUCTION OF OPTICALLY ACTIVE SUBSTANCE OF 2-HALO-2-FLUOROCYCLOPROPANECARBOXYLIC ACID

    公开(公告)号:JPH1080298A

    公开(公告)日:1998-03-31

    申请号:JP23749496

    申请日:1996-09-09

    Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful as an intermediate, etc., for medicines, agrochemicals, etc., in high selectivity by subjecting a 2-halo-2- fluorocyclopropanecarboxylic acid ester to asymmetric hydrolysis with an esterase having asymmetric decomposition ability. SOLUTION: A 2-Halo-2-fluorocyclopropanecarboxylic acid ester represented by formula I (X is Cl, Br or I; R is a lower alkyl group; * is an asymmetric carbon atom) (e.g. ethyl 2-chloro-2-fluorocyclopropanecarboxylate) are subjected to asymmetric hydrolysis by using an esterase derived from a microorganism and belonging to the genus Arthrobacter, the genus Aspergillus, the genus Alcaligenes and the genus Achromobacter, etc., to provide the objective optically active substance of a 2-halo-2-fluorocyclopropanecarboxylic acid represented by formula II and useful as an intermediate, etc., for medicines, agrochemicals, etc., in high selectivity.

    BIOCHEMICAL PRODUCTION OF OPTICALLY ACTIVE 4-HYDROXYCYCLOPENTENONE

    公开(公告)号:JPS62175193A

    公开(公告)日:1987-07-31

    申请号:JP1529786

    申请日:1986-01-27

    Abstract: PURPOSE:To industrially and advantageously obtain the titled compound useful as a raw material for agricultural chemicals, etc., by asymmetrically hydrolyzing a racemic cyclopentenone ester with a microbial enzyme, converting the hydrolyzate into an optically active ester using an aliphatic carboxylic acid and asymmetrically hydrolyzing the ester with a microbial enzyme. CONSTITUTION:A racemic cyclopentenone ester expressed by formula I (R' is alkyl or alkenyl which may be substituted by halogen; R is 1-7C straight- chain alkyl, alkenyl, etc.) is asymmetrically hydrolyzed with a microbial enzyme to isolate an optically active substance containing >=90% (R) isomer of 4- hydroxycyclopentenone expressed by formula II, which is reacted with an aliphatic carboxylic acid halide or acid anhydride to afford an optically active cyclopentenone ester expressed by formula III. The resultant ester expressed by formula III is then asymmetrically hydrolyzed with a microbial enzyme to give the aimed optically active 4-hydroxycyclopentenone containing >=97% (R) isomer of the compound expressed by formula II.

    OBTAINING OF (2R,3S)-3-PHENYGLYCIDIC ACID ESTER-BASED COMPOUND

    公开(公告)号:JPH08131189A

    公开(公告)日:1996-05-28

    申请号:JP26984694

    申请日:1994-11-02

    Abstract: PURPOSE: To obtain the subject compound of high optical purity useful as a synthetic intermediate for various medicinal compounds such as diltiazem hydrochloride that is a coronary vasodilator by reacting a trans-3-phenylglycidic acid ester-based compound with a specific organism-related substance. CONSTITUTION: A trans-3-phenylglycidic acid ester-based compound of the formula [R is a lower alkyl; R is a halogen, a lower alkyl, etc.; (n) is an integer of 1-5] is reacted with a culture solution (treated substance) or a microbial cell (treated part) of a microorganism belonging to the genus Arthrobacter capable of selectively and asymmetrically hydrolyzing ester bonds in an optically active substance in which the steric configuration thereof is (2S, 3R). Arthrobacter globiformis, etc., can be exemplified as the microorganism of the genus Arthrobacter.

    PRODUCTION OF BIOTIN AND NEW MICROORGANISM TO BE USED THEREFOR

    公开(公告)号:JPH06133790A

    公开(公告)日:1994-05-17

    申请号:JP17806393

    申请日:1993-07-19

    Abstract: PURPOSE:To obtain biotin which is a vitamin essential for human, animals, vegetables and certain kinds of microorganisms in high production efficiency by culturing a microbial strain belonging to the genus Sphingomonas and capable of producing biotin in a medium and collecting the product accumulated in the medium. CONSTITUTION:Biotin is produced on an industrial scale at a low cost by inoculating an microbial strain belonging to the genus Sphingomonas and capable of producing biotin [e.g. Sphingomonas sp. SC-42405 (FERM BP-3995)] on a culture medium, culturing at 30 deg.C for 3 days under shaking, adding the culture liquid to a main culture medium, culturing at 30 deg.C for 4 days under shaking, subjecting the culture liquid to centrifugal separation, adjusting the pH of the supernatant liquid to 3 with hydrochloric acid, passing the liquid through a column packed with active carbon, washing with water, eluting with 0.1N ammonia water, concentrating the eluate and purifying the concentrate by successively subjecting to ion exchange column chromatography and get filtration chromatography.

    PRODUCTION OF AMIDE COMPOUND AND MICROORGANISM USED THEREFOR

    公开(公告)号:JPH0614786A

    公开(公告)日:1994-01-25

    申请号:JP6008093

    申请日:1993-03-19

    Abstract: PURPOSE:To obtain a highly pure amide compound by treating a nitrile compound with the culture solution or cells (treated product) of a genus Agrobacterium microorganism having an activity to convert the nitrile compound into the correspondent amide compound. CONSTITUTION:A nitrile compound is treated with the culture solution or cells (treated product) of a genus Agrobacterium microorganism, e.g. Agrobacterium.radiobacter-SC-C15-1 (FERM BP-3843), having an activity to convert the nitrile compound to the correspondent amide compound. The nitrile compound is converted into the amide compound by the hydration of the nitrile group. The agrobacterium.radiobacter-SC-C15-1 is a new strain.

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