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GB2019390A - Epoxidation of alpha-olefins and dienes - Google Patents

Epoxidation of alpha-olefins and dienes

Info

Publication number
GB2019390A
GB2019390A GB7913064A GB7913064A GB2019390A GB 2019390 A GB2019390 A GB 2019390A GB 7913064 A GB7913064 A GB 7913064A GB 7913064 A GB7913064 A GB 7913064A GB 2019390 A GB2019390 A GB 2019390A
Authority
GB
United Kingdom
Prior art keywords
nrrl
microorganisms
methylomonas
alpha
epoxidation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
GB7913064A
Other versions
GB2019390B (en
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
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 Exxon Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB2019390A publication Critical patent/GB2019390A/en
Application granted granted Critical
Publication of GB2019390B publication Critical patent/GB2019390B/en
Expired legal-status Critical Current

Links

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
    • 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)
    • C12N9/0073—Oxidoreductases (1.) acting on paired donors with incorporation of molecular oxygen (1.14) with NADH or NADPH as one donor, and incorporation of one atom of oxygen 1.14.13
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
    • C07D301/06—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the liquid phase
    • 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
    • C12P17/02—Oxygen as only ring hetero atoms
    • 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
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y114/00—Oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (1.14)
    • C12Y114/13—Oxidoreductases acting on paired donors, with incorporation or reduction of molecular oxygen (1.14) with NADH or NADPH as one donor, and incorporation of one atom of oxygen (1.14.13)
    • C12Y114/13025—Methane monooxygenase (1.14.13.25)

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)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biomedical Technology (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)

Abstract

A process is disclosed for the epoxidation of C2-C4 alpha-olefins and dienes by contact with oxygen in the presence of the particulate fraction of microorganisms or enzyme preparations derived therefrom. The microorganisms or enzyme preparations derived therefrom are microorganisms which have been cultivated in a nutrient medium containing methane or dimethyl ether and oxygen. Preferred microorganisms are obligative or facultative methylotrophs. Especially suitable are strains having the following designations: Methylosinus trichosporium OB3B (NEEL B-11, 196); Methylosinus sporium 5 (NRRL B-11, 197); Methylocystis parvus OBBP (NRRL B-11, 198); Methylomonas methanica S1 (NRRL B=11, 199); Methylomonas albus BG 8 (NRRL B-11, 200); Methylobacter capsulatus Y (NRRL B-11, 201); Methylobacterium organophilum sp nov. (ATCC 27.886); Methylomonas sp AJ-3670 (FERM P-2400); Methylococcus 999 (NCIB Accession No. 11,083; and Methylomonas SM 3 (NCIB Accession No. 11,084). Propylene is the preferred alpha-olefin for employment in the process.
GB7913064A 1978-04-14 1979-04-12 Expoxidation of alpha-olefins and dienes Expired GB2019390B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US89646778A 1978-04-14 1978-04-14
US2122779A 1979-03-16 1979-03-16

Publications (2)

Publication Number Publication Date
GB2019390A true GB2019390A (en) 1979-10-31
GB2019390B GB2019390B (en) 1982-07-07

Family

ID=26694443

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7913064A Expired GB2019390B (en) 1978-04-14 1979-04-12 Expoxidation of alpha-olefins and dienes

Country Status (9)

Country Link
CA (1) CA1148488A (en)
CH (1) CH647805A5 (en)
DE (1) DE2915108C2 (en)
DK (1) DK154779A (en)
FR (1) FR2422652A1 (en)
GB (1) GB2019390B (en)
IT (1) IT1119721B (en)
NL (1) NL7902940A (en)
SE (1) SE7903291L (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4348476A (en) * 1981-01-22 1982-09-07 Exxon Research And Engineering Co. Production of epoxides such as propylene oxide using packed catalytic bed containing moist resting cells exhibiting oxygenase activity
EP0042306A3 (en) * 1980-06-17 1983-02-09 Exxon Research And Engineering Company A low energy continuous process for increasing the oxidative state of an oxidisable organic substrate
EP0088602A3 (en) * 1982-03-08 1984-03-28 Exxon Research And Engineering Company Microbiological oxidation process
WO1985001063A1 (en) * 1983-09-05 1985-03-14 Technische Hogeschool Delft Methanol dehydrogenase enzyme; a process for culturing micro-organisms; chemical products; epoxidations or hydroxylations catalyzed by micro-organisms; methylotrophic micro-organisms
EP0263403A3 (en) * 1986-10-03 1990-06-13 Idemitsu Kosan Company Limited Novel microorganism and method for producing oxygenous compounds with said microorganism

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5526806A (en) * 1978-08-11 1980-02-26 Baiorisaac Center:Kk Preparation of epoxides by immobilized microorganism
US5037551A (en) * 1988-12-19 1991-08-06 Weyerhaeuser Company High-flow rate capacity aerobic biological dehalogenation reactor
US5057221A (en) * 1988-12-19 1991-10-15 Weyerhaeuser Company Aerobic biological dehalogenation reactor
DE19753316A1 (en) 1997-12-02 1999-06-10 Clariant Gmbh Detergents, cleaning agents and disinfectants containing chlorine-active substances and fatty acid alkyl ester ethoxylates

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL291163A (en) * 1900-01-01

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0042306A3 (en) * 1980-06-17 1983-02-09 Exxon Research And Engineering Company A low energy continuous process for increasing the oxidative state of an oxidisable organic substrate
US4348476A (en) * 1981-01-22 1982-09-07 Exxon Research And Engineering Co. Production of epoxides such as propylene oxide using packed catalytic bed containing moist resting cells exhibiting oxygenase activity
EP0088602A3 (en) * 1982-03-08 1984-03-28 Exxon Research And Engineering Company Microbiological oxidation process
WO1985001063A1 (en) * 1983-09-05 1985-03-14 Technische Hogeschool Delft Methanol dehydrogenase enzyme; a process for culturing micro-organisms; chemical products; epoxidations or hydroxylations catalyzed by micro-organisms; methylotrophic micro-organisms
EP0263403A3 (en) * 1986-10-03 1990-06-13 Idemitsu Kosan Company Limited Novel microorganism and method for producing oxygenous compounds with said microorganism

Also Published As

Publication number Publication date
NL7902940A (en) 1979-10-16
DK154779A (en) 1979-10-15
IT1119721B (en) 1986-03-10
SE7903291L (en) 1979-10-15
IT7921833A0 (en) 1979-04-12
GB2019390B (en) 1982-07-07
CA1148488A (en) 1983-06-21
FR2422652A1 (en) 1979-11-09
DE2915108C2 (en) 1984-08-23
CH647805A5 (en) 1985-02-15
DE2915108A1 (en) 1979-10-25

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Legal Events

Date Code Title Description
727 Application made for amendment of specification (sect. 27/1977)
727A Application for amendment of specification now open to opposition (sect. 27/1977)
727B Case decided by the comptroller ** specification amended (sect. 27/1977)
SPA Amended specification published
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19940412