US20110118433A1 - Candida tropicalis cells and use thereof - Google Patents

Candida tropicalis cells and use thereof Download PDF

Info

Publication number
US20110118433A1
US20110118433A1 US12/943,145 US94314510A US2011118433A1 US 20110118433 A1 US20110118433 A1 US 20110118433A1 US 94314510 A US94314510 A US 94314510A US 2011118433 A1 US2011118433 A1 US 2011118433A1
Authority
US
United States
Prior art keywords
seq
candida tropicalis
cell
hydroxycarboxylic acid
gene
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.)
Abandoned
Application number
US12/943,145
Other languages
English (en)
Inventor
Markus Pötter
Hans-Georg Hennemann
Steffen Schaffer
Thomas Haas
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Evonik Operations GmbH
Original Assignee
Evonik Degussa GmbH
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Evonik Degussa GmbH filed Critical Evonik Degussa GmbH
Assigned to EVONIK DEGUSSA GMBH reassignment EVONIK DEGUSSA GMBH ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: HAAS, THOMAS, SCHAFFER, STEFFEN, HENNEMANN, HANS-GEORG, POETTER, MARKUS
Publication of US20110118433A1 publication Critical patent/US20110118433A1/en
Priority to US13/764,996 priority Critical patent/US8999684B2/en
Priority to US14/609,714 priority patent/US9150890B2/en
Abandoned legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • C12N1/14—Fungi; Culture media therefor
    • C12N1/16—Yeasts; Culture media therefor
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
    • C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/39—Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester
    • C07C67/42—Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester by oxidation of secondary alcohols or ketones
    • 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.)
    • C12N9/0012—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7)
    • C12N9/0036—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on NADH or NADPH (1.6)
    • C12N9/0038—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on NADH or NADPH (1.6) with a heme protein as acceptor (1.6.2)
    • C12N9/004—Cytochrome-b5 reductase (1.6.2.2)
    • 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.)
    • C12N9/0012—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7)
    • C12N9/0036—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on NADH or NADPH (1.6)
    • C12N9/0038—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on NADH or NADPH (1.6) with a heme protein as acceptor (1.6.2)
    • C12N9/0042—NADPH-cytochrome P450 reductase (1.6.2.4)
    • 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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/04—Alpha- or beta- amino acids
    • 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
    • C12P7/42—Hydroxy-carboxylic acids
    • 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
    • C12P7/625—Polyesters of hydroxy carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y101/00—Oxidoreductases acting on the CH-OH group of donors (1.1)
    • C12Y101/01—Oxidoreductases acting on the CH-OH group of donors (1.1) with NAD+ or NADP+ as acceptor (1.1.1)
    • C12Y101/01001—Alcohol dehydrogenase (1.1.1.1)

Definitions

  • the invention relates to genetically engineered Candida tropicalis cells, use thereof and a method of production of ⁇ -hydroxycarboxylic acids and ⁇ -hydroxycarboxylic acid esters.
  • Candida tropicalis Owing to its ability to form dicarboxylic acids from alkanes, Candida tropicalis is a well-characterized ascomycete.
  • WO91/006660 describes Candida tropicalis cells that are completely inhibited in ⁇ -oxidation through interruption of the POX4 and/or POX5 genes, and achieve increased yields of ⁇ , ⁇ -dicarboxylic acids.
  • WO00/020566 describes cytochrome P450 monooxygenases and NADPH cytochrome P450 oxidoreductases from Candida tropicalis and use thereof for influencing ⁇ -hydroxylation, the first step in ⁇ -oxidation.
  • WO03/089610 describes enzymes from Candida tropicalis which catalyse the second step of ⁇ -oxidation, the conversion of a fatty alcohol to an aldehyde, and use thereof for improved production of dicarboxylic acids.
  • ⁇ -Hydroxycarboxylic acids and their esters are economically important compounds as precursors of polymers, and this forms the basis of the commercial usability of the present invention.
  • the task of the invention was to find a way of preparing ⁇ -hydroxycarboxylic acids or ⁇ -hydroxycarboxylic acid esters by fermentation in sufficient amounts, in particular in the medium surrounding the cells.
  • the object of the present invention is therefore a cell as described in claim 1 .
  • Another object of the invention is the use of the cell according to the invention and a method of production of ⁇ -hydroxycarboxylic acids and ⁇ -hydroxycarboxylic acid esters using the cells according to the invention.
  • Advantages of the invention are the gentle conversion of the educt used to the ⁇ -hydroxycarboxylic acids and corresponding esters and a high specificity of the method and an associated high yield based on the educt used.
  • One object of the present invention is a Candida tropicalis cell, in particular one from the strain ATCC 20336, which is characterized in that the cell has, compared with its wild type, a reduced activity of at least one of the enzymes that are encoded by the intron-free nucleic acid sequences selected from the two group comprising
  • Seq ID No. 1 Seq ID No. 3, Seq ID No. 5, Seq ID No. 7, Seq ID No. 9, Seq ID No. 11, Seq ID No. 13, Seq ID No. 15, Seq ID No. 17, Seq ID No. 19, Seq ID No. 21, Seq ID No. 23, Seq ID No. 25, Seq ID No. 27, Seq ID No. 29, Seq ID No. 31, Seq ID No. 33, Seq ID No. 35, Seq ID No. 37, Seq ID No. 39, Seq ID No. 41, Seq ID No. 43, Seq ID No. 45, Seq ID No. 47, Seq ID No. 49, Seq ID No. 51, Seq ID No. 53, Seq ID No. 55, Seq ID No.
  • Seq ID No. 59 Seq ID No. 61, Seq ID No. 63, Seq ID No. 65 and Seq ID No. 67; in particular Seq ID No. 1, Seq ID No. 3, Seq ID No. 5, Seq ID No. 7, Seq ID No. 9, Seq ID No. 11, Seq ID No. 13, Seq ID No. 15, Seq ID No. 17, Seq ID No. 19, Seq ID No. 21, Seq ID No. 23, Seq ID No. 25, Seq ID No. 27, Seq ID No. 29, Seq ID No. 31, Seq ID No. 33, Seq ID No. 35, Seq ID No. 37, Seq ID No. 39, Seq ID No. 41, Seq ID No. 43, Seq ID No.
  • Seq ID No. 47, Seq ID No. 49 and Seq ID No. 51 are quite especially Seq ID No. 1, Seq ID No. 3, Seq ID No. 5, Seq ID No. 7, Seq ID No. 9, Seq ID No. 11, Seq ID No. 13, Seq ID No. 15, Seq ID No. 17, Seq ID No. 19, Seq ID No. 21, Seq ID No. 23, Seq ID No. 25 and Seq ID No. 27, B) a sequence that is identical to at least 80%, especially preferably to at least 90%, even more preferably to at least 95% and most preferably to at least 99% to one of the sequences Seq ID No. 1, Seq ID No. 3, Seq ID No. 5, Seq ID No. 7, Seq ID No. 9, Seq ID No.
  • Seq ID No. 11 Seq ID No. 13, Seq ID No. 15, Seq ID No. 17, Seq ID No. 19, Seq ID No. 21, Seq ID No. 23, Seq ID No. 25, Seq ID No. 27, Seq ID No. 29, Seq ID No. 31, Seq ID No. 33, Seq ID No. 35, Seq ID No. 37, Seq ID No. 39, Seq ID No. 41, Seq ID No. 43, Seq ID No. 45, Seq ID No. 47, Seq ID No. 49, Seq ID No. 51, Seq ID No. 53, Seq ID No. 55, Seq ID No. 57, Seq ID No. 59, Seq ID No. 61, Seq ID No. 63, Seq ID No. 65 and Seq ID No.
  • Seq ID No. 67 in particular to Seq ID No. 1, Seq ID No. 3, Seq ID No. 5, Seq ID No. 7, Seq ID No. 9, Seq ID No. 11, Seq ID No. 13, Seq ID No. 15, Seq ID No. 17, Seq ID No. 19, Seq ID No. 21, Seq ID No. 23, Seq ID No. 25, Seq ID No. 27, Seq ID No. 29, Seq ID No. 31, Seq ID No. 33, Seq ID No. 35, Seq ID No. 37, Seq ID No. 39, Seq ID No. 41, Seq ID No. 43, Seq ID No. 45, Seq ID No. 47, Seq ID No. 49 and Seq ID No. 51; quite especially to Seq ID No. 1, Seq ID No. 3, Seq ID No.
  • Seq ID No. 7 Seq ID No. 9, Seq ID No. 11, Seq ID No. 13, Seq ID No. 15, Seq ID No. 17, Seq ID No. 19, Seq ID No. 21, Seq ID No. 23, Seq ID No. 25 and Seq ID No. 27.
  • nucleic acid sequence group that is preferred according to the invention is group A).
  • a “wild type” of a cell preferably means, in connection with the present invention, the starting strain from which the cell according to the invention was derived by manipulation of the elements (for example the genes comprising the aforesaid nucleic acid sequences coding for a corresponding enzyme or the promoters contained in the corresponding gene, which are linked functionally with the aforesaid nucleic acid sequences), which influence the activities of the enzymes encoded by the stated nucleic acid Seq ID No. If for example the activity of the enzyme encoded by Seq ID No. 1 in the strain ATCC 20336 is reduced by interruption of the corresponding gene, then the strain ATCC 20336 that is unchanged and was used for the corresponding manipulation is to be regarded as the “wild type”.
  • gene means, in connection with the present invention, not only the encoding DNA region or that transcribed to mRNA, the “structural gene”, but in addition promoter, possible intron, enhancer and other regulatory sequence, and terminator, regions.
  • activity of an enzyme always means, in connection with the invention, the enzymatic activity that catalyses the reactions of 12-hydroxydodecanoic acid to 1,12-dodecane diacid by the entire cell. This activity is preferably determined by the following method:
  • a 100-ml Erlenmeyer flask with 10 ml of YM medium (0.3% yeast extract, 0.3% malt extract, 0.5% peptone and 1.0% (w/w) glucose) is cultivated at 30° C. and 90 rpm for 24 h.
  • 12-hydroxydodecanoic acid is added to the cell suspension, so that the concentration is not greater than 0.5 g/l.
  • Glucose or glycerol is also added as co-substrate, so that the concentration of the co-substrate does not drop below 0.2 g/l.
  • samples (1 ml) are taken for measurement of 12-hydroxydodecanoic acid, 12-oxo-dodecanoic acid and 1,12-dodecane diacid and the corresponding methyl esters, and for checking the cell count.
  • the pH is kept between 5.0 and 6.5 with 6N NaOH or 4NH 2 SO 4 .
  • cell growth is verified by checking the “colony forming units” (CFU).
  • CFU colony forming units
  • the decrease of 12-hydroxydodecanoic acid and the production of 1,12-dodecane diacid or the corresponding methyl esters are verified by LC-MS.
  • 500 ⁇ l of culture broth is adjusted to pH 1 and then extracted with the same volume of diethyl ether or ethyl acetate and analysed by LC-MS.
  • the measuring system consists of an HP1100 HPLC (Agilent Technologies, Waldbronn, Germany) with degasser, autosampler and column furnace, coupled to a mass-selective quadrupole detector MSD (Agilent Technologies, Waldbronn, Germany). Chromatographic separation is achieved on a reversed phase e.g. 125 ⁇ 2 mm Luna C18(2) column (Phenomenex, Aillesburg, Germany) at 40° C. Gradient elution is performed at a flow of 0.3 ml/min (A: 0.02% formic acid in water and B: 0.02% formic acid in acetonitrile).
  • the organic extracts are analysed by GC-FID (Perkin Elmer, Rodgau-Jügesheim, Germany). Chromatographic separation is performed on a methylpolysiloxane (5% phenyl) phase e.g. Elite 5, 30 m, 0.25 mm ID, 0.25 ⁇ m FD (Perkin Elmer, Rodgau-Jügesheim, Germany). Before measurement, a methylation reagent e.g. trimethylsulphonium hydroxide “TMSH” (Macherey-Nagel GmbH & Co. KG, Düren, Germany) is added to free acids and on injection they are converted to the corresponding methyl esters.
  • TMSH trimethylsulphonium hydroxide
  • the formulation “reduced activity compared with its wild type” means an activity relative to the wild-type activity preferably reduced by at least 50%, especially preferably by at least 90%, more preferably by at least 99.9%, even more preferably by at least 99.99% and most preferably by at least 99.999%.
  • the decrease in activity of the cell according to the invention compared with its wild type is determined by the method described above for determining activity using cell numbers/concentrations as identical as possible, the cells having been grown under the same conditions, for example medium, gassing, agitation.
  • Nucleotide identity relative to the stated sequences can be determined using known methods. Generally, special computer programs are used with algorithms taking special requirements into account. Preferred methods for determining identity first produce the greatest agreement between the sequences to be compared. Computer programs for determining identity comprise, but are not restricted to, the GCG software package, including
  • the known Smith-Waterman algorithm can also be used for determining nucleotide identity.
  • nucleotide identity is, when using the BLASTN program (Altschul, S. et al., Journal of Molecular Biology 215 (1990), pages 403-410):
  • the above parameters are the default parameters in nucleotide sequence comparison.
  • the GAP program is also suitable for use with the above parameters.
  • An identity of 80% according to the above algorithm means, in connection with the present invention, 80% identity. The same applies to higher identities.
  • Cells preferred according to the invention are characterized in that the decrease in enzymatic activity is achieved by modification of at least one gene comprising one of the sequences selected from the previously stated nucleic acid sequence groups A) and B), the modification being selected from the group comprising, preferably consisting of, insertion of foreign DNA into the gene, deletion at least of parts of the gene, point mutations in the gene sequence and subjecting the gene to the influence of RNA interference or exchange of parts of the gene with foreign DNA, in particular of the promoter region.
  • Foreign DNA means, in this context, any DNA sequence that is “foreign” to the gene (and not to the organism), i.e. even Candida tropicalis endogenous DNA sequences can, in this context, function as “foreign DNA”.
  • the gene is interrupted by insertion of a selection marker gene, therefore the foreign DNA is a selection marker gene, the insertion preferably having been effected by homologous recombination into the gene locus.
  • the selection marker gene is expanded with further functionalities, which in their turn make subsequent removal from the gene possible, this can be achieved for example with a Cre/loxP system, with Flippase Recognition Targets (FRT) or by homologous recombination.
  • FRT Flippase Recognition Targets
  • Cells preferred according to the invention are characterized in that they are blocked in their ⁇ -oxidation at least partially, preferably completely, as this prevents outflow of substrate and therefore higher titres become possible.
  • Candida tropicalis cells partially blocked in their ⁇ -oxidation are described in EP0499622 as strains H41, H41B, H51, H45, H43, H53, H534, H534B and H435, from which a Candida tropicalis cell preferred according to the invention is derived.
  • Candida tropicalis cells blocked for ⁇ -oxidation are described for example in WO03/100013.
  • cells are preferred for which the ⁇ -oxidation is caused by an induced malfunction of at least one of the genes POX2, POX4 or POX5.
  • a Candida tropicalis cell preferred according to the invention is derived from strains selected from the group comprising ATCC 20962 and the Candida tropicalis HDC100 described in US2004/0014198.
  • the use of the cells according to the invention for the production of ⁇ -hydroxycarboxylic acids or ⁇ -hydroxycarboxylic acid esters with a chain length of the carboxylic acid from 6 to 24, preferably 8 to 18 and especially preferably 10 to 16 carbon atoms, which are preferably linear, saturated and unsubstituted, and a chain length of the alcohol component of the ester from 1 to 4, in particular 1 or 2 carbon atoms, is advantageous.
  • the ⁇ -hydroxycarboxylic acids it is preferable for the ⁇ -hydroxycarboxylic acids to be 12-hydroxydodecanoic acid and for the ⁇ -hydroxycarboxylic acid ester to be 12-hydroxydodecanoic acid methyl ester.
  • a preferred use is characterized according to the invention in that preferred cells according to the invention as described above are used.
  • a C. tropicalis cell preferably a cell that is blocked in its ⁇ -oxidation at least partially, preferably completely
  • Modification of at least one gene comprising one of the intron-free nucleic acid sequences selected from the previously stated nucleic acid sequence groups A) and B) by insertion of foreign DNA, in particular of DNA coding for a selection marker gene, into the gene, deletion of at least parts of the gene, point mutations in the gene sequence and subjecting the gene to the influence of RNA interference or exchange of parts of the gene with foreign DNA, in particular of the promoter region.
  • ⁇ -hydroxycarboxylic acids or ⁇ -hydroxycarboxylic acid esters in particular of ⁇ -hydroxycarboxylic acids or ⁇ -hydroxycarboxylic acid esters with a chain length of the carboxylic acid from 6 to 24, preferably 8 to 18 and especially preferably 10 to 16 carbon atoms, which are preferably linear, saturated and unsubstituted, and a chain length of the alcohol component of the ester from 1 to 4, in particular of 1 or 2 carbon atoms, in particular of 12-hydroxydodecanoic acid or 12-hydroxydodecanoic acid methyl ester comprising the steps
  • a medium comprising a carboxylic acid or a carboxylic acid ester, in particular a carb
  • Suitable cultivation conditions for Candida tropicalis are known by a person skilled in the art.
  • suitable conditions for step b) are those that are known by a person skilled in the art from bioconversion methods of production of dicarboxylic acids with Candida tropicalis.
  • ⁇ -hydroxycarboxylic acids or ⁇ -hydroxycarboxylic acid esters obtained by the method according to the invention for the production of polymers, in particular polyesters.
  • lactones can also be produced from the ⁇ -hydroxy carboxylic acids, and can then for example be used in their turn for the production of polyesters.
  • Another advantageous use is to convert the ⁇ -hydroxycarboxylic acids or ⁇ -hydroxycarboxylic acid esters to ⁇ -aminocarboxylic acids or ⁇ -aminocarboxylic acid esters, in order to obtain polyamides as polymers.
  • the ⁇ -aminocarboxylic acids or ⁇ -aminocarboxylic acid esters can also be converted first to the corresponding lactams, which can then in their turn be converted using anionic, or also acid catalysis to a polyamide.
  • 12-hydroxy dodecanoic acid or 12-hydroxydodecanoic acid methyl ester for the production of polymers, in particular of polyamide 12, is especially preferred.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biomedical Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Mycology (AREA)
  • Molecular Biology (AREA)
  • Virology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Botany (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
US12/943,145 2009-11-11 2010-11-10 Candida tropicalis cells and use thereof Abandoned US20110118433A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US13/764,996 US8999684B2 (en) 2009-11-11 2013-02-12 Candida tropicalis cells and use thereof
US14/609,714 US9150890B2 (en) 2009-11-11 2015-01-30 Candida tropicalis cells and use thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009046626.6 2009-11-11
DE102009046626A DE102009046626A1 (de) 2009-11-11 2009-11-11 Candida tropicalis Zellen und deren Verwendung

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US13/764,996 Division US8999684B2 (en) 2009-11-11 2013-02-12 Candida tropicalis cells and use thereof

Publications (1)

Publication Number Publication Date
US20110118433A1 true US20110118433A1 (en) 2011-05-19

Family

ID=43558054

Family Applications (3)

Application Number Title Priority Date Filing Date
US12/943,145 Abandoned US20110118433A1 (en) 2009-11-11 2010-11-10 Candida tropicalis cells and use thereof
US13/764,996 Expired - Fee Related US8999684B2 (en) 2009-11-11 2013-02-12 Candida tropicalis cells and use thereof
US14/609,714 Expired - Fee Related US9150890B2 (en) 2009-11-11 2015-01-30 Candida tropicalis cells and use thereof

Family Applications After (2)

Application Number Title Priority Date Filing Date
US13/764,996 Expired - Fee Related US8999684B2 (en) 2009-11-11 2013-02-12 Candida tropicalis cells and use thereof
US14/609,714 Expired - Fee Related US9150890B2 (en) 2009-11-11 2015-01-30 Candida tropicalis cells and use thereof

Country Status (7)

Country Link
US (3) US20110118433A1 (de)
EP (5) EP2377944A1 (de)
JP (2) JP2011101643A (de)
CN (1) CN102154139A (de)
DE (1) DE102009046626A1 (de)
ES (3) ES2631987T3 (de)
SG (2) SG10201407242RA (de)

Cited By (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100068773A1 (en) * 2006-06-02 2010-03-18 Evonik Roehm Gmbh Microbiological production of 3-hydroxyisobutyric acid
US20100261237A1 (en) * 2007-11-02 2010-10-14 Evonik Degussa Gmbh Fermentative production of acetone from renewable resources by means of novel metabolic pathway
US20110171702A1 (en) * 2008-06-27 2011-07-14 Evonik Roehm Gmbh Recombinant cell producing 2-hydroxyisobutyric acid
US8809576B2 (en) 2009-02-19 2014-08-19 Evonik Degussa Gmbh Method for producing a free acid from the salt thereof
US8835691B2 (en) 2010-12-08 2014-09-16 Evonik Degussa Gmbh Process for homogeneously catalyzed, highly selective direct amination of primary alcohols with ammonia to primary amines with a high volume ratio of liquid phase to gas phase and/or high pressures
US8911982B2 (en) 2009-11-18 2014-12-16 Evonik Degussa Gmbh Cells, nucleic acids, enzymes and use thereof, and methods for the production of sophorolipids
US8927773B2 (en) 2010-09-10 2015-01-06 Evonik Degussa Gmbh Process for the direct amination of secondary alcohols with ammonia to give primary amines
US8946463B2 (en) 2011-02-21 2015-02-03 Evonik Degussa Gmbh Process for the direct amination of alcohols using ammonia to form primary amines by means of a xantphos catalyst system
US8980594B2 (en) 2009-11-11 2015-03-17 Evonik Roehm Gmbh Use of a protein homologous to a MeaB protein for increasing the enzymatic activity of a 3-hydroxycarboxylic acid-CoA mutase
US9150890B2 (en) 2009-11-11 2015-10-06 Evonik Degussa Gmbh Candida tropicalis cells and use thereof
US9200043B2 (en) 2010-04-20 2015-12-01 Evonik Degussa Gmbh Biocatalytic oxidation process with AlkL gene product
US9249435B2 (en) 2011-12-22 2016-02-02 Evonik Degussa Gmbh Process for the improved separation of a hydrophobic organic solution from an aqueous culture medium
US9315443B2 (en) 2011-02-16 2016-04-19 Evonik Degussa Gmbh Liquid cation exchanger
US9418773B2 (en) 2010-11-05 2016-08-16 Evonik Degussa Gmbh Composition of polyamides with low concentration of carboxamide groups and electrically conductive carbon
US9580732B2 (en) 2011-07-20 2017-02-28 Evonik Degussa Gmbh Oxidation and amination of primary alcohols
US9611489B2 (en) 2012-03-12 2017-04-04 Evonik Degussa Gmbh Enzymatic omega-oxidation and omega-amination of fatty acids
US9676898B2 (en) 2012-09-07 2017-06-13 Evonik Degussa Gmbh Curable compositions based on epoxy resins without benzyl alcohol
US9695404B2 (en) 2014-07-18 2017-07-04 Industrial Technology Research Institute Genetically modified microorganism for producing long-chain dicarboxylic acid and method of using thereof
US9719117B2 (en) 2012-12-21 2017-08-01 Evonik Degussa Production of omega-amino fatty acids
US9725746B2 (en) 2012-12-21 2017-08-08 Evonik Degussa Gmbh Producing amines and diamines from a carboxylic acid or dicarboxylic acid or a monoester thereof
US9765366B2 (en) 2012-02-22 2017-09-19 Evonik Degussa Gmbh Biotechnological method for producing butanol and butyric acid
US9765370B2 (en) 2012-04-02 2017-09-19 Evonik Degussa Gmbh Method for aerobically producing alanine or a compound produced using alanine
US9850493B2 (en) 2012-12-19 2017-12-26 Verdezyne, Inc. Biological methods for preparing a fatty dicarboxylic acid
US9885060B2 (en) 2015-02-26 2018-02-06 Evonik Degussa Gmbh Alkene production
US9909151B2 (en) 2012-12-19 2018-03-06 Verdezyne, Inc. Biological methods for preparing a fatty dicarboxylic acid
US9919303B2 (en) 2012-08-21 2018-03-20 Evonik Degussa Gmbh Branched-chain fatty acids as liquid cation exchangers
US10053713B2 (en) 2011-12-05 2018-08-21 Evonik Degussa Gmbh Biological alkane oxidation
US10329590B2 (en) 2014-05-13 2019-06-25 Evonik Degussa Gmbh Method of producing nylon
US10350865B2 (en) 2011-10-14 2019-07-16 Evonik Degussa Gmbh Multilayer film with polyamide and polyester layers for the production of photovoltaic modules
US10351881B2 (en) 2015-03-10 2019-07-16 The Regents Of The University Of California Host cells and methods for producing diacid compounds
US10450590B2 (en) 2013-01-24 2019-10-22 Evonik Degussa Gmbh Process for preparing an alpha, omega-alkanediol
US10745721B2 (en) 2012-11-12 2020-08-18 Evonik Operations Gmbh Process for reacting a carboxylic acid ester
US10787688B2 (en) 2012-05-11 2020-09-29 Evonik Operations Gmbh Multi-stage synthesis method with synthesis gas
US11124813B2 (en) 2016-07-27 2021-09-21 Evonik Operations Gmbh N-acetyl homoserine
US11174496B2 (en) 2015-12-17 2021-11-16 Evonik Operations Gmbh Genetically modified acetogenic cell
US11421254B2 (en) 2011-12-22 2022-08-23 Evonik Operations Gmbh Biotechnological production of alcohols and derivatives thereof

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102007060705A1 (de) * 2007-12-17 2009-06-18 Evonik Degussa Gmbh ω-Aminocarbonsäuren oder ihre Lactame, herstellende, rekombinante Zellen
DE102011110946A1 (de) 2011-08-15 2016-01-21 Evonik Degussa Gmbh Biotechnologisches Syntheseverfahren von omegafunktionalisierten Carbonsäuren und Carbonsäure-Estern aus einfachen Kohlenstoffquellen
EP3050967A1 (de) 2015-01-28 2016-08-03 Evonik Degussa GmbH Verfahren zur Herstellung von höheren Alkoholen
CN104745490B (zh) * 2015-03-20 2017-08-25 上海应用技术学院 一种热带假丝酵母菌及利用其作为生物催化剂制备异辛酸的方法
EP3173478A1 (de) 2015-11-25 2017-05-31 Evonik Degussa GmbH Biotechnologische herstellung von omega-funktionalisierten carbonsäuren und ester davon
EP3390640A4 (de) * 2015-12-17 2019-05-22 Evonik Degussa (China) Co., Ltd Genkassette für knock-out durch homologe rekombination bei hefezellen
CN106497912A (zh) * 2016-10-13 2017-03-15 江苏大学 一种扫频超声处理对数中期热带假丝酵母促进增殖的方法
US11091742B2 (en) 2018-04-04 2021-08-17 Cathay Biotech Inc. Directed evolution of CYP52A12 gene and its use in dicarboxylic acid production

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5254466A (en) * 1989-11-06 1993-10-19 Henkel Research Corporation Site-specific modification of the candida tropicals genome
US20040014198A1 (en) * 2002-05-23 2004-01-22 Craft David L. Non-revertible beta-oxidation blocked candida tropicalis
US20100285545A1 (en) * 2009-05-06 2010-11-11 Gross Richard A Biosynthetic routes to long-chain alpha,omega-hydroxyacids, diacids and their conversion to oligomers and polymers
US20100324257A1 (en) * 2007-12-17 2010-12-23 Evonik Degussa Gmbh Omega-amino carboxylic acids, omega-amino carboxylic acid esters, or recombinant cells which produce lactams thereof

Family Cites Families (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5962285A (en) 1995-09-08 1999-10-05 Henkel Corporation Process for making polycarboxylic acids
US20030077795A1 (en) * 1999-03-10 2003-04-24 Wilson C. Ron Cytochrome P450 monooxygenase and NADPH Cytochrome P450 oxidoreductase genes and proteins related to the omega hydroxylase complex of candida tropicals and methods relating thereto
US6066480A (en) 1998-09-21 2000-05-23 General Electric Company Method for high specific bioproductivity of α,ω-alkanedicarboxylic acids
EP1162268A3 (de) 1998-10-05 2002-01-16 Cognis Corporation Cytochrom P450 Monooxygenase und NADPH-Cytochrom P450-Oxidoreduktase Gene und Proteine mit bezug zum Omegahydroxylase-Komplex in Candida Tropicalis und dazu gehörige Verfahren
EP1350788A3 (de) 2002-03-28 2003-11-12 Degussa AG Verfahren zur Herstellung von Hexamethylendiamin aus Butadien
US7160708B2 (en) 2002-04-19 2007-01-09 Cognis Corporation Fatty alcohol oxidase genes and proteins from Candida tropicalis and methods relating thereto
JP2006513693A (ja) * 2002-05-23 2006-04-27 コグニス コーポレーション 非復帰変異可能なβ−酸化遮断カンジダ・トロピカリス
EP1828088B1 (de) 2004-12-20 2008-02-27 Evonik Degussa GmbH Verfahren zur rückgewinnung von methanol
JP5357011B2 (ja) 2006-05-11 2013-12-04 エヴォニク インダストリーズ アーゲー 遺伝的に操作された微生物株を用いる、スフィンゴイド塩基の改善された生産
DE102006025821A1 (de) 2006-06-02 2007-12-06 Degussa Gmbh Ein Enzym zur Herstellung von Mehylmalonatsemialdehyd oder Malonatsemialdehyd
DE102007005072A1 (de) 2007-02-01 2008-08-07 Evonik Degussa Gmbh Verfahren zur fermentativen Herstellung von Cadaverin
DE102007015583A1 (de) 2007-03-29 2008-10-02 Albert-Ludwigs-Universität Freiburg Ein Enzym zur Herstellung von Methylmalonyl-Coenzym A oder Ethylmalonyl-Coenzym A sowie dessen Verwendung
DE102007031689A1 (de) 2007-07-06 2009-01-08 Evonik Goldschmidt Gmbh Enzympräparate
DE102007052463A1 (de) 2007-11-02 2009-05-07 Evonik Degussa Gmbh Fermentative Gewinnung von Aceton aus erneuerbaren Rohstoffen mittels neuen Stoffwechselweges
DE102008004725A1 (de) 2008-01-16 2009-07-23 Evonik Goldschmidt Gmbh Verfahren zur heterogenkatalysierten Herstellung von Carbonsäurederivaten
DE102008004726A1 (de) 2008-01-16 2009-07-23 Evonik Goldschmidt Gmbh Verfahren zur enzymatischen Herstellung von Carbonsäureestern
DE102008002715A1 (de) 2008-06-27 2009-12-31 Evonik Röhm Gmbh 2-Hydroxyisobuttersäure produzierende rekombinante Zelle
DE102008040193A1 (de) 2008-07-04 2010-01-07 Evonik Röhm Gmbh Verfahren zur Herstellung freier Carbonsäuren
DE102008040415A1 (de) 2008-07-15 2010-01-21 Evonik Röhm Gmbh Thermisches Salzspalten von Ammoniumcarboxylaten
DE102008041754A1 (de) 2008-09-02 2010-03-04 Evonik Goldschmidt Gmbh Enzympräparate
DE102009000592A1 (de) 2009-02-04 2010-08-05 Evonik Degussa Gmbh Verfahren zur Herstellung von Aminogruppen tragenden, multizyklischen Ringsystemen
DE102009009580A1 (de) 2009-02-19 2010-08-26 Evonik Degussa Gmbh Verfahren zur Herstellung freier Säuren aus ihren Salzen
DE102009002811A1 (de) 2009-05-05 2010-11-11 Evonik Degussa Gmbh Enzymatisches Verfahren zur Herstellung von Aldehyden
DE102009046623A1 (de) 2009-11-11 2011-05-12 Evonik Röhm Gmbh Verwendung eines zu einem MeaB-Protein homologen Proteins zur Erhöhung der enzymatischen Aktivität einer 3-Hydroxycarbonsäure-CoA-Mutase
DE102009046626A1 (de) 2009-11-11 2011-05-12 Evonik Degussa Gmbh Candida tropicalis Zellen und deren Verwendung
DE102010014680A1 (de) 2009-11-18 2011-08-18 Evonik Degussa GmbH, 45128 Zellen, Nukleinsäuren, Enzyme und deren Verwendung sowie Verfahren zur Herstellung von Sophorolipiden
DE102010002809A1 (de) 2010-03-12 2011-11-17 Evonik Degussa Gmbh Verfahren zur Herstellung von linearen alpha,omega-Dicarbonsäurediestern
DE102010015807A1 (de) 2010-04-20 2011-10-20 Evonik Degussa Gmbh Biokatalytisches Oxidationsverfahren mit alkL-Genprodukt
DE102010026196A1 (de) 2010-06-25 2011-12-29 Evonik Degussa Gmbh Synthese von omega-Aminocarbonsäuren und deren Estern aus ungesättigten Fettsäurederivaten
DE102010032484A1 (de) 2010-07-28 2012-02-02 Evonik Goldschmidt Gmbh Zellen und Verfahren zur Herstellung von Rhamnolipiden
DE102011004465A1 (de) 2010-09-10 2012-03-15 Evonik Degussa Gmbh Verfahren zur direkten Aminierung sekundärer Alkohole mit Ammoniak zu primären Aminen
DE102011075162A1 (de) 2010-12-08 2012-06-14 Evonik Degussa Gmbh Verfahren zur homogen-katalysierte, hochselektiven direkten Aminierung von primären Alkoholen mit Ammoniak zu primären Aminen bei hohem Volumenverhältnis von Flüssig- zu Gasphase und/oder hohen Drücken
RU2013142804A (ru) 2011-02-21 2015-03-27 Эвоник Дегусса Гмбх Способ прямого аминирования спиртов аммиаком до первичных аминов с помощью каталитической системы на основе ксантфоса
DE102011015150A1 (de) 2011-03-25 2012-09-27 Evonik Degussa Gmbh Syntese von alpha, omega-Dicarbonsäuren und deren Estern aus ungesättigten Fettsäurederivaten
DE102011110959A1 (de) 2011-08-18 2013-02-21 Evonik Degussa Gmbh Pichia ciferrii Zellen und deren Verwendung
DE102011084518A1 (de) 2011-10-14 2013-04-18 Evonik Industries Ag Verwendung einer Mehrschichtfolie mit Polyamid- und Polyesterschichten fürdie Herstellung photovoltaischer Module

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5254466A (en) * 1989-11-06 1993-10-19 Henkel Research Corporation Site-specific modification of the candida tropicals genome
US20040014198A1 (en) * 2002-05-23 2004-01-22 Craft David L. Non-revertible beta-oxidation blocked candida tropicalis
US20100167361A1 (en) * 2002-05-23 2010-07-01 Cognis Corporation Non-revertible beta-oxidation blocked candida tropicalis
US20100324257A1 (en) * 2007-12-17 2010-12-23 Evonik Degussa Gmbh Omega-amino carboxylic acids, omega-amino carboxylic acid esters, or recombinant cells which produce lactams thereof
US20100285545A1 (en) * 2009-05-06 2010-11-11 Gross Richard A Biosynthetic routes to long-chain alpha,omega-hydroxyacids, diacids and their conversion to oligomers and polymers
US8158391B2 (en) * 2009-05-06 2012-04-17 Dna Twopointo, Inc. Production of an α-carboxyl-ω-hydroxy fatty acid using a genetically modified Candida strain

Cited By (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100291644A1 (en) * 2006-06-02 2010-11-18 Evonik Roehm Gmbh Process for preparing methacrylic acid or methacrylic esters
US9234218B2 (en) 2006-06-02 2016-01-12 Evonik Roehm Gmbh Process for preparing methacrylic acid or methacrylic esters
US20100068773A1 (en) * 2006-06-02 2010-03-18 Evonik Roehm Gmbh Microbiological production of 3-hydroxyisobutyric acid
US8986961B2 (en) 2007-11-02 2015-03-24 Evonik Degussa Gmbh Fermentative production of acetone from renewable resources by means of novel metabolic pathway
US20100261237A1 (en) * 2007-11-02 2010-10-14 Evonik Degussa Gmbh Fermentative production of acetone from renewable resources by means of novel metabolic pathway
US20110171702A1 (en) * 2008-06-27 2011-07-14 Evonik Roehm Gmbh Recombinant cell producing 2-hydroxyisobutyric acid
US10174349B2 (en) 2008-06-27 2019-01-08 Evonik Roehm Gmbh Recombinant cell producing 2-hydroxyisobutyric acid
US8809576B2 (en) 2009-02-19 2014-08-19 Evonik Degussa Gmbh Method for producing a free acid from the salt thereof
US9150890B2 (en) 2009-11-11 2015-10-06 Evonik Degussa Gmbh Candida tropicalis cells and use thereof
US8980594B2 (en) 2009-11-11 2015-03-17 Evonik Roehm Gmbh Use of a protein homologous to a MeaB protein for increasing the enzymatic activity of a 3-hydroxycarboxylic acid-CoA mutase
US9085787B2 (en) 2009-11-18 2015-07-21 Evonik Degussa Gmbh Cells, nucleic acids, enzymes and use thereof, and methods for the production of sophorolipids
US8911982B2 (en) 2009-11-18 2014-12-16 Evonik Degussa Gmbh Cells, nucleic acids, enzymes and use thereof, and methods for the production of sophorolipids
US9102968B2 (en) 2009-11-18 2015-08-11 Evonik Degussa Gmbh Cells, nucleic acids, enzymes and use thereof, and methods for the production of sophorolipids
US9068211B2 (en) 2009-11-18 2015-06-30 Evonik Degussa Gmbh Cells, nucleic acids, enzymes and use thereof, and methods for the production of sophorolipids
US9157108B2 (en) 2009-11-18 2015-10-13 Evonik Degussa Gmbh Cells, nucleic acids, enzymes and use thereof, and methods for the production of sophorolipids
US9200043B2 (en) 2010-04-20 2015-12-01 Evonik Degussa Gmbh Biocatalytic oxidation process with AlkL gene product
US8927773B2 (en) 2010-09-10 2015-01-06 Evonik Degussa Gmbh Process for the direct amination of secondary alcohols with ammonia to give primary amines
US9418773B2 (en) 2010-11-05 2016-08-16 Evonik Degussa Gmbh Composition of polyamides with low concentration of carboxamide groups and electrically conductive carbon
US8835691B2 (en) 2010-12-08 2014-09-16 Evonik Degussa Gmbh Process for homogeneously catalyzed, highly selective direct amination of primary alcohols with ammonia to primary amines with a high volume ratio of liquid phase to gas phase and/or high pressures
US9315443B2 (en) 2011-02-16 2016-04-19 Evonik Degussa Gmbh Liquid cation exchanger
US10071951B2 (en) 2011-02-16 2018-09-11 Evonik Degussa Gmbh Liquid cation exchanger
US8946463B2 (en) 2011-02-21 2015-02-03 Evonik Degussa Gmbh Process for the direct amination of alcohols using ammonia to form primary amines by means of a xantphos catalyst system
US9580732B2 (en) 2011-07-20 2017-02-28 Evonik Degussa Gmbh Oxidation and amination of primary alcohols
US10350865B2 (en) 2011-10-14 2019-07-16 Evonik Degussa Gmbh Multilayer film with polyamide and polyester layers for the production of photovoltaic modules
US10053713B2 (en) 2011-12-05 2018-08-21 Evonik Degussa Gmbh Biological alkane oxidation
US11421254B2 (en) 2011-12-22 2022-08-23 Evonik Operations Gmbh Biotechnological production of alcohols and derivatives thereof
US9249435B2 (en) 2011-12-22 2016-02-02 Evonik Degussa Gmbh Process for the improved separation of a hydrophobic organic solution from an aqueous culture medium
US9765366B2 (en) 2012-02-22 2017-09-19 Evonik Degussa Gmbh Biotechnological method for producing butanol and butyric acid
US9611489B2 (en) 2012-03-12 2017-04-04 Evonik Degussa Gmbh Enzymatic omega-oxidation and omega-amination of fatty acids
US9765370B2 (en) 2012-04-02 2017-09-19 Evonik Degussa Gmbh Method for aerobically producing alanine or a compound produced using alanine
US10787688B2 (en) 2012-05-11 2020-09-29 Evonik Operations Gmbh Multi-stage synthesis method with synthesis gas
US9919303B2 (en) 2012-08-21 2018-03-20 Evonik Degussa Gmbh Branched-chain fatty acids as liquid cation exchangers
US9676898B2 (en) 2012-09-07 2017-06-13 Evonik Degussa Gmbh Curable compositions based on epoxy resins without benzyl alcohol
US10745721B2 (en) 2012-11-12 2020-08-18 Evonik Operations Gmbh Process for reacting a carboxylic acid ester
US9909151B2 (en) 2012-12-19 2018-03-06 Verdezyne, Inc. Biological methods for preparing a fatty dicarboxylic acid
US9850493B2 (en) 2012-12-19 2017-12-26 Verdezyne, Inc. Biological methods for preparing a fatty dicarboxylic acid
US9719117B2 (en) 2012-12-21 2017-08-01 Evonik Degussa Production of omega-amino fatty acids
US9725746B2 (en) 2012-12-21 2017-08-08 Evonik Degussa Gmbh Producing amines and diamines from a carboxylic acid or dicarboxylic acid or a monoester thereof
US10450590B2 (en) 2013-01-24 2019-10-22 Evonik Degussa Gmbh Process for preparing an alpha, omega-alkanediol
US10329590B2 (en) 2014-05-13 2019-06-25 Evonik Degussa Gmbh Method of producing nylon
US9695404B2 (en) 2014-07-18 2017-07-04 Industrial Technology Research Institute Genetically modified microorganism for producing long-chain dicarboxylic acid and method of using thereof
US9885060B2 (en) 2015-02-26 2018-02-06 Evonik Degussa Gmbh Alkene production
US10351881B2 (en) 2015-03-10 2019-07-16 The Regents Of The University Of California Host cells and methods for producing diacid compounds
US10876139B2 (en) 2015-03-10 2020-12-29 The Regents Of The University Of California Host cells and methods for producing diacid compounds
US11174496B2 (en) 2015-12-17 2021-11-16 Evonik Operations Gmbh Genetically modified acetogenic cell
US11124813B2 (en) 2016-07-27 2021-09-21 Evonik Operations Gmbh N-acetyl homoserine

Also Published As

Publication number Publication date
CN102154139A (zh) 2011-08-17
EP2602313A1 (de) 2013-06-12
ES2626442T3 (es) 2017-07-25
SG171538A1 (en) 2011-06-29
EP2602311A1 (de) 2013-06-12
EP2602312A1 (de) 2013-06-12
EP2322598A2 (de) 2011-05-18
ES2631987T3 (es) 2017-09-07
US20130183725A1 (en) 2013-07-18
US20150140617A1 (en) 2015-05-21
US8999684B2 (en) 2015-04-07
EP2602312B1 (de) 2017-04-12
JP2016034289A (ja) 2016-03-17
JP2011101643A (ja) 2011-05-26
ES2658421T3 (es) 2018-03-09
SG10201407242RA (en) 2014-12-30
DE102009046626A1 (de) 2011-05-12
EP2602313B1 (de) 2017-04-12
EP2602311B1 (de) 2017-04-12
EP2377944A1 (de) 2011-10-19
EP2322598A3 (de) 2011-07-13
US9150890B2 (en) 2015-10-06

Similar Documents

Publication Publication Date Title
US9150890B2 (en) Candida tropicalis cells and use thereof
EP1474507B1 (de) Verfahren und materialien zur herstellung organischer produkte in zellen von candida-spezies
EP1995308B1 (de) Zur herstellung von organischer säure fähiges bakterium und verfahren zur herstellung von organischer säure
US20070092956A1 (en) Methods and materials for the production of organic products in cells of Candida species
EP1748062A1 (de) Bernsteinsäure produzierendes bakterium und verfahren zur herstellung von bernsteinsäure
US9994877B2 (en) Yeast cell having acid tolerance, method of preparing yeast cell and use thereof
CZ299320B6 (cs) Zpusoby a látky pro syntézu organických produktu
KR101616171B1 (ko) 유기산 제조에서의 모나스쿠스의 용도
US8435768B2 (en) Method for producing succinic acid using a yeast belonging to the genus Yarrowia
WO2015193348A1 (en) Improved production of vanilloids by fermentation
JP2021520836A (ja) エタノール生産経路が抑制された耐酸性酵母及びこれを用いた乳酸の製造方法
US9758770B2 (en) Genetically engineered and acid-resistant yeast cell with enhanced activity of radiation sensitivity complementing kinase and method of producing lactate by using the yeast cell
US8669093B2 (en) Biocatalyst for production of D-lactic acid
US20160024536A1 (en) Genetically engineered and acid-resistant yeast cell with enhanced erg5 activity and method of producing lactate by using the yeast cell
CN110651037A (zh) 用于产生有机化合物的方法
WO2023168233A1 (en) Genetically modified yeast and fermentation processes for the production of 3-hydroxypropionate
EP2868666A1 (de) Mikroorganismus mit erhöhter Aktivität an Eisen reguliertem ABC-Transporter und Verfahren zur Herstellung von Hydroxycarbonsäuren unter Verwendung des Mikroorganismus

Legal Events

Date Code Title Description
AS Assignment

Owner name: EVONIK DEGUSSA GMBH, GERMANY

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:POETTER, MARKUS;HENNEMANN, HANS-GEORG;SCHAFFER, STEFFEN;AND OTHERS;SIGNING DATES FROM 20101214 TO 20101222;REEL/FRAME:025758/0968

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION