DE69721292T2 - Enzymatisches verfahren zur herstellung von ascorbinsäure,2-keto-l-gulonsäure und 2-keto-l-gulonsäure-estern - Google Patents
Enzymatisches verfahren zur herstellung von ascorbinsäure,2-keto-l-gulonsäure und 2-keto-l-gulonsäure-esternInfo
- Publication number
- DE69721292T2 DE69721292T2 DE69721292T DE69721292T DE69721292T2 DE 69721292 T2 DE69721292 T2 DE 69721292T2 DE 69721292 T DE69721292 T DE 69721292T DE 69721292 T DE69721292 T DE 69721292T DE 69721292 T2 DE69721292 T2 DE 69721292T2
- Authority
- DE
- Germany
- Prior art keywords
- keto
- klg
- gulonic acid
- enzyme catalyst
- hydrolase enzyme
- Prior art date
- 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 - Fee Related
Links
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 title claims abstract description 112
- VBUYCZFBVCCYFD-UHFFFAOYSA-N D-arabino-2-Hexulosonic acid Natural products OCC(O)C(O)C(O)C(=O)C(O)=O VBUYCZFBVCCYFD-UHFFFAOYSA-N 0.000 title claims abstract description 108
- 238000000034 method Methods 0.000 title claims abstract description 68
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
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- 241000196324 Embryophyta Species 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
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- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-araboascorbic acid Natural products OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 2
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
- C12P17/04—Oxygen as only ring hetero atoms containing a five-membered hetero ring, e.g. griseofulvin, vitamin C
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/58—Aldonic, ketoaldonic or saccharic acids
- C12P7/60—2-Ketogulonic acid
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/832—Bacillus
- Y10S435/836—Bacillus licheniformis
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/847—Erwinia
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/911—Microorganisms using fungi
- Y10S435/913—Aspergillus
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/911—Microorganisms using fungi
- Y10S435/921—Candida
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/911—Microorganisms using fungi
- Y10S435/933—Penicillium
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1787996P | 1996-05-17 | 1996-05-17 | |
| US08/845,295 US5817490A (en) | 1996-05-17 | 1997-04-25 | Enzymatic process for the manufacture of ascorbic acid 2-keto-L-gulonic acid and esters of 2-keto-L-gulonic acid |
| PCT/US1997/008668 WO1997043433A1 (en) | 1996-05-17 | 1997-05-16 | Enzymatic process for the manufacture of ascorbic acid, 2-keto-l-gulonic acid and esters of 2-keto-l-gulonic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69721292D1 DE69721292D1 (de) | 2003-05-28 |
| DE69721292T2 true DE69721292T2 (de) | 2003-11-13 |
Family
ID=26690448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69721292T Expired - Fee Related DE69721292T2 (de) | 1996-05-17 | 1997-05-16 | Enzymatisches verfahren zur herstellung von ascorbinsäure,2-keto-l-gulonsäure und 2-keto-l-gulonsäure-estern |
Country Status (10)
| Country | Link |
|---|---|
| US (4) | US5817490A (enExample) |
| EP (1) | EP0938582B1 (enExample) |
| JP (1) | JP3759621B2 (enExample) |
| CN (3) | CN1181206C (enExample) |
| AT (1) | ATE238429T1 (enExample) |
| AU (1) | AU3075697A (enExample) |
| BR (1) | BR9709099A (enExample) |
| DE (1) | DE69721292T2 (enExample) |
| MY (1) | MY134224A (enExample) |
| WO (1) | WO1997043433A1 (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5817490A (en) * | 1996-05-17 | 1998-10-06 | Eastman Chemical Company | Enzymatic process for the manufacture of ascorbic acid 2-keto-L-gulonic acid and esters of 2-keto-L-gulonic acid |
| EP1026257B1 (en) * | 1999-01-18 | 2006-04-12 | DSM IP Assets B.V. | Manufacture of L-ascorbic acid and D-erythorbic acid |
| ATE323172T1 (de) * | 1999-01-18 | 2006-04-15 | Dsm Ip Assets Bv | Herstellung von l-ascorbinsäure und d- erythorbinsäure |
| DE19938980A1 (de) | 1999-08-19 | 2001-02-22 | Basf Ag | Verfahren zur Herstellung von 2-Keto-L-gulonsäureestern |
| AU2001283132A1 (en) * | 2000-08-04 | 2002-02-18 | Genencor International, Inc. | Enhancement of industrial production by increasing substrate transport |
| US6720168B2 (en) | 2000-08-04 | 2004-04-13 | Genencor International, Inc. | 2,5-DKG permeases |
| AU781277B2 (en) * | 2000-08-23 | 2005-05-12 | Dsm Ip Assets B.V. | Microbial production of L-ascorbic acid and D-erythorbic acid |
| EP1182262A1 (en) * | 2000-08-23 | 2002-02-27 | Roche Vitamins AG | Microbial production of l-ascorbic acid and d-erythorbic acid |
| US6642035B2 (en) * | 2001-01-26 | 2003-11-04 | The Scripps Research Institute | Synthesis of B-keto esters |
| US20070298474A1 (en) * | 2001-08-03 | 2007-12-27 | Manoj Kumar | Enhanced 2-Keto-L-Gulonic acid production |
| US7229811B2 (en) * | 2001-08-03 | 2007-06-12 | Genencor International, Inc. | 2,5-diketo-D-gluconic acid (2,5-DKG) permeases |
| CN1318600C (zh) * | 2001-11-09 | 2007-05-30 | Dsmip资产有限公司 | 生产l－抗坏血酸和d－异抗坏血酸的酶方法 |
| CN1711276A (zh) | 2002-11-11 | 2005-12-21 | 巴斯福股份公司 | 制备2－酮基－l－古洛糖酸c4－c10－烷基酯的方法 |
| BRPI0608223A2 (pt) * | 2005-02-11 | 2009-11-24 | Dsm Ip Assets Bv | gene sms 05 |
| AT502990A1 (de) * | 2005-12-27 | 2007-07-15 | Dsm Fine Chem Austria Gmbh | Neues polypeptid mit esteraseaktivität, und rekombinante esterase sowie deren verwendung |
| MX2008012009A (es) * | 2006-03-20 | 2008-10-03 | Duramed Pharmaceuticals Inc | Anillos intravaginales comprimidos y flexibles, metodos de elaboracion y utilizacion de los mismos y apaato de elaboracion de los mismos. |
| JP5438259B2 (ja) * | 2006-04-13 | 2014-03-12 | Ｂｉｏ−ｅｎｅｒｇｙ株式会社 | カンジダ・アンタークティカ由来リパーゼｂを細胞表層に提示する酵母 |
| US8759044B2 (en) | 2011-03-23 | 2014-06-24 | Butamax Advanced Biofuels Llc | In situ expression of lipase for enzymatic production of alcohol esters during fermentation |
| US8765425B2 (en) | 2011-03-23 | 2014-07-01 | Butamax Advanced Biofuels Llc | In situ expression of lipase for enzymatic production of alcohol esters during fermentation |
| EP2691532A1 (en) * | 2011-03-30 | 2014-02-05 | Novozymes A/S | Esterification process |
| CN103344719B (zh) * | 2013-06-27 | 2015-04-15 | 东北制药集团股份有限公司 | 一种可同时检测古龙酸、古龙酸甲酯、甲醇和乙醇的高效液相方法 |
| CN111377543A (zh) * | 2018-12-27 | 2020-07-07 | 南京百斯杰生物工程有限公司 | 脂肪酶在降低黄水酸度中的应用 |
| KR102357426B1 (ko) * | 2019-12-10 | 2022-01-28 | 건국대학교 산학협력단 | 신규 에스터 가수분해효소를 이용한 베타 아미노산의 효소적 생산방법 |
| CN119876088A (zh) * | 2025-01-08 | 2025-04-25 | 浙江工业大学 | 一种脂肪酶突变体及其在制备(s)-3-环己烯-1-甲酸中的应用 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES135896A1 (es) * | 1933-10-25 | 1934-12-16 | Hoffmann La Roche | PROCEDIMIENTO PARA LA FABRICACIoN DEL áCIDO 2-CETO-1-GULoNICO |
| GB466548A (en) * | 1935-11-26 | 1937-05-31 | Tadeus Reichstein | Process for the manufacture of laevo-ascorbic acid (vitamin-c) |
| US4760025A (en) * | 1984-05-29 | 1988-07-26 | Genencor, Inc. | Modified enzymes and methods for making same |
| US4595659A (en) * | 1983-10-20 | 1986-06-17 | Kraft, Inc. | Fermentation production of ascorbic acid from L-galactonic substrate |
| US5008193A (en) * | 1984-06-14 | 1991-04-16 | Genentech, Inc. | Ascorbic acid intermediates and process enzymes |
| US5001059A (en) * | 1985-07-01 | 1991-03-19 | Bio-Technical Resources, Inc. | L-ascorbic acid production in microorganisms |
| CN86105960A (zh) * | 1985-08-09 | 1987-05-13 | 鲁布里佐尔公司 | 在基本无水条件下从2-酮-l-古洛糖酸制备l-抗坏血酸 |
| DE69016838T2 (de) * | 1989-06-03 | 1995-07-20 | Mitsubishi Rayon Co | Verfahren zur Herstellung von organischen Estern. |
| JPH04141093A (ja) * | 1990-10-03 | 1992-05-14 | Mitsubishi Rayon Co Ltd | 有機酸エステルの製造法 |
| JPH04335893A (ja) * | 1991-05-07 | 1992-11-24 | Mitsubishi Rayon Co Ltd | 固定化酵素を用いるエステル合成方法 |
| DE69221024T2 (de) * | 1991-05-18 | 1997-12-18 | Mitsubishi Rayon Co | Verfahren zur Herstellung von Ascorbinsäure-Estern oder Erythorbinsäure-Estern |
| JPH061783A (ja) * | 1992-06-17 | 1994-01-11 | Mitsubishi Rayon Co Ltd | 有機酸エステルの製造法 |
| US5817490A (en) * | 1996-05-17 | 1998-10-06 | Eastman Chemical Company | Enzymatic process for the manufacture of ascorbic acid 2-keto-L-gulonic acid and esters of 2-keto-L-gulonic acid |
-
1997
- 1997-04-25 US US08/845,295 patent/US5817490A/en not_active Expired - Lifetime
- 1997-05-15 MY MYPI97002120A patent/MY134224A/en unknown
- 1997-05-16 JP JP54120797A patent/JP3759621B2/ja not_active Expired - Fee Related
- 1997-05-16 AT AT97925690T patent/ATE238429T1/de not_active IP Right Cessation
- 1997-05-16 CN CNB021199671A patent/CN1181206C/zh not_active Expired - Fee Related
- 1997-05-16 EP EP97925690A patent/EP0938582B1/en not_active Expired - Lifetime
- 1997-05-16 WO PCT/US1997/008668 patent/WO1997043433A1/en not_active Ceased
- 1997-05-16 CN CN97196510A patent/CN1113100C/zh not_active Expired - Fee Related
- 1997-05-16 BR BR9709099A patent/BR9709099A/pt not_active Application Discontinuation
- 1997-05-16 CN CNB021199698A patent/CN1182250C/zh not_active Expired - Fee Related
- 1997-05-16 AU AU30756/97A patent/AU3075697A/en not_active Abandoned
- 1997-05-16 DE DE69721292T patent/DE69721292T2/de not_active Expired - Fee Related
-
1998
- 1998-08-27 US US09/140,933 patent/US6022719A/en not_active Expired - Fee Related
- 1998-09-03 US US09/146,661 patent/US6136575A/en not_active Expired - Fee Related
- 1998-09-09 US US09/150,515 patent/US6271006B1/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US6022719A (en) | 2000-02-08 |
| ATE238429T1 (de) | 2003-05-15 |
| US6271006B1 (en) | 2001-08-07 |
| JP3759621B2 (ja) | 2006-03-29 |
| WO1997043433A1 (en) | 1997-11-20 |
| US5817490A (en) | 1998-10-06 |
| CN1113100C (zh) | 2003-07-02 |
| AU3075697A (en) | 1997-12-05 |
| BR9709099A (pt) | 1999-08-03 |
| CN1412316A (zh) | 2003-04-23 |
| EP0938582B1 (en) | 2003-04-23 |
| EP0938582A1 (en) | 1999-09-01 |
| DE69721292D1 (de) | 2003-05-28 |
| JP2001505042A (ja) | 2001-04-17 |
| CN1412315A (zh) | 2003-04-23 |
| US6136575A (en) | 2000-10-24 |
| CN1225686A (zh) | 1999-08-11 |
| CN1182250C (zh) | 2004-12-29 |
| CN1181206C (zh) | 2004-12-22 |
| MY134224A (en) | 2007-11-30 |
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