JP2008523794A - 改善されたヤロウイア・リポリティカ変異株によるジカルボン酸の製造 - Google Patents
改善されたヤロウイア・リポリティカ変異株によるジカルボン酸の製造 Download PDFInfo
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- JP2008523794A JP2008523794A JP2007546115A JP2007546115A JP2008523794A JP 2008523794 A JP2008523794 A JP 2008523794A JP 2007546115 A JP2007546115 A JP 2007546115A JP 2007546115 A JP2007546115 A JP 2007546115A JP 2008523794 A JP2008523794 A JP 2008523794A
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- C—CHEMISTRY; METALLURGY
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- 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
- C12P7/44—Polycarboxylic acids
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0413468A FR2879215B1 (fr) | 2004-12-15 | 2004-12-15 | Production d'acides dicarboxyliques par des souches mutantes ameliorees de yarrowia lipolytica |
| PCT/FR2005/003140 WO2006064131A1 (fr) | 2004-12-15 | 2005-12-13 | Production d’acides dicarboxyliques par des souches mutantes ameliorees de yarrowia lipolytica |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
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| JP2012049326A Division JP5615859B2 (ja) | 2004-12-15 | 2012-03-06 | 改善されたヤロウイア・リポリティカ変異株によるジカルボン酸の製造 |
| JP2012049322A Division JP5462303B2 (ja) | 2004-12-15 | 2012-03-06 | 改善されたヤロウイア・リポリティカ変異株によるジカルボン酸の製造 |
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| JP2008523794A true JP2008523794A (ja) | 2008-07-10 |
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| JP2012049326A Expired - Fee Related JP5615859B2 (ja) | 2004-12-15 | 2012-03-06 | 改善されたヤロウイア・リポリティカ変異株によるジカルボン酸の製造 |
| JP2012049322A Expired - Fee Related JP5462303B2 (ja) | 2004-12-15 | 2012-03-06 | 改善されたヤロウイア・リポリティカ変異株によるジカルボン酸の製造 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2012049326A Expired - Fee Related JP5615859B2 (ja) | 2004-12-15 | 2012-03-06 | 改善されたヤロウイア・リポリティカ変異株によるジカルボン酸の製造 |
| JP2012049322A Expired - Fee Related JP5462303B2 (ja) | 2004-12-15 | 2012-03-06 | 改善されたヤロウイア・リポリティカ変異株によるジカルボン酸の製造 |
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|---|---|
| US (1) | US20100041115A1 (enExample) |
| EP (1) | EP1828392B1 (enExample) |
| JP (3) | JP2008523794A (enExample) |
| CN (1) | CN101228282B (enExample) |
| AT (1) | ATE471384T1 (enExample) |
| BR (1) | BRPI0519928A2 (enExample) |
| CA (1) | CA2590795C (enExample) |
| DE (1) | DE602005021913D1 (enExample) |
| DK (1) | DK1828392T3 (enExample) |
| ES (1) | ES2346773T3 (enExample) |
| FR (1) | FR2879215B1 (enExample) |
| PL (1) | PL1828392T3 (enExample) |
| WO (1) | WO2006064131A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018531615A (ja) * | 2015-10-27 | 2018-11-01 | コリア リサーチ インスティテュート オブ バイオサイエンス アンド バイオテクノロジーＫｏｒｅａ Ｒｅｓｅａｒｃｈ Ｉｎｓｔｉｔｕｔｅ Ｏｆ Ｂｉｏｓｃｉｅｎｃｅ Ａｎｄ Ｂｉｏｔｅｃｈｎｏｌｏｇｙ | 重鎖アミノカルボン酸の生産方法 |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2927089B1 (fr) | 2008-02-05 | 2011-03-25 | Inst Nat De La Rech Agronomique Inra | Procede d'integration ciblee de multicopies d'un gene d'interet dans une souche de yarrowia |
| DK2310517T3 (en) * | 2008-07-11 | 2016-06-06 | Inst Nat De La Rech Agronomique (Inra) | Novel mutant yeast strains having a capability to accumulate a large amount of lipids |
| FR2957074B1 (fr) | 2010-03-05 | 2012-04-27 | Organisation Nationale Interprofessionnelle Des Graines Et Fruits Oleagineux O N I D O L | Procede de preparation d'acides carboxyliques par coupure oxydante d'un diol vicinal |
| FR2962133B1 (fr) | 2010-07-01 | 2014-09-12 | Agronomique Inst Nat Rech | Optimisation de la synthese et de l'accumulation de lipides |
| MY184871A (en) | 2011-07-06 | 2021-04-28 | Radici Chimica S P A | Biological methods for preparing a fatty dicarboxylic acid |
| US9850493B2 (en) | 2012-12-19 | 2017-12-26 | Verdezyne, Inc. | Biological methods for preparing a fatty dicarboxylic acid |
| JP2016501040A (ja) | 2012-12-19 | 2016-01-18 | ヴェルデザイン，インコーポレーテッド | 脂肪族ジカルボン酸を調製するための生物学的方法 |
| FR3002774A1 (fr) | 2013-03-04 | 2014-09-05 | Agronomique Inst Nat Rech | Levures mutantes ayant une production accrue de lipides et d'acide citrique |
| FR3005317B1 (fr) | 2013-05-02 | 2016-03-18 | Agronomique Inst Nat Rech | Levures mutantes capables de produire un acide gras inhabituel |
| DE102014220186B4 (de) | 2013-12-12 | 2017-06-22 | Technische Universität Dresden | Hefestämme und Verfahren zur Produktion von Omega-Hydroxyfettsäuren und Dicarbonsäuren |
| EP3155094A1 (en) | 2014-06-11 | 2017-04-19 | Institut National De La Recherche Agronomique (INRA) | Improved lipid accumulation in yarrowia lipolytica strains by overexpression of hexokinase and new strains thereof |
| US9695404B2 (en) | 2014-07-18 | 2017-07-04 | Industrial Technology Research Institute | Genetically modified microorganism for producing long-chain dicarboxylic acid and method of using thereof |
| US10174350B2 (en) | 2014-07-18 | 2019-01-08 | Industrial Technology Research Institute | Genetically modified microorganism for producing medium-chain lauric acid and/or dodecanedioic acid and method of using thereof |
| US9932665B2 (en) | 2015-01-22 | 2018-04-03 | United Technologies Corporation | Corrosion resistant coating application method |
| CN107532186A (zh) * | 2015-03-27 | 2018-01-02 | 油料作物与高蛋白作物领域发展基金会 | 微生物和其用于生产二酸的用途 |
| EP3085788A1 (en) | 2015-04-23 | 2016-10-26 | Institut National De La Recherche Agronomique | Mutant yeast strain capable of degrading cellobiose |
| EP3106520A1 (en) | 2015-06-17 | 2016-12-21 | Institut National De La Recherche Agronomique | Mutant yarrowia strain capable of degrading galactose |
| JP6898915B2 (ja) | 2015-07-22 | 2021-07-07 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | 生物を用いる長鎖ジカルボン酸の高レベルの生産 |
| US20190136278A1 (en) | 2016-05-10 | 2019-05-09 | Institut National De La Recherche Agronomique | Mutant yeast strains with enhanced production of erythritol or erythrulose |
| EP3348647A1 (en) | 2017-01-13 | 2018-07-18 | Institut National De La Recherche Agronomique | Mutant yeast strain capable of producing medium chain fatty acids |
| EP3360956A1 (en) | 2017-02-10 | 2018-08-15 | Institut National De La Recherche Agronomique | Mutant yeast strain capable of degrading cellulose |
| CN107083338A (zh) * | 2017-05-15 | 2017-08-22 | 天津大学 | 重组菌株及其构建方法与在产菜油甾醇中的应用 |
| EP3652300A4 (en) | 2017-07-13 | 2021-06-23 | Radici Chimica S.p.A. | BIOLOGICAL PROCEDURES FOR MODIFYING CELLULAR CARBON FLOW |
| US11136596B2 (en) * | 2018-07-06 | 2021-10-05 | Cibt America Inc. | Long-chain dibasic acid with low content of hydroxyl acid impurity and production method thereof |
| CN110684676B (zh) * | 2018-07-06 | 2023-08-08 | 上海凯赛生物技术股份有限公司 | 一种低含量羟基酸杂质的长链二元酸及其生产方法 |
| CN111117982B (zh) * | 2019-12-25 | 2023-05-12 | 武汉新华扬生物股份有限公司 | 一种拟除虫菊酯降解酶、其编码基因、重组菌株和应用 |
| US20230089404A1 (en) | 2021-09-18 | 2023-03-23 | Indian Oil Corporation Limited | Bioassisted Process For Selective Conversion Of Alkane Rich Refinery Stream |
| CN114958900B (zh) * | 2022-05-16 | 2024-04-19 | 华中科技大学 | 一种解脂耶氏酵母高效无标记基因整合载体及其应用 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5648247A (en) * | 1990-03-19 | 1997-07-15 | Henkel Corporation | Method for increasing the omega-hydroxylase activity in candida tropicals |
| WO2003100013A2 (en) * | 2002-05-23 | 2003-12-04 | Cognis Corporation | NON-REVERTIBLE β-OXIDATION BLOCKED CANDIDA TROPICALIS |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3540834A1 (de) | 1985-11-18 | 1987-05-21 | Henkel Kgaa | Verfahren zur herstellung von dicarbonsaeuren |
| US5254466A (en) | 1989-11-06 | 1993-10-19 | Henkel Research Corporation | Site-specific modification of the candida tropicals genome |
| US6673613B2 (en) * | 2000-07-26 | 2004-01-06 | Cognis Corporation | Use of CYP52A2A promoter to increase gene expression in yeast |
-
2004
- 2004-12-15 FR FR0413468A patent/FR2879215B1/fr not_active Expired - Fee Related
-
2005
- 2005-12-13 WO PCT/FR2005/003140 patent/WO2006064131A1/fr not_active Ceased
- 2005-12-13 DK DK05826569.5T patent/DK1828392T3/da active
- 2005-12-13 CN CN2005800483222A patent/CN101228282B/zh not_active Expired - Fee Related
- 2005-12-13 US US11/721,726 patent/US20100041115A1/en not_active Abandoned
- 2005-12-13 PL PL05826569T patent/PL1828392T3/pl unknown
- 2005-12-13 JP JP2007546115A patent/JP2008523794A/ja active Pending
- 2005-12-13 EP EP05826569A patent/EP1828392B1/fr not_active Expired - Lifetime
- 2005-12-13 CA CA2590795A patent/CA2590795C/fr not_active Expired - Fee Related
- 2005-12-13 AT AT05826569T patent/ATE471384T1/de active
- 2005-12-13 DE DE602005021913T patent/DE602005021913D1/de not_active Expired - Lifetime
- 2005-12-13 BR BRPI0519928-0A patent/BRPI0519928A2/pt not_active IP Right Cessation
- 2005-12-13 ES ES05826569T patent/ES2346773T3/es not_active Expired - Lifetime
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2012
- 2012-03-06 JP JP2012049326A patent/JP5615859B2/ja not_active Expired - Fee Related
- 2012-03-06 JP JP2012049322A patent/JP5462303B2/ja not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5648247A (en) * | 1990-03-19 | 1997-07-15 | Henkel Corporation | Method for increasing the omega-hydroxylase activity in candida tropicals |
| WO2003100013A2 (en) * | 2002-05-23 | 2003-12-04 | Cognis Corporation | NON-REVERTIBLE β-OXIDATION BLOCKED CANDIDA TROPICALIS |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018531615A (ja) * | 2015-10-27 | 2018-11-01 | コリア リサーチ インスティテュート オブ バイオサイエンス アンド バイオテクノロジーＫｏｒｅａ Ｒｅｓｅａｒｃｈ Ｉｎｓｔｉｔｕｔｅ Ｏｆ Ｂｉｏｓｃｉｅｎｃｅ Ａｎｄ Ｂｉｏｔｅｃｈｎｏｌｏｇｙ | 重鎖アミノカルボン酸の生産方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP5462303B2 (ja) | 2014-04-02 |
| EP1828392A1 (fr) | 2007-09-05 |
| EP1828392B1 (fr) | 2010-06-16 |
| CN101228282B (zh) | 2013-09-18 |
| WO2006064131A1 (fr) | 2006-06-22 |
| CA2590795A1 (fr) | 2006-06-22 |
| BRPI0519928A2 (pt) | 2009-04-07 |
| CN101228282A (zh) | 2008-07-23 |
| CA2590795C (fr) | 2014-09-02 |
| DE602005021913D1 (de) | 2010-07-29 |
| FR2879215B1 (fr) | 2010-08-20 |
| PL1828392T3 (pl) | 2011-04-29 |
| ES2346773T3 (es) | 2010-10-20 |
| ATE471384T1 (de) | 2010-07-15 |
| FR2879215A1 (fr) | 2006-06-16 |
| JP2012105680A (ja) | 2012-06-07 |
| JP2012130352A (ja) | 2012-07-12 |
| JP5615859B2 (ja) | 2014-10-29 |
| WO2006064131A8 (fr) | 2007-08-02 |
| DK1828392T3 (da) | 2010-09-27 |
| US20100041115A1 (en) | 2010-02-18 |
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