JP2008517588A5 - - Google Patents
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- Publication number
- JP2008517588A5 JP2008517588A5 JP2007536764A JP2007536764A JP2008517588A5 JP 2008517588 A5 JP2008517588 A5 JP 2008517588A5 JP 2007536764 A JP2007536764 A JP 2007536764A JP 2007536764 A JP2007536764 A JP 2007536764A JP 2008517588 A5 JP2008517588 A5 JP 2008517588A5
- Authority
- JP
- Japan
- Prior art keywords
- phld
- recombinant
- malonyl
- coa
- phloroglucinol
- 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.)
- Granted
Links
- 102000004190 Enzymes Human genes 0.000 claims 29
- 108090000790 Enzymes Proteins 0.000 claims 29
- 238000000034 method Methods 0.000 claims 29
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 claims 25
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 claims 25
- 229960001553 phloroglucinol Drugs 0.000 claims 25
- LTYOQGRJFJAKNA-KKIMTKSISA-N Malonyl CoA Natural products S(C(=O)CC(=O)O)CCNC(=O)CCNC(=O)[C@@H](O)C(CO[P@](=O)(O[P@](=O)(OC[C@H]1[C@@H](OP(=O)(O)O)[C@@H](O)[C@@H](n2c3ncnc(N)c3nc2)O1)O)O)(C)C LTYOQGRJFJAKNA-KKIMTKSISA-N 0.000 claims 16
- LTYOQGRJFJAKNA-DVVLENMVSA-N malonyl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O)O[C@H]1N1C2=NC=NC(N)=C2N=C1 LTYOQGRJFJAKNA-DVVLENMVSA-N 0.000 claims 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 12
- 229910052799 carbon Inorganic materials 0.000 claims 12
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims 12
- 101100406769 Serratia liquefaciens phlA gene Proteins 0.000 claims 11
- 101100352050 Serratia liquefaciens phlB gene Proteins 0.000 claims 10
- 239000000203 mixture Substances 0.000 claims 10
- 230000001195 anabolic effect Effects 0.000 claims 9
- 108020004707 nucleic acids Proteins 0.000 claims 9
- 150000007523 nucleic acids Chemical class 0.000 claims 9
- 102000039446 nucleic acids Human genes 0.000 claims 9
- 102100026665 Malonate-CoA ligase ACSF3, mitochondrial Human genes 0.000 claims 8
- 108010089734 malonyl-CoA synthetase Proteins 0.000 claims 8
- 108700026244 Open Reading Frames Proteins 0.000 claims 6
- 239000002360 explosive Substances 0.000 claims 5
- 239000003380 propellant Substances 0.000 claims 5
- 102000000452 Acetyl-CoA carboxylase Human genes 0.000 claims 4
- 108010016219 Acetyl-CoA carboxylase Proteins 0.000 claims 4
- 108010018763 Biotin carboxylase Proteins 0.000 claims 4
- 108010081805 Malonyl-CoA decarboxylase Proteins 0.000 claims 4
- 102100029461 Malonyl-CoA decarboxylase, mitochondrial Human genes 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 108090000623 proteins and genes Proteins 0.000 claims 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- 108030002300 Phloroglucinol synthases Proteins 0.000 claims 3
- 238000012258 culturing Methods 0.000 claims 3
- 230000000415 inactivating effect Effects 0.000 claims 3
- FWMNVWWHGCHHJJ-SKKKGAJSSA-N 4-amino-1-[(2r)-6-amino-2-[[(2r)-2-[[(2r)-2-[[(2r)-2-amino-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]piperidine-4-carboxylic acid Chemical compound C([C@H](C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCCN)C(=O)N1CCC(N)(CC1)C(O)=O)NC(=O)[C@H](N)CC=1C=CC=CC=1)C1=CC=CC=C1 FWMNVWWHGCHHJJ-SKKKGAJSSA-N 0.000 claims 2
- 241000894006 Bacteria Species 0.000 claims 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- -1 aliphatic polyol Chemical class 0.000 claims 2
- 150000001413 amino acids Chemical group 0.000 claims 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims 2
- 230000003570 biosynthesizing effect Effects 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 238000007385 chemical modification Methods 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- LTYOQGRJFJAKNA-VFLPNFFSSA-N malonyl-coa Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O)O[C@H]1N1C2=NC=NC(N)=C2N=C1 LTYOQGRJFJAKNA-VFLPNFFSSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 101150001698 phlD gene Proteins 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 229910052703 rhodium Inorganic materials 0.000 claims 2
- 239000010948 rhodium Substances 0.000 claims 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 2
- 230000002194 synthesizing effect Effects 0.000 claims 2
- 108091032973 (ribonucleotides)n+m Proteins 0.000 claims 1
- 108020004705 Codon Proteins 0.000 claims 1
- 241000588722 Escherichia Species 0.000 claims 1
- 241000588724 Escherichia coli Species 0.000 claims 1
- 241000233866 Fungi Species 0.000 claims 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 claims 1
- 241000589516 Pseudomonas Species 0.000 claims 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 claims 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 239000002131 composite material Substances 0.000 claims 1
- 239000002537 cosmetic Substances 0.000 claims 1
- 230000009977 dual effect Effects 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 238000000855 fermentation Methods 0.000 claims 1
- 230000004151 fermentation Effects 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 239000001963 growth medium Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000002952 polymeric resin Substances 0.000 claims 1
- 229920005862 polyol Polymers 0.000 claims 1
- 239000005060 rubber Substances 0.000 claims 1
- 239000000565 sealant Substances 0.000 claims 1
- 229920003002 synthetic resin Polymers 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61795904P | 2004-10-12 | 2004-10-12 | |
| US61802404P | 2004-10-12 | 2004-10-12 | |
| US60/618,024 | 2004-10-12 | ||
| US60/617,959 | 2004-10-12 | ||
| PCT/US2005/036291 WO2006044290A2 (en) | 2004-10-12 | 2005-10-11 | Biosynthesis of philoroglucinol and preparation of 1,3-dihydroxybenzene therefrom |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008517588A JP2008517588A (ja) | 2008-05-29 |
| JP2008517588A5 true JP2008517588A5 (enExample) | 2008-12-04 |
| JP5762666B2 JP5762666B2 (ja) | 2015-08-12 |
Family
ID=36203425
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007536764A Expired - Fee Related JP5762666B2 (ja) | 2004-10-12 | 2005-10-11 | フロログルシノールの生合成およびそれからの１，３−ジヒドロキシベンゼンの製造 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US7943362B2 (enExample) |
| EP (1) | EP1799828B1 (enExample) |
| JP (1) | JP5762666B2 (enExample) |
| KR (1) | KR101340580B1 (enExample) |
| BR (1) | BRPI0515994A (enExample) |
| WO (1) | WO2006044290A2 (enExample) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101340580B1 (ko) | 2004-10-12 | 2013-12-11 | 보드 오브 트러스티즈 오브 미시건 스테이트 유니버시티 | 플로로글루시놀의 생합성 및 이로부터1,3-디하이드록시벤젠의 합성 |
| CN101903513B (zh) * | 2007-01-12 | 2013-08-21 | 科罗拉多大学董事会法人 | 增强微生物对产生的有机化学物质的耐受性的组合物和方法 |
| US8048624B1 (en) | 2007-12-04 | 2011-11-01 | Opx Biotechnologies, Inc. | Compositions and methods for 3-hydroxypropionate bio-production from biomass |
| WO2010080388A1 (en) * | 2008-12-18 | 2010-07-15 | E. I. Du Pont De Nemours And Company | Reducing byproduction of malonates in a fermentation process |
| US8367859B2 (en) | 2009-06-16 | 2013-02-05 | Amyris, Inc. | Cyclohexane 1,4 carboxylates |
| KR20120027531A (ko) | 2009-06-16 | 2012-03-21 | 아미리스 인코퍼레이티드 | 시클로헥센 1,4-카르복실레이트 |
| US8415496B2 (en) | 2009-06-16 | 2013-04-09 | Amyris, Inc. | Biobased polyesters |
| US20110282078A1 (en) | 2009-06-16 | 2011-11-17 | Draths Corporation | Cyclohexene 1,4 -carboxylates |
| WO2010148049A2 (en) | 2009-06-16 | 2010-12-23 | Draths Corporation | Preparation of trans, trans muconic acid and trans, trans muconates |
| US8809027B1 (en) | 2009-09-27 | 2014-08-19 | Opx Biotechnologies, Inc. | Genetically modified organisms for increased microbial production of 3-hydroxypropionic acid involving an oxaloacetate alpha-decarboxylase |
| KR20140015136A (ko) | 2009-09-27 | 2014-02-06 | 더 리젠츠 오브 더 유니버시티 오브 콜로라도, 어 바디 코포레이트 | 3-히드록시프로피온산 및 다른 생성물의 제조 방법 |
| WO2011063363A2 (en) * | 2009-11-20 | 2011-05-26 | Opx Biotechnologies, Inc. | Production of an organic acid and/or related chemicals |
| WO2012003461A2 (en) * | 2010-07-02 | 2012-01-05 | Draths Corporation | Phloroglucinol synthases and methods of making and using the same |
| WO2012006244A1 (en) * | 2010-07-06 | 2012-01-12 | Draths Corporation | Method for producing phloroglucinol and dihydrophloroglucinol |
| WO2012006245A1 (en) * | 2010-07-06 | 2012-01-12 | Draths Corporation | Phloroglucinol reductase and methods of making and using the same |
| FR2980801B1 (fr) | 2011-09-29 | 2016-02-05 | Centre Nat Rech Scient | Utilisation de "polyketide synthases" de type iii (pks iii) recombinantes d'algues brunes marines |
| WO2013151379A1 (ko) | 2012-04-06 | 2013-10-10 | 엘지전자 주식회사 | 경로 계산 방법, 경로 획득 방법 또는 이를 위한 단말 |
| US8853189B2 (en) | 2012-05-31 | 2014-10-07 | Prima Innovations, Llc | Antispasmodic 1,2-Diols and 1,2,3-triols |
| CA2881666A1 (en) | 2012-08-10 | 2014-02-13 | Opx Biotechnologies, Inc. | Microorganisms and methods for the production of fatty acids and fatty acid derived products |
| US9267158B2 (en) | 2013-03-14 | 2016-02-23 | Intrexon Corporation | Biological production of multi-carbon compounds from methane |
| WO2014152434A2 (en) * | 2013-03-15 | 2014-09-25 | Genomatica, Inc. | Microorganisms and methods for producing butadiene and related compounds by formate assimilation |
| US20150057465A1 (en) | 2013-03-15 | 2015-02-26 | Opx Biotechnologies, Inc. | Control of growth-induction-production phases |
| EP2976141A4 (en) | 2013-03-15 | 2016-10-05 | Cargill Inc | FLASHING FOR PRODUCTION CLEANING AND RECOVERY |
| US11408013B2 (en) | 2013-07-19 | 2022-08-09 | Cargill, Incorporated | Microorganisms and methods for the production of fatty acids and fatty acid derived products |
| EP3022310B1 (en) | 2013-07-19 | 2019-10-16 | Cargill, Incorporated | Microorganisms and methods for the production of fatty acids and fatty acid derived products |
| EP3057931B1 (en) | 2013-10-17 | 2019-03-06 | Dow Global Technologies LLC | Ammonium bisulfate catalyzed dehydration of beta-hydroxy acids |
| EP2993228B1 (en) | 2014-09-02 | 2019-10-09 | Cargill, Incorporated | Production of fatty acid esters |
| CN105018511B (zh) * | 2015-07-30 | 2018-08-17 | 中国科学院青岛生物能源与过程研究所 | 一种体外酶反应合成间苯三酚的方法及应用 |
| FR3047243B1 (fr) | 2016-01-29 | 2019-11-01 | Universite De Reims Champagne-Ardenne | Resine durcissable substitut aux resines phenoliques et ses applications |
| EP3577227A4 (en) | 2017-02-02 | 2020-12-30 | Cargill Inc. | GENETICALLY MODIFIED CELLS PRODUCING C6-C10 FATTY ACID DERIVATIVES |
| FR3068367A1 (fr) | 2017-06-30 | 2019-01-04 | Compagnie Generale Des Etablissements Michelin | Utilisation des polyketide synthases de type iii comme phloroglucinol synthases |
| FR3068368A1 (fr) * | 2017-06-30 | 2019-01-04 | Compagnie Generale Des Etablissements Michelin | Utilisation des polyketide synthases de type iii de bacteries comme phloroglucinol synthases |
| FR3092339B1 (fr) * | 2019-02-05 | 2024-04-12 | Michelin & Cie | Cellule, notamment levure, resistante au phloroglucinol |
| JP7518638B2 (ja) * | 2020-03-11 | 2024-07-18 | 株式会社ブリヂストン | 接着剤組成物、ゴム－有機繊維コード複合体、及びタイヤ |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2246963A (en) * | 1940-04-19 | 1941-06-24 | Western Cartridge Co | Manufacture of styphnic acid |
| DE1694308C3 (de) * | 1967-01-05 | 1973-11-22 | Grace Gmbh, 2000 Nordersfedt | Herstellen mikroporöser Bogen oder Bahnen |
| GB1278576A (en) * | 1968-11-29 | 1972-06-21 | Secr Defence | Improvements in or relating to preparation of nitrophenols |
| GB1509358A (en) * | 1976-07-23 | 1978-05-04 | Mo Khim Tekh I Im Di Mendeleev | Compositions based on phenol-formaldehyde novolak oligomers |
| US4760048A (en) * | 1985-03-01 | 1988-07-26 | Fuji Photo Film Co., Ltd. | Multicolor heat-sensitive recording material |
| US5350576A (en) | 1991-09-13 | 1994-09-27 | Mycogen Corporation | Bacillus thuringiensis isolates for controlling acarides |
| JP2613148B2 (ja) * | 1992-02-28 | 1997-05-21 | 日本コーンスターチ株式会社 | 段ボール用澱粉系接着剤 |
| US5955298A (en) * | 1995-06-26 | 1999-09-21 | The United States Of America As Represented By The Secretary Of Agriculture | Sequences for production of 2,4-Diacetylphloroglucinol and methods |
| US6194167B1 (en) | 1997-02-18 | 2001-02-27 | Washington State University Research Foundation | ω-3 fatty acid desaturase |
| US6277625B1 (en) * | 1997-11-20 | 2001-08-21 | The United States Of America As Represented By The Secretary Of Agriculture | Transgenic strains of Pseudomonas for biocontrol of plant root diseases |
| PL200384B1 (pl) | 1999-03-18 | 2008-12-31 | Merck Patent Gmbh | Polipeptyd blokujący adhezję płytek krwi, sposób jego otrzymywania, zastosowanie i zawierający go preparat farmaceutyczny |
| FR2793685B1 (fr) * | 1999-05-19 | 2001-08-24 | Promindus Actions Promotionnel | Compositions pharmaceutiques, destinees a l'administration par voie orale de phloroglucinol et leur preparation |
| CA2272732C (en) * | 1999-05-25 | 2008-07-29 | Sylvain Simoneau | Hemorrhoidal treatment composition |
| US20030031670A1 (en) | 1999-11-08 | 2003-02-13 | Jack R. Wands | Diagnosis and treatment of malignant neoplasms |
| US6790639B2 (en) | 2000-02-29 | 2004-09-14 | Pfizer Inc. | Mammalian osteoregulins |
| US6555353B2 (en) | 2000-09-01 | 2003-04-29 | E. I. Du Pont De Nemours And Company | Methanotrophic carbon metabolism pathway genes and enzymes |
| KR101340580B1 (ko) * | 2004-10-12 | 2013-12-11 | 보드 오브 트러스티즈 오브 미시건 스테이트 유니버시티 | 플로로글루시놀의 생합성 및 이로부터1,3-디하이드록시벤젠의 합성 |
-
2005
- 2005-10-11 KR KR1020077010694A patent/KR101340580B1/ko not_active Expired - Fee Related
- 2005-10-11 BR BRPI0515994-6A patent/BRPI0515994A/pt not_active Application Discontinuation
- 2005-10-11 EP EP05809077.0A patent/EP1799828B1/en not_active Expired - Lifetime
- 2005-10-11 JP JP2007536764A patent/JP5762666B2/ja not_active Expired - Fee Related
- 2005-10-11 WO PCT/US2005/036291 patent/WO2006044290A2/en not_active Ceased
-
2007
- 2007-04-06 US US11/784,452 patent/US7943362B2/en active Active
-
2011
- 2011-04-07 US US13/081,993 patent/US8329445B2/en not_active Expired - Fee Related
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