HUP0104772A2 - Construction of production strains for producing substituted phenols by specifically inactivating genes of the eugenol and ferulic acid catabolism - Google Patents
Construction of production strains for producing substituted phenols by specifically inactivating genes of the eugenol and ferulic acid catabolismInfo
- Publication number
- HUP0104772A2 HUP0104772A2 HU0104772A HUP0104772A HUP0104772A2 HU P0104772 A2 HUP0104772 A2 HU P0104772A2 HU 0104772 A HU0104772 A HU 0104772A HU P0104772 A HUP0104772 A HU P0104772A HU P0104772 A2 HUP0104772 A2 HU P0104772A2
- Authority
- HU
- Hungary
- Prior art keywords
- ferulic acid
- eugenol
- construction
- dehydrogenases
- substituted phenols
- Prior art date
Links
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 title abstract 4
- KSEBMYQBYZTDHS-HWKANZROSA-M (E)-Ferulic acid Natural products COC1=CC(\C=C\C([O-])=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-M 0.000 title abstract 3
- KSEBMYQBYZTDHS-HWKANZROSA-N ferulic acid Chemical compound COC1=CC(\C=C\C(O)=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-N 0.000 title abstract 3
- 235000001785 ferulic acid Nutrition 0.000 title abstract 3
- 229940114124 ferulic acid Drugs 0.000 title abstract 3
- KSEBMYQBYZTDHS-UHFFFAOYSA-N ferulic acid Natural products COC1=CC(C=CC(O)=O)=CC=C1O KSEBMYQBYZTDHS-UHFFFAOYSA-N 0.000 title abstract 3
- 108090000623 proteins and genes Proteins 0.000 title abstract 3
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 title abstract 3
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 title abstract 2
- 239000005770 Eugenol Substances 0.000 title abstract 2
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 title abstract 2
- 230000015556 catabolic process Effects 0.000 title abstract 2
- 229960002217 eugenol Drugs 0.000 title abstract 2
- 238000010276 construction Methods 0.000 title 1
- 230000000415 inactivating effect Effects 0.000 title 1
- 150000002989 phenols Chemical class 0.000 title 1
- JMFRWRFFLBVWSI-NSCUHMNNSA-N coniferol Chemical compound COC1=CC(\C=C\CO)=CC=C1O JMFRWRFFLBVWSI-NSCUHMNNSA-N 0.000 abstract 2
- YQUVCSBJEUQKSH-UHFFFAOYSA-N protochatechuic acid Natural products OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 abstract 2
- WKOLLVMJNQIZCI-UHFFFAOYSA-N vanillic acid Chemical compound COC1=CC(C(O)=O)=CC=C1O WKOLLVMJNQIZCI-UHFFFAOYSA-N 0.000 abstract 2
- TUUBOHWZSQXCSW-UHFFFAOYSA-N vanillic acid Natural products COC1=CC(O)=CC(C(O)=O)=C1 TUUBOHWZSQXCSW-UHFFFAOYSA-N 0.000 abstract 2
- 108010024679 Coniferyl-alcohol dehydrogenase Proteins 0.000 abstract 1
- 108010000798 Coniferyl-aldehyde dehydrogenase Proteins 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 101000615488 Homo sapiens Methyl-CpG-binding domain protein 2 Proteins 0.000 abstract 1
- 102100021299 Methyl-CpG-binding domain protein 2 Human genes 0.000 abstract 1
- 108010044234 Vanillin dehydrogenase Proteins 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 101150010487 are gene Proteins 0.000 abstract 1
- 238000013452 biotechnological production Methods 0.000 abstract 1
- 229940119526 coniferyl alcohol Drugs 0.000 abstract 1
- DKZBBWMURDFHNE-NSCUHMNNSA-N coniferyl aldehyde Chemical compound COC1=CC(\C=C\C=O)=CC=C1O DKZBBWMURDFHNE-NSCUHMNNSA-N 0.000 abstract 1
- 108010034826 feruloyl-coenzyme A synthetase Proteins 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- DKZBBWMURDFHNE-UHFFFAOYSA-N trans-coniferylaldehyde Natural products COC1=CC(C=CC=O)=CC=C1O DKZBBWMURDFHNE-UHFFFAOYSA-N 0.000 abstract 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 abstract 1
- 235000012141 vanillin Nutrition 0.000 abstract 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 abstract 1
- 239000013598 vector Substances 0.000 abstract 1
Classifications
-
- 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
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
-
- 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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0071—Oxidoreductases (1.) acting on paired donors with incorporation of molecular oxygen (1.14)
- C12N9/0083—Miscellaneous (1.14.99)
-
- 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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
-
- 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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
-
- 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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
- C12N9/1025—Acyltransferases (2.3)
- C12N9/1029—Acyltransferases (2.3) transferring groups other than amino-acyl groups (2.3.1)
-
- 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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/88—Lyases (4.)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y203/00—Acyltransferases (2.3)
- C12Y203/01—Acyltransferases (2.3) transferring groups other than amino-acyl groups (2.3.1)
- C12Y203/01016—Acetyl-CoA C-acyltransferase (2.3.1.16)
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Virology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Enzymes And Modification Thereof (AREA)
Abstract
A találmány tárgyát képezi transzformált és/vagy mutáns egysejtű vagytöbbsejtű organizmus, amelyben az eugenol- és/vagyferulsavkatabolizmusban részt vevő enzimek inaktiváltak, és amelybenígy koniferil-alkohol, koniferilaldehid, ferulsav, vanillin és/vagyvanillinsav akkumulálódnak. Előnyösen az organizmusban egy vagy több,koniferil-alkohol-dehidrogenázokat, koniferilaldehid-dehidrogenázokat,feruloil-CoA-szintetázokat, enoil-CoA-hidratáz-aldolázokat, b-ketotiolázokat, vanillin-dehidrogenázokat vagy vanillinsav-demetilázokat kódoló gén van megváltoztatva és/vagy inaktiválva. Atalálmány tárgyát képezik a megváltoztatott géneket tartalmazógénstruktúrák, vektorok és transzformált organizmusok, ezekalkalmazásai, valamint eljárások szerves vegyületek, előnyösenalkoholok, aldehidek és szerves savak biotechnológiai előállítására atalálmány szerinti organizmusokkal. ÓThe subject of the invention is a transformed and/or mutant unicellular or multicellular organism in which the enzymes involved in eugenol and/or ferulic acid catabolism are inactivated and in which coniferyl alcohol, coniferylaldehyde, ferulic acid, vanillin and/or vanillic acid accumulate. Preferably, one or more genes encoding coniferyl alcohol dehydrogenases, coniferyl aldehyde dehydrogenases, feruloyl-CoA synthetases, enoyl-CoA hydratase-aldolases, b-ketothiolases, vanillin dehydrogenases or vanillic acid demethylases are altered and/or inactivated in the organism. . The subject of the invention are gene structures, vectors and transformed organisms containing changed genes, their applications, and methods for the biotechnological production of organic compounds, preferably alcohols, aldehydes and organic acids, with the organisms according to the invention. HE
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19850242A DE19850242A1 (en) | 1998-10-31 | 1998-10-31 | Construction of production strains for the production of substituted phenols by targeted inactivation of genes of eugenol and ferulic acid catabolism |
PCT/EP1999/007952 WO2000026355A2 (en) | 1998-10-31 | 1999-10-20 | Construction of production strains for producing substituted phenols by specifically inactivating genes of the eugenol and ferulic acid catabolism |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP0104772A2 true HUP0104772A2 (en) | 2002-03-28 |
HUP0104772A3 HUP0104772A3 (en) | 2003-10-28 |
Family
ID=7886266
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0104772A HUP0104772A3 (en) | 1998-10-31 | 1999-10-20 | Construction of production strains for producing substituted phenols by specifically inactivating genes of the eugenol and ferulic acid catabolism |
Country Status (14)
Country | Link |
---|---|
EP (1) | EP1124947A2 (en) |
JP (1) | JP2003533166A (en) |
KR (1) | KR20020022045A (en) |
CN (1) | CN1325444A (en) |
AU (1) | AU761093B2 (en) |
BR (1) | BR9914930A (en) |
CA (1) | CA2348962A1 (en) |
DE (1) | DE19850242A1 (en) |
HK (1) | HK1041902A1 (en) |
HU (1) | HUP0104772A3 (en) |
IL (1) | IL142272A0 (en) |
PL (1) | PL348647A1 (en) |
SK (1) | SK5742001A3 (en) |
WO (1) | WO2000026355A2 (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100830691B1 (en) * | 2006-11-21 | 2008-05-20 | 광주과학기술원 | Novel bacterium able to biotransform isoeugenol and eugenol to natural vanillin or vanillic acid |
EP2721148B1 (en) | 2011-06-17 | 2018-09-12 | Symrise AG | Microorganisms and methods for producing substituted phenols |
MX358737B (en) | 2013-07-22 | 2018-09-03 | Basf Se | Genetic engineering of pseudomonas putida kt2440 for rapid and high yield production of vanillin from ferulic acid. |
CN103805640B (en) * | 2014-01-26 | 2016-04-06 | 东华大学 | A kind of method utilizing bacterial oxidation pine uncle aldehyde to prepare forulic acid |
EP3000888B1 (en) * | 2014-09-29 | 2018-12-05 | Symrise AG | Process for converting ferulic acid into vanillin |
FR3041655B1 (en) * | 2015-09-29 | 2017-11-24 | Lesaffre & Cie | NEW BACTERIAL STRAINS FOR VANILLIN PRODUCTION |
CN111019995B (en) | 2019-12-31 | 2021-04-27 | 厦门欧米克生物科技有限公司 | Method for producing vanillin by fermentation with eugenol as substrate |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05227980A (en) * | 1992-02-21 | 1993-09-07 | Takasago Internatl Corp | Production of vanillin and its related compound by fermentation |
DE4227076A1 (en) * | 1992-08-17 | 1994-02-24 | Haarmann & Reimer Gmbh | Process for the preparation of substituted methoxyphenols and microorganisms suitable therefor |
GB9606187D0 (en) * | 1996-03-23 | 1996-05-29 | Inst Of Food Research | Production of vanillin |
DE19649655A1 (en) * | 1996-11-29 | 1998-06-04 | Haarmann & Reimer Gmbh | Synthetic enzymes for the production of coniferyl alcohol, coniferyl aldehyde, ferulic acid, vanillin and vanillic acid and their use |
-
1998
- 1998-10-31 DE DE19850242A patent/DE19850242A1/en not_active Withdrawn
-
1999
- 1999-10-20 WO PCT/EP1999/007952 patent/WO2000026355A2/en not_active Application Discontinuation
- 1999-10-20 HU HU0104772A patent/HUP0104772A3/en unknown
- 1999-10-20 SK SK574-2001A patent/SK5742001A3/en unknown
- 1999-10-20 IL IL14227299A patent/IL142272A0/en unknown
- 1999-10-20 CA CA002348962A patent/CA2348962A1/en not_active Abandoned
- 1999-10-20 EP EP99953892A patent/EP1124947A2/en not_active Withdrawn
- 1999-10-20 KR KR1020017005493A patent/KR20020022045A/en not_active Application Discontinuation
- 1999-10-20 PL PL99348647A patent/PL348647A1/en not_active Application Discontinuation
- 1999-10-20 AU AU10413/00A patent/AU761093B2/en not_active Ceased
- 1999-10-20 BR BR9914930-3A patent/BR9914930A/en not_active IP Right Cessation
- 1999-10-20 JP JP2000579727A patent/JP2003533166A/en active Pending
- 1999-10-20 CN CN99812907A patent/CN1325444A/en active Pending
-
2002
- 2002-05-21 HK HK02103793.1A patent/HK1041902A1/en unknown
Also Published As
Publication number | Publication date |
---|---|
AU761093B2 (en) | 2003-05-29 |
HK1041902A1 (en) | 2002-07-26 |
EP1124947A2 (en) | 2001-08-22 |
SK5742001A3 (en) | 2001-12-03 |
DE19850242A1 (en) | 2000-05-04 |
KR20020022045A (en) | 2002-03-23 |
WO2000026355A3 (en) | 2000-11-09 |
JP2003533166A (en) | 2003-11-11 |
HUP0104772A3 (en) | 2003-10-28 |
WO2000026355A2 (en) | 2000-05-11 |
CA2348962A1 (en) | 2000-05-11 |
BR9914930A (en) | 2001-07-10 |
IL142272A0 (en) | 2002-03-10 |
CN1325444A (en) | 2001-12-05 |
PL348647A1 (en) | 2002-06-03 |
AU1041300A (en) | 2000-05-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE69938105D1 (en) | PREPARATION OF POLYHYDROXYALKANOATES FROM POLYOLES | |
Jaeger et al. | Enantioselective biocatalysis optimized by directed evolution | |
Xu et al. | Microbial transformation of propenylbenzenes for natural flavour production | |
Ward et al. | Enzymatic asymmetric synthesis by decarboxylases | |
Schroer et al. | Continuous asymmetric ketone reduction processes with recombinant Escherichia coli | |
JP2002522043A5 (en) | ||
RU2006129295A (en) | EVOLUTIONARY MICRO-ORGANISMS FOR PRODUCING 1,2-PROPANDIOL | |
Völker et al. | Functional expression, purification, and characterization of the recombinant Baeyer-Villiger monooxygenase MekA from Pseudomonas veronii MEK700 | |
Mthethwa et al. | Fungal BVMOs as alternatives to cyclohexanone monooxygenase | |
HUP0104772A2 (en) | Construction of production strains for producing substituted phenols by specifically inactivating genes of the eugenol and ferulic acid catabolism | |
WO2007099230A3 (en) | Expression system for yeast for the production of aromatic molecules | |
de Gonzalo et al. | Multienzymatic processes involving Baeyer–Villiger monooxygenases | |
Ménil et al. | Tuning of the enzyme ratio in a neutral redox convergent cascade: A key approach for an efficient one‐pot/two‐step biocatalytic whole‐cell system | |
Magomedova et al. | Characterization of two novel alcohol short-chain dehydrogenases/reductases from Ralstonia eutropha H16 capable of stereoselective conversion of bulky substrates | |
Furukawa et al. | Conversion of isoeugenol into vanillic acid byPseudomonas putida I58 cells exhibiting high isoeugenol-degrading activity | |
HUP9904446A2 (en) | Process for fermentative production of d-pantotenic acid with enterobacteriaceae | |
Rehdorf et al. | Kinetic resolution of aliphatic acyclic β-hydroxyketones by recombinant whole-cell Baeyer–Villiger monooxygenases—formation of enantiocomplementary regioisomeric esters | |
Jin et al. | Piperonal synthase from black pepper (Piper nigrum) synthesizes a phenolic aroma compound, piperonal, as a CoA-independent catalysis | |
Nie et al. | A novel NADH‐dependent carbonyl reductase with unusual stereoselectivity for (R)‐specific reduction from an (S)‐1‐phenyl‐1, 2‐ethanediol‐producing micro‐organism: purification and characterization | |
Andrade et al. | Evaluation of acetophenone monooxygenase and alcohol dehydrogenase activities in different fungal strains by biotransformation of acetophenone derivatives | |
JP2007300809A (en) | Method for producing shikimic acid | |
CN106957827B (en) | Biological catalysis system for oxidizing phenolic compounds and application thereof | |
Shimizu et al. | Chiral alcohol synthesis with microbial carbonyl reductases in a water‐organic solvent two‐phase system | |
Bulut et al. | Screening, Molecular Cloning, and Biochemical Characterization of an Alcohol Dehydrogenase from Pichia pastoris Useful for the Kinetic Resolution of a Racemic β‐Hydroxy‐β‐trifluoromethyl Ketone | |
KR101694582B1 (en) | A novel formaldehyde dehydrogenase and a method for formaldehyde production using the same |