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公开(公告)号:JPH03210192A
公开(公告)日:1991-09-13
申请号:JP749990
申请日:1990-01-16
Applicant: SUMITOMO CHEMICAL CO
Inventor: MITSUTA MASARU , NABESHIMA NARIYASU
IPC: C12P41/00
Abstract: PURPOSE:To industrially and advantageously produce (S)-1-ethynyl-2-methyl-2- pentenol by stereoselectively esterifying the corresponding racemic modification in the presence of a lipase and optically resolving the resultant esters. CONSTITUTION:A lipase produced by a microorganism belonging to the genus Pseudomonas or Alcaligenes is added to a mixture solution of 1-ethynyl-2- methyl-2-pentenol which is a racemic modification, vinyl ester, isopropyl ester or anhydride of a lower fatty acid and the resultant mixture is stirred at about 20-100 deg.C for about 3-120hr to afford a lower fatty acid ester of (R)-1-ethynyl-2- methyl-2-pentenol and (S)-1-ethynyl-2-methyl-2-pentenol. Both the products are then separated and recovered.
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公开(公告)号:JPH0155000B2
公开(公告)日:1989-11-21
申请号:JP19134081
申请日:1981-11-28
Applicant: SUMITOMO CHEMICAL CO
Inventor: HIROHARA HIDEO , MITSUTA MASARU
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公开(公告)号:JPH0153039B2
公开(公告)日:1989-11-10
申请号:JP14687981
申请日:1981-09-16
Applicant: SUMITOMO CHEMICAL CO
Inventor: MITSUTA MASARU , HIROHARA HIDEO
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公开(公告)号:JPS63254995A
公开(公告)日:1988-10-21
申请号:JP29852687
申请日:1987-11-25
Applicant: SUMITOMO CHEMICAL CO
Inventor: MINAMII MASAYOSHI , AZUMAI TAKAYUKI , UEDA YUJI , KONDO TOMOMASA , ANDO YASUMITSU , MITSUTA MASARU
IPC: C12P41/00 , C07C45/00 , C07C49/707 , C07C67/00 , C07F7/18
Abstract: PURPOSE:To readily obtain the titled compound useful as an intermediate for prostaglandin derivatives which are medicines in good yield, by reacting dl- cyclopentenone esters having a specific structural formula with esterase and carrying out asymmetric hydrolysis. CONSTITUTION:dl-Cyclopentenone esters expressed by formula I (R1 is alkyl; R' is hydroxyl group-protecting group; n is 4-8) are reacted with esterase and asymmetrically hydrolyzed to afford the aimed optically active hydroxycyclopentenones expressed by formula II (R is H or hydroxyl group- protecting group; mark * indicates asymmetric carbon). Furthermore, the above- mentioned hydrolysis is normally carried out by vigorously stirring in a buffer solution at 10-60 deg.C for 3-70hr.
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公开(公告)号:JPS63251099A
公开(公告)日:1988-10-18
申请号:JP8658987
申请日:1987-04-07
Applicant: SUMITOMO CHEMICAL CO
Inventor: MITSUTA MASARU , KOMAKI RYOHEI , SUGIMOTO MASAKO , KISHIMOTO FUMITAKA
Abstract: PURPOSE:To produce the titled compound useful as a raw material of insecticide, by subjecting a specific compound to asymmetric hydrolysis with a specific microorganism. CONSTITUTION:2,2-Dimethyl-3(2,2-dichlorovinyl)cyclopropane carboxylic acid ester expressed by formula I (R is alkyl group which may be substituted by 1-4C halogen atom) is subjected to asymmetric hydrolysis using Arthrobacter globiformis (IFO-12958) and Thermomyces lanuginosus (IFO-9863). As a result, the above-mentioned carboxylic acid ester is decomposed to the aimed (+)- trans-(1R, 3R)-2,2-dimethyl-3(2,2-dichlorovinyl)cyclopropane carboxylic acid and ester of diastereomer thereof and the former is separated and recovered.
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公开(公告)号:JPS62244394A
公开(公告)日:1987-10-24
申请号:JP8886986
申请日:1986-04-17
Applicant: SUMITOMO CHEMICAL CO
Inventor: MITSUTA MASARU , ANDO YASUMITSU , KISHIMOTO FUMITAKA
Abstract: PURPOSE:To obtain the titled cyclopentenone useful for antiulcer action, thrombolytic action, etc., at a low cost in simple equipment, by reacting an ester of a specific compound with an esterase derived from a microorganism of the genus Achromobacter, etc. CONSTITUTION:A microorganism, e.g. the genus Achromobacter or Candida, capable of asymmetrically hydrolyzing an organic carboxylic acid ester of a racemic 4-hydroxy-2-cyclopentenone expressed by the formula (R is 1-18C alkyl, 2-18C alkenyl or 2-18C alkenyl) and producing optically active 4- hydroxy-2-cyclopentenone is cultivated to give a culture. The resultant culture, etc., is then added to a 0.1-5wt% solution of the above-mentioned racemic cyclopentenone ester to carry out asymmetric hydrolysis reaction at 10-70 deg.C and 6-10 pH within 10hr and the reaction solution is then subjected to treatment, e.g. fractional distillation, etc., to separate and recover the aimed optically active 4-hydroxy-2-cyclopentenone.
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公开(公告)号:JPS6265688A
公开(公告)日:1987-03-24
申请号:JP20724185
申请日:1985-09-18
Applicant: SUMITOMO CHEMICAL CO
Inventor: MATSUO NORITADA , MITSUTA MASARU
Abstract: PURPOSE:To obtain an optically active cyanohydrin compound and cyanohydrin ester, easily, by reacting a specific cyanohydrin derivative with an esterase under neutral or acidic condition and subjecting the reaction product to asymmetric hydrolysis. CONSTITUTION:The optically active cyanohydrin compound of formula II and an optically active cyanohydrin ester of formula II which is an antipode ester of the compound of formula II can be produced by (1) reacting (A) the cyanohydrin derivative of formula I [R1 is H, 1-18C alkyl, 2-18C alkenyl, etc.; R2 is 1-18C alkyl, aryl(substituted) 2-18C alkenyl, etc.) with (B) an esterase capable of asymmetrically hydrolyzing the cyanohydrin derivative and originated from microorganism belonging to Arthrobacter genus, Alcaligenes genus, etc., at
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公开(公告)号:JPS5831994A
公开(公告)日:1983-02-24
申请号:JP13128181
申请日:1981-08-20
Applicant: SUMITOMO CHEMICAL CO
Inventor: HIROHARA HIDEO , MITSUTA MASARU
IPC: C12P7/26 , C12P41/00 , C12R1/01 , C12R1/025 , C12R1/05 , C12R1/06 , C12R1/13 , C12R1/15 , C12R1/20 , C12R1/265 , C12R1/32 , C12R1/365 , C12R1/38 , C12R1/72 , C12R1/84
Abstract: PURPOSE:To carry out biochemical optical resolution efficiently, by reacting an (+ or -)-allethrolone ester of an organic carboxylic acid with esterase produced by a bacterium belonging to the genus such as Enterobacter, Arthrobacter, etc. or esterase of animal pancreas. CONSTITUTION:A bacterium belonging to the genus such as Enterobacter, Arthrobacter, Brebibacterium, Candida, Chromobacterium, etc. is cultivated to give esterase, which is separated. This esterase or esterase of animal pancreas such as steapsin, pancreatin, etc. is blended with an (+ or -)-allethrolone ester of an organic carboxylic acid ester and reacted with stirring at 10-70 deg.C for 3- 48hr. After asymmetric hydrolysis is carried out in this way, liberated optical active allethrolone and unreacted antipode ester are separated and recovered.
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公开(公告)号:JPS5651984A
公开(公告)日:1981-05-09
申请号:JP12775479
申请日:1979-10-02
Applicant: SUMITOMO CHEMICAL CO
Inventor: HIROHARA HIDEO , YAMAMOTO HIDEFUMI , KOUNO EMIKO , NABESHIMA NARIYASU , MITSUTA MASARU , NAGASE TSUNEYUKI
Abstract: PURPOSE:To prepare stable and water-insoluble lactase having high hydrolyzing ability of lactose, by fixing lactase derived from Aspergillus oryzae on an ampholytic ion exchange resin of phenol formaldehyde of microporous type. CONSTITUTION:Lactase derived from Aspergillus oryzae is adsorbed on an amphoytic ion exchange resin of phenol formaldehyde of microporous type having a specific surface not less than 1m /g, total pore volume of micropores with pore diameters 100-2,000Angstrom not less than 0.1cc/g, an anion exchange capacity based on amino or substituted amino group not less than 1meg/g and a cation exchange capacity based on carboxymethyl group not less than 0.5meg/g as a carrier in an aqueous solution in pH 4.0-6.5, the fixed lactase is treated with an aqueous solution of glutaraldehyde in pH 3.5-7.0, or glutaraldehyde is linked to the carrier and reacted with lactase.
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公开(公告)号:JPS5581588A
公开(公告)日:1980-06-19
申请号:JP15512178
申请日:1978-12-12
Applicant: SUMITOMO CHEMICAL CO
Inventor: NABESHIMA NARIYASU , HIROHARA HIDEO , MITSUTA MASARU , NAGASE TSUNEYUKI
Abstract: PURPOSE:Glucoisomerase exctract from cells of microorganisms is partitioned with acetone under relatively high protein concentration, thus preparing simply high- purity glucoisomerase in high yield. CONSTITUTION:A glucoisomerase extract obtained from the bacterium cells containing it by a usual method is controlled to more than 10mg/l, preferably 10- 50mg/l protein concentration and to 6.0-8.0, preferably 6.4-7.6pH. Acetone is added to the controlled extract under stirring to recover the precipitate depositing while the acetone concentration is 40-75(v/v)%.
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