JP2013524853A5 - - Google Patents
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- Publication number
- JP2013524853A5 JP2013524853A5 JP2013509203A JP2013509203A JP2013524853A5 JP 2013524853 A5 JP2013524853 A5 JP 2013524853A5 JP 2013509203 A JP2013509203 A JP 2013509203A JP 2013509203 A JP2013509203 A JP 2013509203A JP 2013524853 A5 JP2013524853 A5 JP 2013524853A5
- Authority
- JP
- Japan
- Prior art keywords
- coa
- butadiene
- reductase
- hydroxy
- kinase
- 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
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- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 82
- 108090000854 Oxidoreductases Proteins 0.000 claims 24
- 102000004316 Oxidoreductases Human genes 0.000 claims 24
- 244000005700 microbiome Species 0.000 claims 23
- 108091000080 Phosphotransferase Proteins 0.000 claims 18
- 102000020233 phosphotransferase Human genes 0.000 claims 18
- 230000037361 pathway Effects 0.000 claims 17
- 239000001177 diphosphate Substances 0.000 claims 15
- 102000004190 Enzymes Human genes 0.000 claims 11
- 108090000790 Enzymes Proteins 0.000 claims 11
- 238000004519 manufacturing process Methods 0.000 claims 11
- 239000004386 Erythritol Substances 0.000 claims 8
- 229940009714 erythritol Drugs 0.000 claims 8
- 102000004195 Isomerases Human genes 0.000 claims 7
- 108090000769 Isomerases Proteins 0.000 claims 7
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 claims 7
- KFWWCMJSYSSPSK-PAXLJYGASA-N crotonoyl-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)/C=C/C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 KFWWCMJSYSSPSK-PAXLJYGASA-N 0.000 claims 7
- 150000007523 nucleic acids Chemical class 0.000 claims 7
- 102000039446 nucleic acids Human genes 0.000 claims 7
- 108020004707 nucleic acids Proteins 0.000 claims 7
- -1 1-hydroxy-2-butenyl Chemical group 0.000 claims 6
- 102100026105 3-ketoacyl-CoA thiolase, mitochondrial Human genes 0.000 claims 6
- 108010003902 Acetyl-CoA C-acyltransferase Proteins 0.000 claims 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- 150000001299 aldehydes Chemical class 0.000 claims 6
- OYCNZOVOKFUQPU-CKRMAKSASA-N 5-[2-[3-[[(2r)-4-[[[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-3,5-dioxopentanoic acid 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)CC(O)=O)O[C@H]1N1C2=NC=NC(N)=C2N=C1 OYCNZOVOKFUQPU-CKRMAKSASA-N 0.000 claims 5
- 108090000489 Carboxy-Lyases Proteins 0.000 claims 5
- 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 5
- 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 5
- UHDGCWIWMRVCDJ-UHFFFAOYSA-N 1-beta-D-Xylofuranosyl-NH-Cytosine Natural products O=C1N=C(N)C=CN1C1C(O)C(O)C(CO)O1 UHDGCWIWMRVCDJ-UHFFFAOYSA-N 0.000 claims 4
- WCASXYBKJHWFMY-NSCUHMNNSA-N 2-Buten-1-ol Chemical compound C\C=C\CO WCASXYBKJHWFMY-NSCUHMNNSA-N 0.000 claims 4
- RGPXHQLKXPEHMD-UHFFFAOYSA-N 3,5-dihydroxypentanoic acid Chemical compound OCCC(O)CC(O)=O RGPXHQLKXPEHMD-UHFFFAOYSA-N 0.000 claims 4
- UHDGCWIWMRVCDJ-PSQAKQOGSA-N Cytidine Natural products O=C1N=C(N)C=CN1[C@@H]1[C@@H](O)[C@@H](O)[C@H](CO)O1 UHDGCWIWMRVCDJ-PSQAKQOGSA-N 0.000 claims 4
- QRDCEYBRRFPBMZ-IUYQGCFVSA-N D-erythritol 4-phosphate Chemical compound OC[C@H](O)[C@H](O)COP(O)(O)=O QRDCEYBRRFPBMZ-IUYQGCFVSA-N 0.000 claims 4
- NGHMDNPXVRFFGS-IUYQGCFVSA-N D-erythrose 4-phosphate Chemical compound O=C[C@H](O)[C@H](O)COP(O)(O)=O NGHMDNPXVRFFGS-IUYQGCFVSA-N 0.000 claims 4
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims 4
- ZSLZBFCDCINBPY-ZSJPKINUSA-N acetyl-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)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 ZSLZBFCDCINBPY-ZSJPKINUSA-N 0.000 claims 4
- UHDGCWIWMRVCDJ-ZAKLUEHWSA-N cytidine Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O1 UHDGCWIWMRVCDJ-ZAKLUEHWSA-N 0.000 claims 4
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims 4
- 235000019414 erythritol Nutrition 0.000 claims 4
- WCASXYBKJHWFMY-UHFFFAOYSA-N gamma-methylallyl alcohol Natural products CC=CCO WCASXYBKJHWFMY-UHFFFAOYSA-N 0.000 claims 4
- 229920000642 polymer Polymers 0.000 claims 4
- 108010011384 acyl-CoA dehydrogenase (NADP+) Proteins 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 150000002576 ketones Chemical class 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 239000000126 substance Substances 0.000 claims 3
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 claims 2
- DAZFQYSXXSTLKW-UHFFFAOYSA-N 3,5-dioxopentanoic acid Chemical compound OC(=O)CC(=O)CC=O DAZFQYSXXSTLKW-UHFFFAOYSA-N 0.000 claims 2
- ZHBPKXTYCQYISG-UHFFFAOYSA-N 3-hydroxy-5-oxopentanoic acid Chemical compound O=CCC(O)CC(O)=O ZHBPKXTYCQYISG-UHFFFAOYSA-N 0.000 claims 2
- IIYZSYKTQRIPRG-MJBWAWCGSA-N 5-[2-[3-[[(2r)-4-[[[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-3-hydroxy-5-oxopentanoic acid 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)CC(O)=O)O[C@H]1N1C2=NC=NC(N)=C2N=C1 IIYZSYKTQRIPRG-MJBWAWCGSA-N 0.000 claims 2
- ANTBRXMMNBUYMS-UHFFFAOYSA-N 5-hydroxy-3-oxopentanoic acid Chemical compound OCCC(=O)CC(O)=O ANTBRXMMNBUYMS-UHFFFAOYSA-N 0.000 claims 2
- 102000016912 Aldehyde Reductase Human genes 0.000 claims 2
- 108010053754 Aldehyde reductase Proteins 0.000 claims 2
- 102000003960 Ligases Human genes 0.000 claims 2
- 108090000364 Ligases Proteins 0.000 claims 2
- 102000004357 Transferases Human genes 0.000 claims 2
- 108090000992 Transferases Proteins 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims 2
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 claims 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims 2
- 108010031246 erythritol kinase Proteins 0.000 claims 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims 2
- CCSDHAPTHIKZLY-RMNRSTNRSA-N 3-aminobutyryl-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(N)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 CCSDHAPTHIKZLY-RMNRSTNRSA-N 0.000 claims 1
- 108010031139 3-aminobutyryl-CoA deaminase Proteins 0.000 claims 1
- QWLFCPJZHGPHDF-UHFFFAOYSA-N 3-hydroxy-5-[hydroxy(phosphonooxy)phosphoryl]oxypentanoic acid Chemical compound OC(=O)CC(O)CCOP(O)(=O)OP(O)(O)=O QWLFCPJZHGPHDF-UHFFFAOYSA-N 0.000 claims 1
- 108030005660 3-hydroxybutyryl-CoA dehydratases Proteins 0.000 claims 1
- BAMBWCGEVIAQBF-CITAKDKDSA-N 4-hydroxybutyryl-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)CCCO)O[C@H]1N1C2=NC=NC(N)=C2N=C1 BAMBWCGEVIAQBF-CITAKDKDSA-N 0.000 claims 1
- 108010035023 4-hydroxybutyryl-CoA dehydratase Proteins 0.000 claims 1
- 241000894006 Bacteria Species 0.000 claims 1
- 241000233866 Fungi Species 0.000 claims 1
- 108010068207 Glutaconyl-CoA decarboxylase Proteins 0.000 claims 1
- 108010015451 Glutaryl-CoA Dehydrogenase Proteins 0.000 claims 1
- 102100028603 Glutaryl-CoA dehydrogenase, mitochondrial Human genes 0.000 claims 1
- YKQHKFCYCBOMGI-UHFFFAOYSA-N OC(C(=O)O)CCCOP(=O)(OP(=O)(O)O)O Chemical compound OC(C(=O)O)CCCOP(=O)(OP(=O)(O)O)O YKQHKFCYCBOMGI-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 102000001253 Protein Kinase Human genes 0.000 claims 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims 1
- 108091000039 acetoacetyl-CoA reductase Proteins 0.000 claims 1
- 238000012258 culturing Methods 0.000 claims 1
- 230000002255 enzymatic effect Effects 0.000 claims 1
- SYKWLIJQEHRDNH-CKRMAKSASA-N glutaryl-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)CCCC(O)=O)O[C@H]1N1C2=NC=NC(N)=C2N=C1 SYKWLIJQEHRDNH-CKRMAKSASA-N 0.000 claims 1
- 239000001963 growth medium Substances 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims 1
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- URTLOTISFJPPOU-DEGQQWIJSA-N trans-4-carboxybut-2-enoyl-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)\C=C\CC(O)=O)O[C@H]1N1C2=NC=NC(N)=C2N=C1 URTLOTISFJPPOU-DEGQQWIJSA-N 0.000 claims 1
- 230000009466 transformation Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33181210P | 2010-05-05 | 2010-05-05 | |
| US61/331,812 | 2010-05-05 | ||
| PCT/US2011/035105 WO2011140171A2 (en) | 2010-05-05 | 2011-05-04 | Microorganisms and methods for the biosynthesis of butadiene |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016068884A Division JP2016154551A (ja) | 2010-05-05 | 2016-03-30 | ブタジエンの生合成のための微生物および方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013524853A JP2013524853A (ja) | 2013-06-20 |
| JP2013524853A5 true JP2013524853A5 (OSRAM) | 2014-06-26 |
| JP5911847B2 JP5911847B2 (ja) | 2016-04-27 |
Family
ID=45064763
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013509203A Active JP5911847B2 (ja) | 2010-05-05 | 2011-05-04 | ブタジエンの生合成のための微生物および方法 |
| JP2016068884A Pending JP2016154551A (ja) | 2010-05-05 | 2016-03-30 | ブタジエンの生合成のための微生物および方法 |
| JP2018153224A Pending JP2018196387A (ja) | 2010-05-05 | 2018-08-16 | ブタジエンの生合成のための微生物および方法 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016068884A Pending JP2016154551A (ja) | 2010-05-05 | 2016-03-30 | ブタジエンの生合成のための微生物および方法 |
| JP2018153224A Pending JP2018196387A (ja) | 2010-05-05 | 2018-08-16 | ブタジエンの生合成のための微生物および方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (5) | US8580543B2 (OSRAM) |
| EP (1) | EP2566969B1 (OSRAM) |
| JP (3) | JP5911847B2 (OSRAM) |
| KR (3) | KR20190006103A (OSRAM) |
| CN (2) | CN103080324B (OSRAM) |
| AU (2) | AU2011248182A1 (OSRAM) |
| BR (1) | BR112012028049A2 (OSRAM) |
| CA (1) | CA2797409C (OSRAM) |
| CO (1) | CO6630182A2 (OSRAM) |
| MX (1) | MX336229B (OSRAM) |
| SG (2) | SG10201503501TA (OSRAM) |
| TW (2) | TW201720931A (OSRAM) |
| WO (1) | WO2011140171A2 (OSRAM) |
Families Citing this family (66)
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|---|---|---|---|---|
| US8129154B2 (en) | 2008-06-17 | 2012-03-06 | Genomatica, Inc. | Microorganisms and methods for the biosynthesis of fumarate, malate, and acrylate |
| BRPI0922276A2 (pt) | 2008-12-16 | 2015-08-04 | Genomatica Inc | "organismo microbiano de ocorrência não-natural, e , método para produzir isopropanol, 4-hidroxibutirato,e, 1,4-butanodiol." |
| EP2440669A4 (en) * | 2009-06-10 | 2013-08-28 | Genomatica Inc | MICROOGANISMS AND PROCEDURES FOR THE CARBON EFFECTIVE BIOSYNTHESIS MEK AND 2-BUTANOL |
| KR20120120493A (ko) | 2009-12-10 | 2012-11-01 | 게노마티카 인코포레이티드 | 합성 가스 또는 기타 가스상 탄소원 및 메탄올을 1,3-부탄디올로 변환하는 방법 및 변환용 유기체 |
| US8445244B2 (en) | 2010-02-23 | 2013-05-21 | Genomatica, Inc. | Methods for increasing product yields |
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| MX2013001071A (es) | 2010-07-26 | 2013-06-28 | Genomatica Inc | Microorganismos y metodos para la biosintesis de aromaticos, 2, 4-pentadienoato y 1, 3-butadieno. |
| BR112013019811A2 (pt) * | 2011-02-02 | 2017-02-21 | Genomatica Inc | processo para a produção de butadieno e organismo microbiano que não ocorre naturalmente. |
| US9422578B2 (en) | 2011-06-17 | 2016-08-23 | Invista North America S.A.R.L. | Methods for biosynthesizing 1,3 butadiene |
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| JP6272757B2 (ja) * | 2011-08-19 | 2018-01-31 | ジェノマティカ， インコーポレイテッド | ２，４−ペンタジエノエート、ブタジエン、プロピレン、１，３−ブタンジオールおよび関連アルコールを生成するための微生物および方法 |
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| BR112015004488A2 (pt) * | 2012-08-28 | 2018-11-21 | Braskem Sa | método de coprodução de um terpeno e pelo menos um coproduto a partir de uma fonte de carbono fermentável |
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| WO2014081973A1 (en) * | 2012-11-21 | 2014-05-30 | The Regents Of The University Of California | Nucleic acids useful for integrating into and gene expression in hyperthermophilic acidophilic archaea |
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| US10273490B2 (en) | 2014-03-27 | 2019-04-30 | Photanol B.V. | Erythritol production in cyanobacteria |
| BR112016029382A2 (pt) | 2014-06-16 | 2017-10-17 | Invista Tech Sarl | processo para a produção de glutarato e éster metílico de ácido glutárico |
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