DK2252698T3 - Adipatester- eller -thioester-syntese - Google Patents
Adipatester- eller -thioester-syntese Download PDFInfo
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- DK2252698T3 DK2252698T3 DK09720217.0T DK09720217T DK2252698T3 DK 2252698 T3 DK2252698 T3 DK 2252698T3 DK 09720217 T DK09720217 T DK 09720217T DK 2252698 T3 DK2252698 T3 DK 2252698T3
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- 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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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/63—Introduction of foreign genetic material using vectors; Vectors; Use of hosts therefor; Regulation of expression
- C12N15/70—Vectors or expression systems specially adapted for E. coli
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/10—Nitrogen as only ring hetero atom
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- 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
- C12P7/62—Carboxylic acid esters
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- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Claims (40)
1. Fremgangsmåde til fremstilling af en adipatester eller adipatthioester, omfattende at omdanne en 2,3-dehydroadipatester eller 2,3-dehydroadipatthioester til adipatesteren eller -thioesteren i tilstedeværelsen afen biokatalysator.
2. Fremgangsmåde ifølge krav 1, hvor biokatalysatoren omfatter et enzym i stand til at katalysere reduktionen afen kulstof-kulstof dobbeltbinding afen 2,3-enoat-del eller en 2-enoyl-del.
3. Fremgangsmåde ifølge krav 2, hvor biokatalysatoren omfatter et enzym valgt fra gruppen af oxidoreduktaser virkende på HC-CH-gruppen af donorer (EC 1.3.1. eller 1.3.99).
4. Fremgangsmåde ifølge krav 3, hvor oxidoreduktasen vælges fra gruppen af enoyl-CoA reduktaser (EC 1.3.1.8), enoyl-CoA reduktaser (EC 1.3.1.38), enoyl-CoA reduktaser (EC 1.3.1.44), enoyl-[acyl-bærer-protein] reduktaser (EC 1.3.1.9), enoyl-[acyl-bærer-protein] reduktaser (EC 1.3.1.10), enoyl-[acyl-bærer-protein] reduktaser (EC 1.3.1.39), butyryl-CoA dehydrogenaser (EC .1.3.99.2), acyl-CoA dehydrogenaser (1.3.99.3) og langkæde-acyl-CoA dehydrogenaser (EC 1.3.99.13).
5. Fremgangsmåde ifølge et hvilket som helst af de foregående krav, hvor biokatalysatoren omfatter et enzym, hvilket enzym omfatter en aminosyresekvens valgt fra gruppen af aminosyresekvenser repræsenteret af en hvilken som helst af SEQ ID NOs: 42-67, 94, 96, 98, 100, 102, 103, 105, 106, 107, 109, 111, 113, 115, 116 og homologer deraf med mindst 70 % sekvensidentitet.
6. Fremgangsmåde ifølge et hvilket som helst af de foregående krav, hvor 2,3-dehydroadipatester eller 2,3-dehydroadipatthioester fremstilles ved at omdanne en 3-hydroxyadipatester eller 3-hydroxyadipatthioester.
7. Fremgangsmåde ifølge krav 6, hvor 3-hydroxyadipatesteren eller -thioesteren biokatalytisk omdannes i tilstedeværelsen af en biokatalysator i stand til at katalysere dehydreringen afen 3-hydroxyacylester eller 3-hydroxyacylthioester til en 2-enoylester eller -thioester.
8. Fremgangsmåde ifølge krav 7, hvor biokatalysatoren omfatter et enzym valgt fra gruppen af hydrolyaser (E.C. 4.2.1).
9. Fremgangsmåde ifølge krav 8, hvor hydrolyasen vælges fra gruppen af enoyl-CoA hydrataser (EC 4.2.1.17), 3-hydroxybutyryl-CoA dehydrataser (EC 4.21:55) og langkæde-enoyl-CoA hydrataser (EC 4.2.1.74).
10. Fremgangsmåde ifølge et hvilket som helst af kravene 6, 7, 8 eller 9, hvor 3-hydroxyadipatesteren eller -thioesteren fremstilles ved at omdanne en 3-oxoadipatester eller 3-oxoadipatthioester.
11. Fremgangsmåde ifølge krav 10, omfattende at biokatalytisk omdanne 3-oxoadipatesteren eller 3-oxoadipatthioesteren, i tilstedeværelsen af en biokatalysator.
12. Fremgangsmåde ifølge krav 11, hvor biokatalysatoren er i stand til at katalysere reduktionen afen carbonylgruppe til en alkoholgruppe eller i stand til at katalysere reduktionen afen 3-oxoacylester eller 3-oxoacylthioester til den tilsvarende 3-hydroxyacylester eller -thioester, valgt fra gruppen af dehydrogenaser (E.C. 1.1.1).
13. Fremgangsmåde ifølge krav 12, hvor dehydrogenasen vælges fra gruppen af 3-hydroxyacyl-CoA dehydrogenaser (EC 1.1.1.35), 3-hydroxyacyl-CoA dehydrogenaser (EC 1.1.1.36), 3-hydroxybutanoyl-CoA dehydrogenaser (EC 1.1.1.157), 3-hydroxypimeloyl-CoA dehydrogenaser (EC 1.1.1.259) og langkæde-3-hydroxyacyl-CoA dehydrogenaser (EC 1.1.1.211).
14. Fremgangsmåde ifølge et hvilket som helst af kravene 10, 11, 12 eller 13, hvor 3-oxoadipatesteren eller 3-oxoadipatthioesteren fremstilles ved at reagere en succinatester eller succinatthioester med en acetatester eller acetatthioester.
15. Fremgangsmåde ifølge krav 14, omfattende biokatalytisk at reagere en succinatester eller -thioester med en acetatester eller -thioester, i tilstedeværelsen afen biokatalysator.
16. Fremgangsmåde ifølge krav 15, hvor biokatalysatoren omfatter et enzym i stand til acetyl-gruppe overførsel valgt fra gruppen af acyltransferaser (E.C. 2.3.1).
17. Fremgangsmåde ifølge krav 16, hvor acyltransferasen vælges fra gruppen af acetyl-CoA:acetyl-CoA C-acetyltransferaser (EC 2.3.1.9), acylCoA:acetyl-CoA C-acyltransferaser (EC 2.3.1.16) og succinyl-CoA:acetylCoA C-succinyltransferaser (EC 2.3.1.174).
18. Fremgangsmåde ifølge krav 17, hvor acyltransferasen omfatter en aminosyresekvens som identificeret i et hvilket som helst af SEQ ID NOs: 1-13, eller en homolog deraf med mindst 70 % sekvensidentitet.
19. Fremgangsmåde ifølge et hvilket som helst af de foregående krav, hvor en hvilken som helst af esterne vælges fra gruppen af biologiske aktiveringsgrupper.
20. Fremgangsmåde ifølge krav 19, hvor en hvilken som helst af esterne vælges fra gruppen af coenzym A, phospho-pantethein, der kan være bundet til et acyl-eller peptidyl-bærerprotein, N-acetyl-cysteamin, methyl-thio-glycolat, methyl-mercapto-propionat, ethyl-mercapto-propionat, methyl-mercapto-butyrat og mercaptopropionat.
21. Fremgangsmåde til fremstilling af adipinsyre omfattende at fremstille adipatester eller adipatthioester i en fremgangsmåde ifølge et hvilket som helst af de foregående krav og at hydrolysere adipatesteren eller adipatthioesteren.
22. Fremgangsmåde ifølge krav 21, hvor hydrolysen katalyseres afen biokatalysator.
23. Fremgangsmåde ifølge krav 22, hvor biokatalysatoren omfatter et enzym valgt fra gruppen af hydrolaser (EC 3.1.2).
24. Fremgangsmåde til fremstilling af adipinsyre, omfattende at fremstille adipatester eller adipatthioester i en fremgangsmåde ifølge et hvilket som helst af kravene 1-20 og at overføre aktiveringsgruppen af adipatesteren eller adipatthioesteren, hvor overførslen af aktiveringsgruppen katalyseres af en biokatalysator.
25. Fremgangsmåde ifølge krav 24, hvor biokatalysatoren omfatter et enzym, der katalyserer overførslen af svovl-indeholdende grupper (EC 2.8).
26. Fremgangsmåde ifølge krav 25, hvor enzymet vælges fra gruppen af CoA transferaser (EC 2.8.3).
27. Fremgangsmåde til fremstilling af 5-formylpentanoat omfattende at fremstille adipatester eller adipatthioester i en fremgangsmåde ifølge et hvilket som helst af kravene 1-20 eller at fremstille adipinsyre i en fremgangsmåde ifølge krav 21, 22, 23, 24, 25 eller 26 og at omdanne adipatesteren, adipatthioesteren eller adipinsyren til 5-formylpentanoat.
28. Fremgangsmåde ifølge krav 27, hvor omdannelsen til 5-formylpentanoat katalyseres af en biokatalysator.
29. Fremgangsmåde ifølge krav 28, hvor biokatalysatoren omfatter et enzym valgt fra gruppen af oxidoreduktaser (EC 1.2.1).
30. Fremgangsmåde ifølge krav 29, hvor oxidoreduktasen vælges fra gruppen af aldehyd-dehydrogenaser (EC 1.2.1.3), aldehyd-dehydrogenaser (EC 1.2.1.4), aldehyd-dehydrogenaser (EC 1.2.1.5), malonat-semialdehyd-dehydrogenaser (EC 1.2.1.15), succinat-semialdehyd-dehydrogenaser (EC 1.2.1.16), succinat-semialdehyd-dehydrogenaser (EC 1.2.1.24), glutarat-semialdehyd-dehydrogenaser (EC 1.2.1.20), aminoadipat-semialdehyd-dehydrogenaser (EC 1.2.1.31), adipat-semialdehyd-dehydrogenaser (EC 1.2.1.63), aldehyd-dehydrogenaser (acetylerende) (EC 1.2.1.10), fedtacyl-CoA reduktaser (EC 1.2.1.42), langkæde-fedtacyl-CoA reduktaser (EC 1.2.1.50), butanal-dehydrogenaser (EC 1.2.1.57) og succinat semialdehyd-dehydrogenaser (acetylerende).
31. Fremgangsmåde til fremstilling af 6-aminocapronsyre, omfattende at fremstille 5-formylpentanoat i en fremgangsmåde ifølge krav 27, 28, 29 eller 30 og at omdanne 5-formylpentanoatet til 6-aminocapronsyre.
32. Fremgangsmåde ifølge krav 31, hvor omdannelsen katalyseres afen biokatalysator.
33. Fremgangsmåde ifølge krav 32, hvor biokatalysatoren er i stand til at katalysere en transaminering og/eller en reduktiv aminering.
34. Fremgangsmåde ifølge krav 33, hvor biokatalysatoren omfatter et enzym valgt fra gruppen af aminotransferaser (EC 2.6.1) og aminosyre-dehydrogenaser (EC 1.4.1).
35. Fremgangsmåde ifølge krav 34, hvor enzymet vælges fra gruppen af β-aminoisobutyrat:a-ketoglutarat-aminotransferaser, β-alanin-aminotransferaser, aspartat-aminotransferaser, 4-amino-butyrat-aminotransferaser (EC 2.6.1.19), L-lysin-6-aminotransferaser (EC 2.6.1.36), 2-aminoadipat-aminotransferaser (EC 2.6.1.39), 5-aminovalerat-aminotransferaser (EC 2.6.1.48), 2-aminohexanoat-aminotransferaser (EC 2.6.1.67), lysimpyruvat 6-aminotransferaser (EC 2.6.1.71), og lysin-6-dehydrogenaser (EC 1.4.1.18).
36. Fremgangsmåde ifølge kravene 31, 32, 33, 34 eller 35, hvor en aminotransferase anvendes omfattende en aminosyresekvens i henhold til SEQ ID NOs: 82, 83, 84, 134, 136, 138 eller en homolog afen hvilken som helst af disse sekvenser med mindst 70 % sekvensidentitet.
37. Fremgangsmåde til fremstilling af caprolactam, omfattende at fremstille 6-aminocapronsyre i en fremgangsmåde ifølge et hvilket som helst af kravene 31-36, og at cyklisere 6-aminocapronsyren, for derved at danne caprolactam.
38. Fremgangsmåde ifølge et hvilket som helst af kravene 1-37, omfattende at bringe celler omfattende biokatalysatoren i kontakt med en fermenterbar kulstofkilde, hvor kulstofkilden indeholder en hvilken som helst af forbindelserne, der skal omdannes til forbindelsen, der skal fremstilles eller hvor cellerne præparerer forbindelsen til at blive omdannet til forbindelsen, der skal fremstilles fra kulstofkilden.
39. Fremgangsmåde ifølge krav 21, 22, 23, 24, 25 eller 26, omfattende at fremstille adipinsyre fra ravsyre eller en ester eller thioester af ravsyre deraf, via en flerhed af reaktioner, hvor mindst en af reaktionerne katalyseres af en biokatalysator. P63401DK01
40. Fremgangsmåde ifølge krav 39, omfattende (1) at tilvejebringe en succinatester eller -thioester og at reagere esteren eller thioesteren med en acetatester eller -thioester, for derved at danne en 3-oxoadipatester eller -thioester; (2) at hydrogenere 3-oxogruppen af 3-oxoadipatesteren eller -thioesteren for derved at danne en 3-hydroxyadipatester eller -thioester; (3) at dehydrere 3-hydroxyadipatesteren eller -thioesteren for derved at danne en 2,3-dehydroadipatester eller -thioester; (4) at hydrogenere C-C dobbeltbindingen af 2,3-dehydroadipatesteren eller -thioesteren, for derved at danne en adipatester eller -thioester; og (5) at hydrolysere esterbindingen eller thioesterbindingen, for derved at danne adipinsyre.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08152595 | 2008-03-11 | ||
| PCT/NL2009/050115 WO2009113853A2 (en) | 2008-03-11 | 2009-03-11 | Adipate (ester or thioester) synthesis |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2252698T3 true DK2252698T3 (da) | 2018-01-22 |
Family
ID=39771877
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK09720217.0T DK2252698T3 (da) | 2008-03-11 | 2009-03-11 | Adipatester- eller -thioester-syntese |
Country Status (18)
| Country | Link |
|---|---|
| US (5) | US9096873B2 (da) |
| EP (2) | EP2252698B1 (da) |
| JP (1) | JP2011512868A (da) |
| CN (3) | CN102027125B (da) |
| AU (1) | AU2009224087B2 (da) |
| BR (1) | BRPI0908946A2 (da) |
| DK (1) | DK2252698T3 (da) |
| EA (1) | EA018381B1 (da) |
| ES (1) | ES2655710T3 (da) |
| HU (1) | HUE037878T2 (da) |
| LT (1) | LT2252698T (da) |
| MY (1) | MY177321A (da) |
| NO (1) | NO2252698T3 (da) |
| PL (1) | PL2252698T3 (da) |
| SI (1) | SI2252698T1 (da) |
| TW (2) | TWI567201B (da) |
| UA (1) | UA106040C2 (da) |
| WO (1) | WO2009113853A2 (da) |
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| HUE035611T2 (en) * | 2008-03-27 | 2018-05-28 | Genomatica Inc | Microorganisms suitable for the production of adipic acid and other compounds |
| RU2496880C2 (ru) | 2008-12-12 | 2013-10-27 | СЕЛЕКСИОН, ЭлЭлСи | Биологический синтез дифункциональных алканов из альфа-кетокислот |
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| US8404465B2 (en) | 2009-03-11 | 2013-03-26 | Celexion, Llc | Biological synthesis of 6-aminocaproic acid from carbohydrate feedstocks |
| LT2424975T (lt) | 2009-04-30 | 2016-10-25 | Genomatica, Inc. | Organizmai, skirti 1,3-butandiolio gamybai |
| AU2010242849A1 (en) | 2009-04-30 | 2011-11-24 | Genomatica, Inc. | Organisms for the production of isopropanol, n-butanol, and isobutanol |
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