JPH0463675B2 - - Google Patents

Info

Publication number: JPH0463675B2
Authority: JP; Japan
Prior art keywords: reaction; culture; same manner; genus; hydroxynitrile
Prior art date: 1987-03-13
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

JP5673187A

Other languages

English (en)

Japanese (ja)

Other versions

JPS63222696A (ja

Inventor

Nobuo Murakami

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Idemitsu Kosan Co Ltd

Original Assignee

Idemitsu Kosan Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1987-03-13

Filing date

1987-03-13

Publication date

1992-10-12

1987-03-13 Application filed by Idemitsu Kosan Co Ltd filed Critical Idemitsu Kosan Co Ltd

1987-03-13 Priority to JP5673187A priority Critical patent/JPS63222696A/ja

1988-09-16 Publication of JPS63222696A publication Critical patent/JPS63222696A/ja

1992-10-12 Publication of JPH0463675B2 publication Critical patent/JPH0463675B2/ja

Status Granted legal-status Critical Current

Links

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UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 claims description 4
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238000006243 chemical reaction Methods 0.000 description 19
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 18
239000008363 phosphate buffer Substances 0.000 description 17
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 12
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239000004310 lactic acid Substances 0.000 description 9
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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238000012258 culturing Methods 0.000 description 2
MAGPZHKLEZXLNU-UHFFFAOYSA-N mandelamide Chemical compound NC(=O)C(O)C1=CC=CC=C1 MAGPZHKLEZXLNU-UHFFFAOYSA-N 0.000 description 2
NNICRUQPODTGRU-UHFFFAOYSA-N mandelonitrile Chemical compound N#CC(O)C1=CC=CC=C1 NNICRUQPODTGRU-UHFFFAOYSA-N 0.000 description 2
238000006395 oxidase reaction Methods 0.000 description 2
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 2
230000028327 secretion Effects 0.000 description 2
239000012138 yeast extract Substances 0.000 description 2
HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 1
QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 1
TUCBOODBZIQAAG-UWHYYHKJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;(2s,3r,4r)-2,3,4,5-tetrahydroxypentanal;(2r,3s,4r)-2,3,4,5-tetrahydroxypentanal Chemical compound OC[C@@H](O)[C@H](O)[C@@H](O)C=O.OC[C@@H](O)[C@@H](O)[C@H](O)C=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O TUCBOODBZIQAAG-UWHYYHKJSA-N 0.000 description 1
TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
MWFMGBPGAXYFAR-UHFFFAOYSA-N 2-hydroxy-2-methylpropanenitrile Chemical compound CC(C)(O)C#N MWFMGBPGAXYFAR-UHFFFAOYSA-N 0.000 description 1
NGLPDXCYIUHTNP-UHFFFAOYSA-N 2-hydroxy-2-phenylpropanenitrile Chemical compound N#CC(O)(C)C1=CC=CC=C1 NGLPDXCYIUHTNP-UHFFFAOYSA-N 0.000 description 1
XEFGHVQACKIFMS-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;nitric acid Chemical compound O[N+]([O-])=O.OC(=O)CC(O)(C(O)=O)CC(O)=O XEFGHVQACKIFMS-UHFFFAOYSA-N 0.000 description 1
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
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239000001263 FEMA 3042 Substances 0.000 description 1
229930091371 Fructose Natural products 0.000 description 1
239000005715 Fructose Substances 0.000 description 1
RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
238000003794 Gram staining Methods 0.000 description 1
SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
241000192041 Micrococcus Species 0.000 description 1
LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 description 1
IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 1
241000576755 Sclerotia Species 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
244000061456 Solanum tuberosum Species 0.000 description 1
235000002595 Solanum tuberosum Nutrition 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
NWCHELUCVWSRRS-UHFFFAOYSA-N atrolactic acid Chemical compound OC(=O)C(O)(C)C1=CC=CC=C1 NWCHELUCVWSRRS-UHFFFAOYSA-N 0.000 description 1
SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 1
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239000005018 casein Substances 0.000 description 1
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239000001913 cellulose Substances 0.000 description 1
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238000005119 centrifugation Methods 0.000 description 1
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230000018842 conidium formation Effects 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
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239000007789 gas Substances 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000008103 glucose Substances 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
239000001963 growth medium Substances 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
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229960000367 inositol Drugs 0.000 description 1
239000008101 lactose Substances 0.000 description 1
238000009630 liquid culture Methods 0.000 description 1
229960002510 mandelic acid Drugs 0.000 description 1
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235000010355 mannitol Nutrition 0.000 description 1
235000013372 meat Nutrition 0.000 description 1
230000000813 microbial effect Effects 0.000 description 1
235000013336 milk Nutrition 0.000 description 1
239000008267 milk Substances 0.000 description 1
210000004080 milk Anatomy 0.000 description 1
230000004899 motility Effects 0.000 description 1
150000002823 nitrates Chemical class 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
230000021962 pH elevation Effects 0.000 description 1
230000001766 physiological effect Effects 0.000 description 1
239000000049 pigment Substances 0.000 description 1
CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
229940033123 tannic acid Drugs 0.000 description 1
235000015523 tannic acid Nutrition 0.000 description 1
229920002258 tannic acid Polymers 0.000 description 1

Landscapes

Preparation Of Compounds By Using Micro-Organisms (AREA)

JP5673187A 1987-03-13 1987-03-13 α−ヒドロキシカルボン酸の製造法 Granted JPS63222696A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP5673187A JPS63222696A (ja)	1987-03-13	1987-03-13	α−ヒドロキシカルボン酸の製造法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP5673187A JPS63222696A (ja)	1987-03-13	1987-03-13	α−ヒドロキシカルボン酸の製造法

Publications (2)

Publication Number	Publication Date
JPS63222696A JPS63222696A (ja)	1988-09-16
JPH0463675B2 true JPH0463675B2 (de)	1992-10-12

Family

ID=13035652

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP5673187A Granted JPS63222696A (ja)	1987-03-13	1987-03-13	α−ヒドロキシカルボン酸の製造法

Country Status (1)

Country	Link
JP (1)	JPS63222696A (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2974737B2 (ja) *	1990-08-16	1999-11-10	三菱レイヨン株式会社	光学活性乳酸の製造法
JP3354688B2 (ja) *	1994-01-28	2002-12-09	三菱レイヨン株式会社	微生物によるα−ヒドロキシ酸またはα−ヒドロキシアミドの製造法
EP0974669B1 (de) *	1996-02-29	2007-05-02	Nippon Soda Co., Ltd.	Prozess für die herstellung von alpha-hydroxysäuren mit hilfe eines mikroorganismus und eines neuen mikroorganismus.
US6037155A (en) *	1997-02-27	2000-03-14	Nippon Soda Co., Ltd.	Process for preparing α-hydroxy acids using microorganism and novel microorganism
JP5678663B2 (ja) *	2008-12-17	2015-03-04	国立大学法人九州工業大学	２−ヒドロキシイソ酪酸ポリマーの製造方法及び解重合方法

1987
- 1987-03-13 JP JP5673187A patent/JPS63222696A/ja active Granted

Also Published As

Publication number	Publication date
JPS63222696A (ja)	1988-09-16

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US5326702A (en)	1994-07-05	Biological process for producing α-hydroxyamide or α-hydroxy acid
JP2974737B2 (ja)	1999-11-10	光学活性乳酸の製造法
US5714357A (en)	1998-02-03	Process for producing optically active α-hydroxycarboxylic acid having phenyl group
EP0188316A2 (de)	1986-07-23	Verfahren zur Herstellung von Amiden unter Verwendung von Mikroorganismen
US5179014A (en)	1993-01-12	Process for the preparation of amides using microorganisms
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