10-Hydroxy-8(Z)-octadecenoic acid, an intermediate in the bioconversion of oleic acid to 7,10-dihydroxy-8(E)-octadecenoic acid

@article{Hou200510Hydroxy8ZoctadecenoicAA,
  title={10-Hydroxy-8(Z)-octadecenoic acid, an intermediate in the bioconversion of oleic acid to 7,10-dihydroxy-8(E)-octadecenoic acid},
  author={Ching Tsang Hou and Marvin O. Bagby},
  journal={Journal of Industrial Microbiology},
  year={2005},
  volume={9},
  pages={103-107}
}
  • C. Hou, M. Bagby
  • Published 1 February 1992
  • Biology
  • Journal of Industrial Microbiology
SummaryPreviously, we reported the discovery of a new compound, 7,10-dihydroxy-8(E)-octadecenoic acid (DOD) which was produced from oleic acid by a new bacterial isolate PR3 [6,7]. The reaction is unique in that it involves a hydroxylation at two positions and a rearrangement of the double bond of the substrate molecule. Now, we have isolated another compound from the reaction mixture determined by GC/MS to be 10-hydroxy-8-octadecenoic acid (HOD). NMR and IR data indicate that the unsaturation… 
Production of 10-Hydroxy-8(E)-Octadecenoic Acid from Oleic Acid Conversion by Strains of Pseudomonas aeruginosa
TLDR
This study has identified a high-yielding P. aeruginosa strain and provided the reaction characteristics needed to develop a scale-up production process of HOD for testing its properties and potential new uses.
Production of 7,10,12-trihydroxy-8(E)-octadecenoic acid from ricinoleic acid by Pseudomonas aeruginosa KNU-2B
TLDR
TOD was efficiently produced from ricinoleic acid by KNU-2B with the maximum conversion yield of 56.7% under the optimum reaction conditions of pH 8.0 and 48-h incubation at 27 °C, 150 rpm.
Production of 7 , lO-dihydroxy-8 ( E )-octadecenoic acid from triolein via lipase induction ~ y Pseudomonas aeruginosa PRJ
TLDR
Results from this study demonstrated that natural vegetable oils, without being intentionally hydrolyzed, could be used as efficient substrates for the microbial production of value-added hydroxy fatty acids.
Production of 7, 10-dihydroxy-8(E)-octadecenoic acid from triolein via lipase induction by Pseudomonas aeruginosa PR3
TLDR
Results from this study demonstrated that natural vegetable oils, without being intentionally hydrolyzed, could be used as efficient substrates for the microbial production of value-added hydroxy fatty acids.
Production and identification of a novel compound, 7,10-dihydroxy-8(E)-hexadecenoic acid from palmitoleic acid by Pseudomonas aeruginosa PR3
TLDR
It is confirmed that PR3 could produce 7,10-dihydroxy-8(E)-hexadecenoic acid (DHD) with 23% yield from palmitoleic acid, while DHD production was peaked at 72 h after the substrate was added to the 24-h-culture.
Production of a novel 9,12-dihydroxy-10(E)-eicosenoic acid from eicosenoic acid by Pseudomonas aeruginosa PR3.
TLDR
It was confirmed that PR3 could produce a novel 9,12-dihydroxy-10(E)-eicosenoic acid (DED) with 6.2% yield from eicosenOic acid, and the structure of DED was confirmed using GC-MS, FTIR, and NMR analyses.
Production of (E) 10-Hydroxy-8-octadecenoic Acid with Lyophilized Microbial Cells
Lyophilized non-proliferating microbial cells of Pseudomonas sp. 42A2 showed their ability to catalyze the bioconversion of oleic acid into (E)-10-hydroxy-8-octadecenoic acid (MHOD) and (E)-
A facile reactor process for producing 7,10-dihydroxy-8(E)-octadecenoic acid from oleic acid conversion by Pseudomonas aeruginosa**
TLDR
The newly developed bioprocess will serve as a platform for the scale-up production of other value-added products derived from vegetable oils and their component fatty acids.
Is strain DS5 hydratase a C-10 positional specific enzyme? Identification of bioconversion products from α- and γ-linolenic acids byFlavobacterium sp. DS5
  • C. Hou
  • Chemistry
    Journal of Industrial Microbiology
  • 2005
SummaryPreviously, we reported the isolation of a new microbial strain,Flavobacterium sp. DS5 (NRRL B-14859) which converted oleic and linoleic acids to their corresponding 10-keto- and
Factors Influencing the Production of a Novel Compound, 7,10-Dihydroxy-8(E)-octadecenoic Acid, by Pseudomonas aeruginosa PR3 (NRRL B-18602) in Batch Cultures
TLDR
This is the first report on a successful scale-up production of DOD, which converts oleic acid to a novel compound, 7,10-dihydroxy-8(E)-octadecenoic acid (DOD), in batch cultures using Fernbach flasks and a bench-top bioreactor.
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A novel compound, 7,10-dihydroxy-8(E)-octadecenoic acid from oleic acid by bioconversion
Sixty-two cultures from the Agricultural Research Service (ARS) Culture Collection and 10 cultures isolated from soil and water samples in Illinois were screened for their ability to convert
Production of a new compound, 7,10-dihydroxy-8-(E)-octadecenoic acid from oleic acid byPseudomonas sp. PR3
TLDR
A new compound, 7,10-dihydroxy-8-(E)-octadecenoic acid (DOD) was produced from oleic acid by a new strain of Pseudomonas sp.
7,10-Dihydroxy-8(E)-Octadecenoic acid: Stereochemistry and a novel derivative, 7,10-Dihydroxyoctadecanoic acid
Abstract7,10-Dihydroxy-8(E)-octadecenoic acid (obtained by bioconversion of oleic acid with the bacterial strain PR3) was hydrogenated with hydrazine hydrate under air in ethanolic solution to give a
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SummaryA gaseous hydrocarbon-assimilating microorganism, Nocardia corallina, grew on 1-alkenes (C3, C4 and C13 to C18) and produced corresponding 1,2-epoxyalkanes. One of the products,
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TLDR
Resting cell suspensions of seven Nocardia species catalyzed the production of 10-hydroxystearic acid from oleic acid via hydration of the double bond, specific for fatty acids with cis unsaturation at the 9 position.
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