CN105331647A - 一种微生物体内合成脂肪醇乙酸酯的方法 - Google Patents
一种微生物体内合成脂肪醇乙酸酯的方法 Download PDFInfo
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- CN105331647A CN105331647A CN201510383782.6A CN201510383782A CN105331647A CN 105331647 A CN105331647 A CN 105331647A CN 201510383782 A CN201510383782 A CN 201510383782A CN 105331647 A CN105331647 A CN 105331647A
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- fatty
- gene
- fatty alcohol
- reductase
- alcohol
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- -1 fatty alcohol acetic acid ester Chemical class 0.000 title claims abstract description 66
- 244000005700 microbiome Species 0.000 title claims abstract description 20
- 238000000034 method Methods 0.000 title claims abstract description 18
- 230000002194 synthesizing effect Effects 0.000 title claims abstract description 9
- 241000894006 Bacteria Species 0.000 claims abstract description 45
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 39
- 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 abstract description 28
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 18
- 229930195729 fatty acid Natural products 0.000 claims abstract description 18
- 239000000194 fatty acid Substances 0.000 claims abstract description 18
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 18
- 101710082056 Ethanol acetyltransferase 1 Proteins 0.000 claims abstract description 16
- 239000002243 precursor Substances 0.000 claims abstract description 15
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- 230000000813 microbial effect Effects 0.000 claims abstract description 12
- 150000002185 fatty acyl-CoAs Chemical class 0.000 claims abstract description 11
- 101710124374 Aldehyde reductase Ahr Proteins 0.000 claims abstract description 9
- 102000005970 fatty acyl-CoA reductase Human genes 0.000 claims abstract description 8
- 108090001018 hexadecanal dehydrogenase (acylating) Proteins 0.000 claims abstract description 8
- 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 abstract description 5
- 239000008103 glucose Substances 0.000 claims abstract description 5
- 108010080691 Alcohol O-acetyltransferase Proteins 0.000 claims abstract 5
- 102100023026 Cyclic AMP-dependent transcription factor ATF-1 Human genes 0.000 claims abstract 5
- 239000013598 vector Substances 0.000 claims description 44
- 241000588724 Escherichia coli Species 0.000 claims description 39
- 230000009467 reduction Effects 0.000 claims description 24
- 108090000623 proteins and genes Proteins 0.000 claims description 23
- 150000002772 monosaccharides Chemical class 0.000 claims description 18
- 108010019670 Chimeric Antigen Receptors Proteins 0.000 claims description 17
- 150000002192 fatty aldehydes Chemical class 0.000 claims description 17
- 101150059830 ATF1 gene Proteins 0.000 claims description 14
- 238000003786 synthesis reaction Methods 0.000 claims description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
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- 230000004151 fermentation Effects 0.000 claims description 8
- 102000004190 Enzymes Human genes 0.000 claims description 7
- 108090000790 Enzymes Proteins 0.000 claims description 7
- 101710137710 Thioesterase 1/protease 1/lysophospholipase L1 Proteins 0.000 claims description 7
- 101710129019 Long-chain acyl-[acyl-carrier-protein] reductase Proteins 0.000 claims description 6
- 102000005488 Thioesterase Human genes 0.000 claims description 6
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- 101150058049 car gene Proteins 0.000 claims description 6
- 101150056746 sfp gene Proteins 0.000 claims description 6
- 108020002982 thioesterase Proteins 0.000 claims description 6
- RGJOEKWQDUBAIZ-IBOSZNHHSA-N CoASH 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)NCCS)O[C@H]1N1C2=NC=NC(N)=C2N=C1 RGJOEKWQDUBAIZ-IBOSZNHHSA-N 0.000 claims description 5
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims description 5
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- 229940093530 coenzyme a Drugs 0.000 claims description 5
- KDTSHFARGAKYJN-UHFFFAOYSA-N dephosphocoenzyme A Natural products OC1C(O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 KDTSHFARGAKYJN-UHFFFAOYSA-N 0.000 claims description 5
- 108010001814 phosphopantetheinyl transferase Proteins 0.000 claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 3
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- 108030002325 Carboxylate reductases Proteins 0.000 claims description 2
- 239000002773 nucleotide Substances 0.000 claims 8
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- 150000001413 amino acids Chemical group 0.000 claims 7
- 150000001298 alcohols Chemical class 0.000 claims 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 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 1
- 241000186361 Actinobacteria <class> Species 0.000 claims 1
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- 229930091371 Fructose Natural products 0.000 claims 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims 1
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- 241000700605 Viruses Species 0.000 claims 1
- VMBFYEXFNIEURO-BLPRJPCASA-N acetic acid;[[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3r)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butyl] hydrogen phosphate Chemical compound CC(O)=O.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)NCCS)O[C@H]1N1C2=NC=NC(N)=C2N=C1 VMBFYEXFNIEURO-BLPRJPCASA-N 0.000 claims 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims 1
- 229930182830 galactose Natural products 0.000 claims 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims 1
- 150000007523 nucleic acids Chemical group 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 239000003016 pheromone Substances 0.000 abstract description 5
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- 108090000854 Oxidoreductases Proteins 0.000 abstract description 2
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- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 8
- 239000012634 fragment Substances 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 241000607479 Yersinia pestis Species 0.000 description 5
- 230000004136 fatty acid synthesis Effects 0.000 description 5
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 5
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- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
- XLQNWWNMESYKTB-UHFFFAOYSA-N 2-fluoro-1h-benzimidazole Chemical compound C1=CC=C2NC(F)=NC2=C1 XLQNWWNMESYKTB-UHFFFAOYSA-N 0.000 description 3
- 241000187492 Mycobacterium marinum Species 0.000 description 3
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- 230000006378 damage Effects 0.000 description 3
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 3
- 230000037353 metabolic pathway Effects 0.000 description 3
- XIUXKAZJZFLLDQ-UHFFFAOYSA-N n-pentadecanoic acid methyl ester Natural products CCCCCCCCCCCCCCC(=O)OC XIUXKAZJZFLLDQ-UHFFFAOYSA-N 0.000 description 3
- WQCYAHKAJFZVCO-UHFFFAOYSA-N omega-Oxy-pentadecylsaeure-methylester Natural products COC(=O)CCCCCCCCCCCCCCO WQCYAHKAJFZVCO-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- GSAAJQNJNPBBSX-AATRIKPKSA-N (e)-tetradec-9-en-1-ol Chemical compound CCCC\C=C\CCCCCCCCO GSAAJQNJNPBBSX-AATRIKPKSA-N 0.000 description 2
- LBIYNOAMNIKVKF-BQYQJAHWSA-N 9-Hexadecen-1-ol Chemical compound CCCCCC\C=C\CCCCCCCCO LBIYNOAMNIKVKF-BQYQJAHWSA-N 0.000 description 2
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- 101710153103 Long-chain-fatty-acid-CoA ligase FadD13 Proteins 0.000 description 2
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- DFNACGALSSEDTJ-UHFFFAOYSA-N [C].CCCCCCCCCCCCCCCCO Chemical group [C].CCCCCCCCCCCCCCCCO DFNACGALSSEDTJ-UHFFFAOYSA-N 0.000 description 1
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- ALSTYHKOOCGGFT-UHFFFAOYSA-N cis-oleyl alcohol Natural products CCCCCCCCC=CCCCCCCCCO ALSTYHKOOCGGFT-UHFFFAOYSA-N 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- PKBPBCBNUCWCBN-UHFFFAOYSA-N dodecane-1,9-diol Chemical compound CCCC(O)CCCCCCCCO PKBPBCBNUCWCBN-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
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- 238000002474 experimental method Methods 0.000 description 1
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Classifications
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
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CN201811031769.4A CN109234294B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内基于脂酰-acp合成脂肪醇乙酸酯的方法 |
CN201811033458.1A CN109234295B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内基于脂肪酸合成脂肪醇乙酸酯的方法 |
CN201510383782.6A CN105331647B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内合成脂肪醇乙酸酯的方法 |
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CN201510383782.6A CN105331647B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内合成脂肪醇乙酸酯的方法 |
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CN201811031769.4A Division CN109234294B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内基于脂酰-acp合成脂肪醇乙酸酯的方法 |
CN201811033458.1A Division CN109234295B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内基于脂肪酸合成脂肪醇乙酸酯的方法 |
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CN201811031769.4A Active CN109234294B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内基于脂酰-acp合成脂肪醇乙酸酯的方法 |
CN201510383782.6A Active - Reinstated CN105331647B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内合成脂肪醇乙酸酯的方法 |
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CN201811031769.4A Active CN109234294B (zh) | 2015-07-03 | 2015-07-03 | 一种微生物体内基于脂酰-acp合成脂肪醇乙酸酯的方法 |
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Cited By (1)
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WO2023077377A1 (zh) * | 2021-11-04 | 2023-05-11 | 珠海市润农科技有限公司 | 高级脂肪醇在十字花科植物的脂肪酸代谢途径中的应用 |
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CN111696619B (zh) * | 2019-03-13 | 2023-06-20 | 赣南师范大学 | 一种预测反应环境对反应活化能影响程度的方法 |
CN111235191B (zh) * | 2020-01-20 | 2022-11-22 | 赣南师范大学 | 一种微生物合成乙酰氨基酚的方法 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009111672A1 (en) * | 2008-03-05 | 2009-09-11 | Genomatica, Inc. | Primary alcohol producing organisms |
EP2746389A1 (en) * | 2011-08-18 | 2014-06-25 | Idén Biotechnology, S.L. | Production of biodiesel from glycerine |
Family Cites Families (8)
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GT200500208A (es) * | 2004-08-03 | 2006-03-02 | Indazoles ùtiles para tratar enfermedades cardiovasculares | |
CN105647842A (zh) * | 2008-12-23 | 2016-06-08 | Reg生命科学有限责任公司 | 硫酯酶相关的方法和组合物 |
EP2623600A4 (en) * | 2010-09-30 | 2014-11-26 | Lsip Llc | EXPRESSION INHIBITOR OF A DOMINANTLY MUTANT GENE |
WO2012177726A1 (en) * | 2011-06-22 | 2012-12-27 | Genomatica, Inc. | Microorganism for producing primary alcohols and related compounds and methods related thereto |
US10174348B2 (en) * | 2013-08-29 | 2019-01-08 | The Regents Of The University Of California | Bacteria engineered for ester production |
CN105061515B (zh) * | 2015-08-08 | 2017-12-05 | 赣南师范大学 | 一种磷光铱配合物的合成及其用于血吸虫尾蚴荧光标记 |
CN106011164B (zh) * | 2016-05-20 | 2019-12-31 | 天津大学 | 基因元件、表达载体及其应用 |
CN111235191B (zh) * | 2020-01-20 | 2022-11-22 | 赣南师范大学 | 一种微生物合成乙酰氨基酚的方法 |
-
2015
- 2015-07-03 CN CN201811033458.1A patent/CN109234295B/zh active Active
- 2015-07-03 CN CN201811031769.4A patent/CN109234294B/zh active Active
- 2015-07-03 CN CN201510383782.6A patent/CN105331647B/zh active Active - Reinstated
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009111672A1 (en) * | 2008-03-05 | 2009-09-11 | Genomatica, Inc. | Primary alcohol producing organisms |
EP2746389A1 (en) * | 2011-08-18 | 2014-06-25 | Idén Biotechnology, S.L. | Production of biodiesel from glycerine |
Non-Patent Citations (1)
Title |
---|
DAOYI GUO: "Metabolic engineering of Escherichia coli for production of biodiesel from fatty alcohols and acetyl-CoA", 《APPL MICROBIOL BIOTECHNOL》 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2023077377A1 (zh) * | 2021-11-04 | 2023-05-11 | 珠海市润农科技有限公司 | 高级脂肪醇在十字花科植物的脂肪酸代谢途径中的应用 |
Also Published As
Publication number | Publication date |
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CN109234294A (zh) | 2019-01-18 |
CN109234294B (zh) | 2022-09-23 |
CN109234295A (zh) | 2019-01-18 |
CN109234295B (zh) | 2022-09-23 |
CN105331647B (zh) | 2019-02-22 |
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