JP5582576B2 - 活性の高いケトール酸レダクトイソメラーゼ酵素を用いたイソブタノールの発酵生成 - Google Patents
活性の高いケトール酸レダクトイソメラーゼ酵素を用いたイソブタノールの発酵生成 Download PDFInfo
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- JP5582576B2 JP5582576B2 JP2010504212A JP2010504212A JP5582576B2 JP 5582576 B2 JP5582576 B2 JP 5582576B2 JP 2010504212 A JP2010504212 A JP 2010504212A JP 2010504212 A JP2010504212 A JP 2010504212A JP 5582576 B2 JP5582576 B2 JP 5582576B2
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| WO2009049274A2 (en) * | 2007-10-12 | 2009-04-16 | The Regents Of The University Of California | Microorganism engineered to produce isopropanol |
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| CA2746441C (en) * | 2008-12-10 | 2018-05-15 | Synthetic Genomics, Inc. | Production of branched-chain alcohols by photosynthetic microorganisms |
| JP2012511928A (ja) | 2008-12-16 | 2012-05-31 | ゲノマチカ， インク． | 合成ガス及び他の炭素源の有用な製品への変換のための微生物及び方法 |
| US20120045809A1 (en) * | 2008-12-23 | 2012-02-23 | Gevo, Inc. | Engineered Microorganisms for the Production of One or More Target Compounds |
| US8455225B2 (en) * | 2008-12-29 | 2013-06-04 | Butamax Advanced Biofuels Llc | Yeast with increased butanol tolerance involving high osmolarity/glycerol response pathway |
| US8795992B2 (en) * | 2008-12-29 | 2014-08-05 | Butamax Advanced Biofuels Llc | Yeast with increased butanol tolerance involving cell wall integrity pathway |
| US8557562B2 (en) * | 2008-12-29 | 2013-10-15 | Butamax(Tm) Advanced Biofuels Llc | Yeast with increased butanol tolerance involving filamentous growth response |
| US8614085B2 (en) * | 2009-02-27 | 2013-12-24 | Butamax(Tm) Advanced Biofuels Llc | Yeast with increased butanol tolerance involving a multidrug efflux pump gene |
| EP2419517A2 (en) | 2009-04-13 | 2012-02-22 | Butamax(TM) Advanced Biofuels LLC | Method for producing butanol using extractive fermentation |
| KR102099295B1 (ko) | 2009-05-07 | 2020-04-09 | 게노마티카 인코포레이티드 | 아디페이트, 헥사메틸렌디아민 및 6-아미노카프로산의 생합성을 위한 미생물 및 방법 |
| EP2438036B1 (en) | 2009-06-04 | 2017-03-08 | Genomatica, Inc. | Process of separating components of a fermentation broth |
| VN29801A1 (enExample) | 2009-06-04 | 2012-05-25 | ||
| US8232089B2 (en) * | 2009-08-12 | 2012-07-31 | Gevo, Inc. | Cytosolic isobutanol pathway localization for the production of isobutanol |
| EP2483411A1 (en) * | 2009-09-29 | 2012-08-08 | Butamax(tm) Advanced Biofuels LLC | Fermentive production of isobutanol using highly effective ketol-acid reductoisomerase enzymes |
| WO2011041426A1 (en) | 2009-09-29 | 2011-04-07 | Butamax(Tm) Advanced Biofuels Llc | Improved yeast production host cells |
| EP2483400A1 (en) | 2009-09-29 | 2012-08-08 | Butamax(tm) Advanced Biofuels LLC | Improved flux to acetolactate-derived products in lactic acid bacteria |
| US20110195505A1 (en) * | 2009-10-08 | 2011-08-11 | Butamax(Tm) Advanced Biofuels Llc | Bacterial strains for butanol production |
| MX2012004291A (es) | 2009-10-13 | 2012-08-17 | Genomatica Inc | Microorganismos para la produccion de 1,4-butanoidol, 4-hidroxibutanal, 4-hidroxibutiril-coa, putrescina y compuestos y metodos relacionados con los mismos. |
| KR20120115500A (ko) | 2009-11-23 | 2012-10-18 | 부타맥스 어드밴스드 바이오퓨얼스 엘엘씨 | 전해질 첨가를 동반한 추출성 발효를 사용해 부탄올을 제조하는 방법 |
| KR20120117990A (ko) * | 2009-11-23 | 2012-10-25 | 부타맥스 어드밴스드 바이오퓨얼스 엘엘씨 | 삼투조절물질 첨가를 동반한 추출성 발효를 사용해 부탄올을 제조하는 방법 |
| US8530210B2 (en) | 2009-11-25 | 2013-09-10 | Genomatica, Inc. | Microorganisms and methods for the coproduction 1,4-butanediol and gamma-butyrolactone |
| US20110137088A1 (en) * | 2009-12-03 | 2011-06-09 | Bp Corporation North America Inc. | Methods and Apparatuses for Producing Renewable Materials From Inhibiting Compounds |
| NZ600509A (en) | 2009-12-29 | 2014-08-29 | Butamax Tm Advanced Biofuels | Alcohol dehydrogenases (adh) useful for fermentive production of lower alkyl alcohols |
| CA2785660A1 (en) | 2009-12-29 | 2011-07-07 | Butamax(Tm) Advanced Biofuels Llc | Expression of hexose kinase in recombinant host cells |
| MY159813A (en) | 2010-01-08 | 2017-02-15 | Gevo Inc | Integrated methods of preparing renewable chemicals |
| US8530221B2 (en) | 2010-01-14 | 2013-09-10 | Ls9, Inc. | Production of branched chain fatty acids and derivatives thereof in recombinant microbial cells |
| US8574406B2 (en) * | 2010-02-09 | 2013-11-05 | Butamax Advanced Biofuels Llc | Process to remove product alcohol from a fermentation by vaporization under vacuum |
| MX348605B (es) | 2010-02-17 | 2017-06-21 | Butamax(Tm) Advanced Biofuels Llc | Mejoramiento de la actividad de proteinas que requieren centros fe-s. |
| US8445244B2 (en) | 2010-02-23 | 2013-05-21 | Genomatica, Inc. | Methods for increasing product yields |
| US8048661B2 (en) | 2010-02-23 | 2011-11-01 | Genomatica, Inc. | Microbial organisms comprising exogenous nucleic acids encoding reductive TCA pathway enzymes |
| EP2374780A1 (en) | 2010-04-09 | 2011-10-12 | Total Petrochemicals Research Feluy | Production of propylene via simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts followed by metathesis |
| US9233886B2 (en) | 2010-03-15 | 2016-01-12 | Total Research & Technology Feluy | Simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts |
| EP2374781A1 (en) | 2010-04-09 | 2011-10-12 | Total Petrochemicals Research Feluy | Simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts |
| DK2547639T3 (en) | 2010-03-15 | 2016-12-19 | Total Res & Technology Feluy | Producing propylene VIA THE SAME TIME dehydration and skeletal isobutanol ON ACID CATALYSTS FOLLOWED BY META TESE |
| WO2011140560A1 (en) | 2010-05-07 | 2011-11-10 | Gevo, Inc. | Renewable jet fuel blendstock from isobutanol |
| AU2011268333B2 (en) * | 2010-06-16 | 2016-11-24 | Butamax(Tm) Advanced Biofuels Llc | Oxygenated butanol gasoline composition having good driveability performance |
| AU2011268247B2 (en) * | 2010-06-16 | 2017-05-11 | Butamax(Tm) Advanced Biofuels Llc | Oxygenated butanol gasoline composition having good driveability performance |
| BR112012031847A2 (pt) | 2010-06-17 | 2016-02-16 | Butamax Tm Advanced Biofuels | cultura de produção para a produção fermentativa de butanol, método de produção de butanol, método para a produção de butanol, método para aumentar a tolerância de uma cultura de produção para a produção fermentativa de butanol e cultura de produção para produção fermentativa de butanol |
| US9012190B2 (en) | 2011-06-15 | 2015-04-21 | Butamax Advanced Biofuels Llc | Use of thiamine and nicotine adenine dinucleotide for butanol production |
| WO2011159962A1 (en) | 2010-06-18 | 2011-12-22 | Butamax(Tm) Advanced Biofuels Llc | Supplementation of fatty acids for improving alcohol productivity |
| US9040263B2 (en) | 2010-07-28 | 2015-05-26 | Butamax Advanced Biofuels Llc | Production of alcohol esters and in situ product removal during alcohol fermentation |
| US8557540B2 (en) | 2010-06-18 | 2013-10-15 | Butamax (Tm) Advanced Biofuels Llc | Methods and systems for removing undissolved solids prior to extractive fermentation in the production of butanol |
| US8871488B2 (en) | 2010-06-18 | 2014-10-28 | Butamax Advanced Biofuels Llc | Recombinant host cells comprising phosphoketolases |
| CN103140458B (zh) | 2010-08-03 | 2016-10-12 | 道达尔研究技术弗吕公司 | 由异丁醇制造烯烃的组合方法 |
| BR112013002549A2 (pt) | 2010-08-03 | 2016-05-31 | Total Res E Technology Feluy | processo de produção de oleofinas a partir do isobutanol |
| CN103153921A (zh) | 2010-08-03 | 2013-06-12 | 道达尔研究技术弗吕公司 | 由甲醇和异丁醇制造烯烃的方法 |
| ES2582592T3 (es) | 2010-08-03 | 2016-09-13 | Total Research & Technology Feluy | Procedimiento de producción de olefinas a partir de isobutanol |
| WO2012027642A1 (en) * | 2010-08-27 | 2012-03-01 | Gevo, Inc. | Balanced four-step pathways to renewable butanols |
| CA2810244C (en) | 2010-09-07 | 2020-10-06 | Butamax(Tm) Advanced Biofuels Llc | Integration of a polynucleotide encoding a polypeptide that catalyzes pyruvate to acetolactate conversion |
| EP2619159A1 (en) | 2010-09-24 | 2013-07-31 | Total Research & Technology Feluy | Production of isoprene from iso-butanol |
| WO2012071121A1 (en) * | 2010-11-24 | 2012-05-31 | Gevo, Inc. | Methods of increasing dihydroxy acid dehydratase activity to improve production of fuels, chemicals, and amino acids |
| FR2969147B1 (fr) | 2010-12-21 | 2013-01-04 | Total Raffinage Marketing | Production d'additifs pour carburant par deshydratation et isomerisation squelettique simultanee d'isobutanol sur des catalyseurs acides suivies par une etherification |
| US20130040340A1 (en) | 2011-02-07 | 2013-02-14 | E. I. Du Pont De Nemours And Company | Production of alcohol esters in situ using alcohols and fatty acids produced by microorganisms |
| 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 |
| WO2012129555A2 (en) * | 2011-03-24 | 2012-09-27 | Butamax (Tm) Advanced Biofuels Llc | Host cells and methods for production of isobutanol |
| WO2012145495A2 (en) | 2011-04-19 | 2012-10-26 | Gevo, Inc. | Variations on prins-like chemistry to produce 2,5-dimethylhexadiene from isobutanol |
| WO2013048599A2 (en) * | 2011-06-16 | 2013-04-04 | Gevo, Inc. | Ketol-acid reductoisomerases with improved performance properties |
| MX2013014327A (es) | 2011-06-17 | 2014-01-23 | Butamax Tm Advanced Biofuels | Coproductos de procesos de produccion de biocombustible y metodos para elaborarlos. |
| EP2737073B1 (en) | 2011-07-28 | 2021-10-20 | Butamax Advanced Biofuels LLC | Keto-isovalerate decarboxylase enzymes and methods of use thereof |
| US9962623B2 (en) | 2011-12-09 | 2018-05-08 | Butamax Advanced Biofuels Llc | Process to remove product alcohols from fermentation broth |
| CA2861613A1 (en) | 2011-12-30 | 2013-07-04 | Butamax Advanced Biofuels Llc | Fermentative production of alcohols |
| BR112014016005A8 (pt) | 2011-12-30 | 2017-07-04 | Butamax Advanced Biofuels Llc | alterações genéticas para produção de butanol |
| JP2015510774A (ja) | 2012-03-23 | 2015-04-13 | ビュータマックス・アドバンスド・バイオフューエルズ・エルエルシー | ブタノール産生菌用培地の酢酸補給 |
| EP2847326A2 (en) | 2012-05-11 | 2015-03-18 | Butamax Advanced Biofuels LLC | Ketol-acid reductoisomerase enzymes and methods of use |
| SI2855687T1 (sl) | 2012-06-04 | 2020-09-30 | Genomatica, Inc. | Mikroorganizmi in metode za proizvodnjo 4-hidroksibutirat, 1,4-butandiola in sorodne spojine |
| US20140024064A1 (en) | 2012-07-23 | 2014-01-23 | Butamax(Tm) Advanced Biofuels Llc | Processes and systems for the production of fermentative alcohols |
| CA2878966A1 (en) | 2012-07-26 | 2014-01-30 | Butamax Advanced Biofuels Llc | Butanol purification |
| EP2885415B1 (en) | 2012-08-17 | 2022-08-03 | Easel Biotechnologies LLC | Two stage production of higher alcohols |
| EP2888350A1 (en) | 2012-08-22 | 2015-07-01 | Butamax Advanced Biofuels LLC | Production of fermentation products |
| MX2015003073A (es) | 2012-09-12 | 2015-07-14 | Butamax Advanced Biofuels Llc | Procesos y sistemas para la produccion de productos de fermentacion. |
| US9249076B2 (en) | 2012-09-21 | 2016-02-02 | Butamax Advanced Biofuels Llc | Recyclable extractant compositions |
| US9840724B2 (en) | 2012-09-21 | 2017-12-12 | Butamax Advanced Biofuels Llc | Production of renewable hydrocarbon compositions |
| JP6407869B2 (ja) | 2012-09-26 | 2018-10-17 | ビュータマックス・アドバンスド・バイオフューエルズ・エルエルシー | ケトール酸レダクトイソメラーゼ活性を有するポリペプチド |
| EP2900825A1 (en) | 2012-09-28 | 2015-08-05 | Butamax Advanced Biofuels LLC | Production of fermentation products |
| US9273330B2 (en) | 2012-10-03 | 2016-03-01 | Butamax Advanced Biofuels Llc | Butanol tolerance in microorganisms |
| AU2013329024A1 (en) | 2012-10-11 | 2015-03-12 | Butamax Advanced Biofuels Llc | Processes and systems for the production of fermentation products |
| WO2014081848A1 (en) | 2012-11-20 | 2014-05-30 | Butamax Advanced Biofuels Llc | Butanol purification |
| WO2014089412A1 (en) | 2012-12-07 | 2014-06-12 | Evernu Technology Llc | Catalytic conversion of bio-mass derivable aliphatic alcohols to valuable alkenes or oxygenates |
| WO2014106107A2 (en) | 2012-12-28 | 2014-07-03 | Butamax (Tm) Advanced Biofuels Llc | Dhad variants for butanol production |
| WO2014105840A1 (en) | 2012-12-31 | 2014-07-03 | Butamax Advanced Biofuels Llc | Fermentative production of alcohols |
| WO2014130352A1 (en) | 2013-02-21 | 2014-08-28 | Butamax Advanced Biofuels Llc | Recovery of thermal energy as heat source in the production of butanol from a fermentation process |
| WO2014159309A1 (en) | 2013-03-12 | 2014-10-02 | Butamax Advanced Biofuels Llc | Processes and systems for the production of alcohols |
| ES2735024T3 (es) | 2013-03-14 | 2019-12-13 | Du Pont | Glicerol-3-fosfato deshidrogenasa para la producción de butanol |
| US9267158B2 (en) | 2013-03-14 | 2016-02-23 | Intrexon Corporation | Biological production of multi-carbon compounds from methane |
| WO2014144643A1 (en) | 2013-03-15 | 2014-09-18 | Butamax Advanced Biofuels Llc | Method for producing butanol using extractive fermentation |
| WO2014151645A1 (en) | 2013-03-15 | 2014-09-25 | Butamax Advanced Biofuels Llc | Process for maximizing biomass growth and butanol yield by feedback control |
| WO2014144728A1 (en) | 2013-03-15 | 2014-09-18 | Butamax Advanced Biofuels Llc | Method for production of butanol using extractive fermentation |
| US9771602B2 (en) | 2013-03-15 | 2017-09-26 | Butamax Advanced Biofuels Llc | Competitive growth and/or production advantage for butanologen microorganism |
| US9580705B2 (en) | 2013-03-15 | 2017-02-28 | Butamax Advanced Biofuels Llc | DHAD variants and methods of screening |
| US9663759B2 (en) | 2013-07-03 | 2017-05-30 | Butamax Advanced Biofuels Llc | Partial adaptation for butanol production |
| PT3047028T (pt) * | 2013-09-22 | 2023-02-02 | Lanzatech Nz Inc | Processo de fermentação |
| BR112016009416A2 (pt) | 2013-10-28 | 2017-10-03 | Danisco Us Inc | Levedura seca ativa geneticamente modificada de grande escala |
| CN104195125B (zh) * | 2014-07-01 | 2017-01-11 | 中国科学院广州能源研究所 | 一种α-酮酸脱羧酶KIVD-LL及其编码基因和应用 |
| EP3180440A4 (en) | 2014-08-11 | 2018-01-10 | Butamax Advanced Biofuels LLC | Yeast preparations and methods of making the same |
| EP3240769B1 (en) | 2014-12-31 | 2020-05-06 | Total Research & Technology Feluy | Process for preparing olefins by dehydrating alcohols with less side effects comprising addition of sulfur containing compounds |
| BR112017014221A2 (pt) | 2014-12-31 | 2018-03-06 | Ifp Energies Now | processo para a preparação olefinas pela desidratação de álcoois com menores efeitos colaterais compreendendo a adição de ácidos orgânicos |
| EP3162763A1 (en) | 2015-10-30 | 2017-05-03 | Total Research & Technology Feluy SA | Simultaneous dehydration and skeletal isomerisation of isobutanol on ti-containing zeolite catalysts |
| US11326193B1 (en) * | 2016-03-03 | 2022-05-10 | National Technology & Engineering Solutions Of Sandia, Llc | Enrichment of amino acids from biomass residuum |
| KR101960501B1 (ko) | 2017-09-15 | 2019-03-21 | 고려대학교 산학협력단 | Ｎａｄｈ 친화적인 신규 케톨산 리덕토아이소머라제 |
| CN111394325A (zh) * | 2019-07-05 | 2020-07-10 | 成都高界科技有限公司 | 一种耐热乙酰乳酸异构还原酶 |
| FR3115988A1 (fr) | 2020-11-06 | 2022-05-13 | Global Bioenergies | Composition de maquillage à base d’isododécane biosourcé et son procédé de préparation |
| FR3157389A1 (fr) | 2023-12-22 | 2025-06-27 | Axens | Procédé de production de bioalkylat ou d’essence biosourcée |
| WO2025226576A1 (en) | 2024-04-25 | 2025-10-30 | ExxonMobil Technology and Engineering Company | Processes for producing isobutylene and isobutylene-based polymers |
Family Cites Families (75)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4683202A (en) | 1985-03-28 | 1987-07-28 | Cetus Corporation | Process for amplifying nucleic acid sequences |
| US4865973A (en) | 1985-09-13 | 1989-09-12 | Queen's University At Kingston | Process for extractive fermentation |
| FR2696190B1 (fr) | 1992-09-25 | 1994-12-09 | Agronomique Inst Nat Rech | Acide nucléique codant pour une alpha-acétolactate synthase et ses applications. |
| CA2733616C (en) * | 1999-08-18 | 2016-09-27 | E.I. Du Pont De Nemours And Company | Process for the biological production of 1,3-propanediol with high titer |
| WO2001070955A2 (en) * | 2000-03-21 | 2001-09-27 | Elitra Pharmaceuticals, Inc. | Identification of essential genes in prokaryotes |
| US6586229B1 (en) | 2000-06-01 | 2003-07-01 | North Carolina State University | Method for the production of ρ-Hydroxybenzoate in species of pseudomonas and agrobacterium |
| US20040248250A1 (en) | 2001-07-02 | 2004-12-09 | Takahisa Nakai | Method for modifying enzyme and oxidoreductive variant |
| CN1780560B (zh) | 2003-03-10 | 2011-05-25 | 布罗因联合公司 | 利用生淀粉生产乙醇的方法 |
| SE526429C2 (sv) | 2003-10-24 | 2005-09-13 | Swedish Biofuels Ab | Metod för att framställa syreinnehållande föreningar utgående från biomassa |
| US7998713B2 (en) | 2005-04-12 | 2011-08-16 | E. I. Du Pont De Nemours And Company | Treatment of biomass to obtain ethanol |
| US9297028B2 (en) | 2005-09-29 | 2016-03-29 | Butamax Advanced Biofuels Llc | Fermentive production of four carbon alcohols |
| US9303225B2 (en) | 2005-10-26 | 2016-04-05 | Butamax Advanced Biofuels Llc | Method for the production of isobutanol by recombinant yeast |
| US8273558B2 (en) | 2005-10-26 | 2012-09-25 | Butamax(Tm) Advanced Biofuels Llc | Fermentive production of four carbon alcohols |
| US8945899B2 (en) | 2007-12-20 | 2015-02-03 | Butamax Advanced Biofuels Llc | Ketol-acid reductoisomerase using NADH |
| NZ566406A (en) | 2005-10-26 | 2012-04-27 | Butamax Advanced Biofuels Llc | Fermentive production of four carbon alcohols |
| US8206970B2 (en) | 2006-05-02 | 2012-06-26 | Butamax(Tm) Advanced Biofuels Llc | Production of 2-butanol and 2-butanone employing aminobutanol phosphate phospholyase |
| US8828704B2 (en) | 2006-05-02 | 2014-09-09 | Butamax Advanced Biofuels Llc | Fermentive production of four carbon alcohols |
| US7659104B2 (en) * | 2006-05-05 | 2010-02-09 | E.I. Du Pont De Nemours And Company | Solvent tolerant microorganisms and methods of isolation |
| US7541173B2 (en) | 2006-06-15 | 2009-06-02 | E.I. Du Pont De Nemours And Company | Solvent tolerant microorganisms and methods of isolation |
| US8017364B2 (en) | 2006-12-12 | 2011-09-13 | Butamax(Tm) Advanced Biofuels Llc | Solvent tolerant microorganisms |
| EP2118266A4 (en) * | 2007-02-09 | 2010-05-19 | Univ California | BIOFUEL PRODUCTION BY RECOMBINANT MICROORGANISMS |
| WO2008130995A2 (en) | 2007-04-18 | 2008-10-30 | E. I. Du Pont De Nemours And Company | Fermentive production of isobutanol using highly active ketol-acid reductoisomerase enzymes |
| EP2060632A1 (en) | 2007-10-29 | 2009-05-20 | Technische Universität Berlin | Method of modifying a yeast cell for the production of ethanol |
| US20090215137A1 (en) | 2007-10-31 | 2009-08-27 | Gevo, Inc. | Methods for the economical production of biofuel precursor that is also a biofuel from biomass |
| ATE495260T1 (de) | 2007-12-17 | 2011-01-15 | Suntory Holdings Ltd | Mutantes ilv5-gen und verwendung davon |
| BRPI0819541A2 (pt) | 2007-12-20 | 2017-05-23 | Butamax Advanced Biofuels Llc | "enzima mutante cetoácido reductoisomerase, molécula de ácido nucléico, célula recombinante e métodos para evolução e a identificação de uma enzima cetoácido reductoisomerase e para a produção de isobutanol" |
| US8372612B2 (en) | 2007-12-21 | 2013-02-12 | Butamax(Tm) Advanced Biofuels Llc | Production of four carbon alcohols using improved strain |
| US8518678B2 (en) | 2007-12-21 | 2013-08-27 | Butamax(Tm) Advanced Biofuels Llc | Strain comprising increased expression of a CFA coding region for butanol production |
| JP2011507532A (ja) | 2007-12-23 | 2011-03-10 | ジーヴォ，インコーポレイテッド | 高収率でイソブタノールを産生する酵母生物 |
| US8188250B2 (en) | 2008-04-28 | 2012-05-29 | Butamax(Tm) Advanced Biofuels Llc | Butanol dehydrogenase enzyme from the bacterium Achromobacter xylosoxidans |
| US8389252B2 (en) | 2008-05-12 | 2013-03-05 | Butamax(Tm) Advanced Biofuels Llc | Yeast strain for production of four carbon alcohols |
| US8906666B2 (en) | 2008-05-22 | 2014-12-09 | Butamax Advanced Biofuels Llc | Engineering resistance to aliphatic alcohols |
| BRPI0909989A2 (pt) | 2008-06-05 | 2021-06-22 | Butamax Advanced Biofuels Llc | célula de levedura recombinante e método para a produção de um produto |
| BRPI0913682A2 (pt) | 2008-09-29 | 2020-08-11 | Butamax Advanced Biofuels Llc | método para identificar enzimas dihidróxi-ácido desidratase (dhad) [2fe-2s], célula hospedeira microbiana recombinante, método para a produção de isobutanol e método para a conversão de 2,3-dihidróxiisovalerato |
| WO2010037119A1 (en) | 2008-09-29 | 2010-04-01 | Butamax™ Advanced Biofuels LLC | Enhanced iron-sulfur cluster formation for increased dihydroxy-acid dehydratase activity in lactic acid bacteria |
| US8455224B2 (en) | 2008-09-29 | 2013-06-04 | Butamax(Tm) Advanced Biofuels Llc | Enhanced pyruvate to 2,3-butanediol conversion in lactic acid bacteria |
| MX2011003313A (es) | 2008-09-29 | 2011-06-16 | Butamax Tm Advanced Biofuels | Actividad enzimatica de fe-s heterologa aumentada en levadura. |
| WO2010037105A1 (en) | 2008-09-29 | 2010-04-01 | Butamax™ Advanced Biofuels LLC | Enhanced dihydroxy-acid dehydratase activity in lactic acid bacteria |
| US20100120105A1 (en) | 2008-10-27 | 2010-05-13 | Butamax (Tm) Advanced Biofuels Llc | Carbon pathway optimized production hosts for the production of isobutanol |
| EP2346998B1 (en) | 2008-10-31 | 2016-01-27 | GEVO, Inc. | Engineered microorganisms capable of producing target compounds under anaerobic conditions |
| US8828694B2 (en) | 2008-11-13 | 2014-09-09 | Butamax Advanced Biofuels Llc | Production of isobutanol in yeast mitochondria |
| US8465964B2 (en) | 2008-11-13 | 2013-06-18 | Butamax (TM) Advanced Biofules LLC | Increased production of isobutanol in yeast with reduced mitochondrial amino acid biosynthesis |
| US8652823B2 (en) | 2008-12-03 | 2014-02-18 | Butamax(Tm) Advanced Biofuels Llc | Strain for butanol production with increased membrane unsaturated trans fatty acids |
| US8557562B2 (en) | 2008-12-29 | 2013-10-15 | Butamax(Tm) Advanced Biofuels Llc | Yeast with increased butanol tolerance involving filamentous growth response |
| US8455225B2 (en) | 2008-12-29 | 2013-06-04 | Butamax Advanced Biofuels Llc | Yeast with increased butanol tolerance involving high osmolarity/glycerol response pathway |
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| JP2015510774A (ja) | 2012-03-23 | 2015-04-13 | ビュータマックス・アドバンスド・バイオフューエルズ・エルエルシー | ブタノール産生菌用培地の酢酸補給 |
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Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0808600A2 (pt) | 2018-12-26 |
| KR101573775B1 (ko) | 2015-12-04 |
| JP2014176386A (ja) | 2014-09-25 |
| ZA200906811B (en) | 2010-12-29 |
| US9284612B2 (en) | 2016-03-15 |
| US20080261230A1 (en) | 2008-10-23 |
| CN101680007A (zh) | 2010-03-24 |
| EP2134849B1 (en) | 2013-07-10 |
| AU2008242978A1 (en) | 2008-10-30 |
| CA2683898C (en) | 2016-02-02 |
| NZ579780A (en) | 2012-07-27 |
| AU2008242978B2 (en) | 2014-09-18 |
| US20110250610A1 (en) | 2011-10-13 |
| JP5908026B2 (ja) | 2016-04-26 |
| KR20100016602A (ko) | 2010-02-12 |
| CA2683898A1 (en) | 2008-10-30 |
| JP2010524470A (ja) | 2010-07-22 |
| ES2426070T3 (es) | 2013-10-21 |
| EP2134849A2 (en) | 2009-12-23 |
| US7910342B2 (en) | 2011-03-22 |
| WO2008130995A2 (en) | 2008-10-30 |
| EP2543721A1 (en) | 2013-01-09 |
| MX2009011192A (es) | 2009-10-30 |
| WO2008130995A3 (en) | 2009-02-05 |
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