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Clinton R Fuller - One of the best experts on this subject based on the ideXlab platform.

  • sequential production of two different polyesters in the inclusion bodies of pseudomonas oleovorans
    International Journal of Biological Macromolecules, 1996
    Co-Authors: Joanne M Curley, Robert W Lenz, Clinton R Fuller
    Abstract:

    Abstract When Pseudomonas oleovorans was grown on a mixture of 5-phenylvaleric Acid, PVA, and Nonanoic Acid, NA, the reserve polyester produced included both a homopolymer and a copolymer. The homopolymer poly-3-hydroxy-5-phenylvalerate, PHPV, contained only 3-hydroxy-5-phenylvalerate units, while the copolymer contained the same long chain 3-hydroxyalkanoates as those present in the copolymer poly-3-hydroxynonanoate, PHN, which is produced from Nonanoic Acid alone. The intracellular location of each of these polymers was determined by selective staining of the inclusion body granules with ruthenium tetraoxide and examination by transmission electron microscopy showed that both types of polyesters occurred in the same granule. PHN was present in the center of the granule, while PHPV accumulated around the PHN in the inclusion body. The proteins associated with the inclusion bodies were separated using sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS-PAGE). In all cases, two different polymerase enzymes of molecular weight 59 and 55 KDa were present, indicating that the same polymerase enzyme system was responsible for the production of both PHN and PHPV. Attempts were made to produce a random copolymer containing both alkyl and phenylalkyl repeat units by varying the growth conditions, but a mixture of PHN and PHPV was always produced instead

  • sequential production of two different polyesters in the inclusion bodies of pseudomonas oleovorans
    International Journal of Biological Macromolecules, 1996
    Co-Authors: Joanne M Curley, Robert W Lenz, Clinton R Fuller
    Abstract:

    Abstract When Pseudomonas oleovorans was grown on a mixture of 5-phenylvaleric Acid, PVA, and Nonanoic Acid, NA, the reserve polyester produced included both a homopolymer and a copolymer. The homopolymer poly-3-hydroxy-5-phenylvalerate, PHPV, contained only 3-hydroxy-5-phenylvalerate units, while the copolymer contained the same long chain 3-hydroxyalkanoates as those present in the copolymer poly-3-hydroxynonanoate, PHN, which is produced from Nonanoic Acid alone. The intracellular location of each of these polymers was determined by selective staining of the inclusion body granules with ruthenium tetraoxide and examination by transmission electron microscopy showed that both types of polyesters occurred in the same granule. PHN was present in the center of the granule, while PHPV accumulated around the PHN in the inclusion body. The proteins associated with the inclusion bodies were separated using sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS-PAGE). In all cases, two different polymerase enzymes of molecular weight 59 and 55 KDa were present, indicating that the same polymerase enzyme system was responsible for the production of both PHN and PHPV. Attempts were made to produce a random copolymer containing both alkyl and phenylalkyl repeat units by varying the growth conditions, but a mixture of PHN and PHPV was always produced instead

  • production of poly 3 hydroxyalkanoates containing aromatic substituents by pseudomonas oleovorans
    Macromolecules, 1996
    Co-Authors: Joanne M Curley, And Baki Hazer, Robert W Lenz, Clinton R Fuller
    Abstract:

    Pseudomonas oleovorans was grown separately on 5-(4'-tolyl)valeric Acid, 5-(4'-ethylphenyl)-valeric Acid, 5-(4'-biphenyl)valeric Acid, and 8-(4'-tolyl)octanoic Acid either as the sole carbon source or as a coefeed with either Nonanoic Acid or 5-phenylvaleric Acid. For polymer production, 5-(4'-tolyl)valeric Acid was the most effective growth substrate of the five. It resulted in the production of poly-3-hydroxy-5-(4'-tolyl)valerate, a crystalline polymer with a glass transition temperature of 18 °C and a melting transition of 95 °C. This poly(3-hydroxyalkanoate) (PHA) is apparently the first example of a crystalline aromatic-containing bacterial PHA. When P. oleovorans was cofed an equimolar mixture of 5-phenylvaleric Acid and 5-(4'-tolyl)valeric Acid, the polymer produced contained 36 mol % of 3-hydroxy-5-phenylvalerate and 64 mol % of 3-hydroxy-5-(4'-tolyl)valerate, and it did not crystallize.

  • biosynthesis of methyl branched poly beta hydroxyalkanoate s by pseudomonas oleovorans
    Macromolecules, 1994
    Co-Authors: Baki Hazer, Robert W Lenz, Clinton R Fuller
    Abstract:

    Pseudomonas oleovorans was grown on 6-methylNonanoic Acid (6-MNA), 7-methylNonanoic Acid (7-MNA), 8-methylNonanoic Acid (8-MNA), 9-methyldecanoic Acid (9-MDA), 7-methyldecanoic Acid (7-MDA), and 2,6-dimethylhept-5-enoic Acid (2,6-DMHA). Poly(β-hydroxyalkanoate)s (PHAs) were obtained when this bacterium was grown on pure 9-MDA, 8-MNA, 7-MNA, and 6-MNA, but not on 7-MDA and 2,6-DMHA. The mixtures of n-Nonanoic Acid (NA) and either 7-MDA or 2,6-DMHA gave almost pure Nonanoic Acid homopolymers. For the other branched substrates, 1 H and 13 C NMR studies showed that the polymers obtained contained the type of methyl branching expected from the starting alkanoic Acid

  • poly β hydroxyalkanoate copolymers containing brominated repeating units produced by pseudomonas oleovorans
    Macromolecules, 1992
    Co-Authors: R. W. Lenz, Clinton R Fuller
    Abstract:

    brominated copolyesters were produced by Pseudomonas oleovorans grown with mixtures of an ω-bromoalkanoic Acid and either Nonanoic Acid or octanoic Acid. The mole percent of brominated units in these copolymers varied from 2% to 37% depending on the nonbrominated carbon substrate and on the ratio of the two comonomers. The mole fractions of brominated units in the PHAs obtained from mixtures of OA and an ω-bromoalkanoic Acid were lower than those in the PHAs obtained from mixtures of NA, but the molecular weights of the PHAs were essentially the same regardless of carbon sources used

Jinbyung Park - One of the best experts on this subject based on the ideXlab platform.

  • enzyme whole cell biotransformation of plant oils yeast derived oils and microalgae fatty Acid methyl esters into n Nonanoic Acid 9 hydroxyNonanoic Acid and 1 9 nonanedioic Acid
    Bioresource Technology, 2018
    Co-Authors: Eunji Seo, Young Joo Yeon, Joohyun Seo, Junghoo Lee, Jhoanne P Bongol, Jongmoon Park, Sangmin Lim, Choulgyun Lee, Jinbyung Park
    Abstract:

    Abstract Oils and fatty Acids are important renewable resources provided by nature. Therefore, biotransformation of renewable oils and fatty Acids into industrially relevant C9 chemicals was investigated in this study. Olive oil, soybean oil, yeast derived oil, and microalgae fatty Acid methyl esters were converted into n-Nonanoic Acid, 9-hydroxyNonanoic Acid, and 1,9-nonanedioic Acid by a lipase and a recombinant Escherichia coli expressing oleate hydratase, long chain secondary alcohol dehydrogenase, Baeyer-Villiger monooxygenase, long chain primary alcohol dehydrogenase, and aldehyde dehydrogenase. It was found that n-Nonanoic Acid and azelaic Acid could be produced to a concentration of 4.3 mM from 3 g/L olive oil with a specific product formation rate of 3.1 U/g dry cells. Biotransformation rates were influenced by compositions of fatty Acids and purity of the starting material. This study may contribute to the production of industrially relevant C9 chemicals from renewable oils and fatty Acids by simultaneous enzyme/whole-cell biotransformation.

  • Bioprocess engineering to produce 9-(nonanoyloxy) Nonanoic Acid by a recombinant Corynebacterium glutamicum-based biocatalyst
    Journal of Industrial Microbiology & Biotechnology, 2017
    Co-Authors: Soohyun Park, Jeongmo Yang, Kijun Jeong, Jinbyung Park
    Abstract:

    Here, Corynebacterium glutamicum ATCC13032 expressing Baeyer–Villiger monooxygenase from Pseudomonas putida KT2440 was designed to produce 9-(nonanoyloxy) Nonanoic Acid from 10-ketostearic Acid. Diverse parameters including cultivation and reaction temperatures, type of detergent, and pH were found to improve biotransformation efficiency. The optimal temperature of cultivation for the production of 9-(nonanoyloxy) Nonanoic Acid from 10-ketostearic Acid using whole cells of recombinant C. glutamicum was 15 °C, but the reaction temperature was optimal at 30 °C. Enhanced conversion efficiency was obtained by supplying 0.05 g/L of Tween 80 at pH 7.5. Under these optimal conditions, recombinant C. glutamicum produced 0.28 mM of 9-(nonanoyloxy) Nonanoic Acid with a 75.6% (mol/mol) conversion yield in 2 h. This is the first report on the biotransformation of 10-ketostearic Acid to 9-(nonanoyloxy) Nonanoic Acid with a recombinant whole-cell C. glutamicum -based biocatalyst and the results demonstrate the feasibility of using C. glutamicum as a whole-cell biocatalyst.

Young-ha Rhee - One of the best experts on this subject based on the ideXlab platform.

  • production of medium chain length polyhydroxyalkanoates by activated sludge enriched under periodic feeding with Nonanoic Acid
    Bioresource Technology, 2011
    Co-Authors: Sun Hee Lee, Jae Hee Kim, Debaraj Mishra, Young-ha Rhee
    Abstract:

    The potential use of activated sludge for the production of medium-chain-length polyhydroxyalkanoates (MCL-PHAs) was investigated. The enrichment of bacterial populations capable of producing MCL-PHAs was achieved by periodic feeding with Nonanoic Acid in a sequencing batch reactor (SBR). Denaturing gradient gel electrophoresis analysis revealed Pseudomonas aeruginosa strains to be predominant in the bacterial community during the SBR process. The composition of PHA synthesized by the enriched biomass from Nonanoic Acid consisted of a large concentration (>89 mol%) of MCL monomer units and a small amount of short-chain-length monomer units. Under fed-batch fermentation with continuous feeding of Nonanoic Acid at a flow rate of 0.225 g/L/h and a C/N ratio of 40, a maximum PHA content of 48.6% dry cell weight and a conversion yield (Y(p/s)) of 0.94 g/g were achieved. These results indicate that MCL-PHA production by activated sludge is a promising alternative to typical pure culture approaches.

  • cometabolic production of poly 3 hydroxyalkanoates containing carbon carbon double and triple bonds by pseudomonas oleovorans
    Journal of Microbiology and Biotechnology, 2002
    Co-Authors: Young-ha Rhee
    Abstract:

    Poly(3-hydroxyalkanoate) copolyesters containing both carbon-carbon double and carbon-carbon triple bonds were produced by Pseudomonas oleovorans grown in mixtures of 10-undecynoic Acid (10-UND(≡)) and 10-undecenoic Acid (10-UND(=)). The PHA content in the dry cells was usually 40 wt%. The bioconversion yield of 10-UND(≡) to PHA by P oleovorans was remarkably enhanced from 1% to over 24% as the fraction of 10-UND(=) in the carbon substrate mixtures increased from 0 to 50%. These values were higher than those obtained when P oleovorans was grown in the same molar mixtures of 10-UND(≡) and Nonanoic Acid (NA), indicating that 10-UND(=) was more efficient than NA as a cosubstrate in inducing cometabolic PHA production.

  • phas produced by pseudomonas putida and pseudomonas oleovorans grown with n alkanoic Acids containing aromatic groups
    Macromolecules, 1999
    Co-Authors: Young-ha Rhee
    Abstract:

    Poly(3-hydroxyalkanoates), PHAs, bearing aromatic groups were biosynthesized by Pseudomonas putida and Pseudomonas oleovorans grown with various carbon substrates such as 5-phenylvaleric Acid, 5PVA, 8-(p-methylphenoxy)octanoic Acid, 8pMPO, 6-(p-methylphenoxy)hexanoic Acid, 6pMPH, 8-(m-methylphenoxy)octanoic Acid, 8mMPO, 8-(o-methylphenoxy)octanoic Acid, 8oMPO, and 11-(p-methylphenoxy)undecanoic Acid, 11pMPU. 11pMPU and 8oMPO did not support PHA production by both P. oleovorans and P. putida while other carbon substrates supported PHA production. PHAs obtained from 8-(methylphenoxy)octanoic Acids contained 3-hydroxy-4-methylphenoxybutyrate and 3-hydroxy-6-methylphenoxyhexanoate units. DSC and X-ray scattering analysis indicated that PHAs biosynthesized from 5PVA and 8mMPO were amorphous while the PHA biosynthesized from 8pMPO was crystalline. PHAs biosynthesized by P. putida grown with mixtures of Nonanoic Acid, NA, and either 5PVA or 8pMPO were fractionated into two fractions on the basis of the solubilit...

Markus Lackinger - One of the best experts on this subject based on the ideXlab platform.

  • thermodynamics of 4 4 stilbenedicarboxylic Acid monolayer self assembly at the Nonanoic Acid graphite interface
    Physical Chemistry Chemical Physics, 2014
    Co-Authors: Wentao Song, Natalia Martsinovich, Wolfgang M Heckl, Markus Lackinger
    Abstract:

    A direct calorimetric measurement of the overall enthalpy change associated with self-assembly of organic monolayers at the liquid–solid interface is for most systems of interest practically impossible. In previous work we proposed an adapted Born–Haber cycle for an indirect assessment of the overall enthalpy change by using terephthalic Acid monolayers at the Nonanoic Acid–graphite interface as a model system. To this end, the sublimation enthalpy, dissolution enthalpy, the monolayer binding enthalpy in vacuum, and a dewetting enthalpy are combined to yield the total enthalpy change. In the present study the Born–Haber cycle is applied to 4,4′-stilbenedicarboxylic Acid monolayers. A detailed comparison of these two aromatic dicarboxylic Acids is used to evaluate and quantify the contribution of the organic backbone for stabilization of the monolayer at the Nonanoic Acid–graphite interface.

  • thermodynamical equilibrium of binary supramolecular networks at the liquid solid interface
    Journal of the American Chemical Society, 2008
    Co-Authors: Lorenz Kampschulte, Wolfgang M Heckl, Tova L Werblowsky, Ravuri S K Kishore, Michael Schmittel, Markus Lackinger
    Abstract:

    Coadsorption of two different carboxylic Acids, benzenetribenzoic Acid and trimesic Acid, was studied at the liquid-solid interface in two different solvents (heptanoic and Nonanoic Acid). Independent alteration of both concentrations in binary solutions resulted in six nondensely packed monolayer phases with different structures and stoichiometries, as revealed by means of scanning tunneling microscopy (STM). All of these structures are stabilized by intermolecular hydrogen bonding between the carboxylic Acid functional groups. Moreover, phase transitions of the monolayer structures, accompanied by an alteration of the size and shape of cavity voids in the 2D molecular assembly, could be achieved by in situ dilution. The emergence of the various phases could be described by a simple thermodynamic model.

Vicki H Grassian - One of the best experts on this subject based on the ideXlab platform.

  • insights into the behavior of Nonanoic Acid and its conjugate base at the air water interface through a combined experimental and theoretical approach
    Chemical Science, 2020
    Co-Authors: Man Luo, Nicholas A Wauer, Kyle J Angle, Abigail C Dommer, Meishi Song, Christopher M Nowak, Rommie E Amaro, Vicki H Grassian
    Abstract:

    The partitioning of medium-chain fatty Acid surfactants such as Nonanoic Acid (NA) between the bulk phase and the air/water interface is of interest to a number of fields including marine and atmospheric chemistry. However, questions remain about the behavior of these molecules, the contributions of various relevant chemical equilibria, and the impact of pH, salt and bulk surfactant concentrations. In this study, the surface adsorption of Nonanoic Acid and its conjugate base is quantitatively investigated at various pH values, surfactant concentrations and the presence of salts. Surface concentrations of protonated and deprotonated species are dictated by surface-bulk equilibria which can be calculated from thermodynamic considerations. Notably we conclude that the surface dissociation constant of soluble surfactants cannot be directly obtained from these experimental measurements, however, we show that molecular dynamics (MD) simulation methods, such as free energy perturbation (FEP), can be used to calculate the surface Acid dissociation constant relative to that in the bulk. These simulations show that Nonanoic Acid is less Acidic at the surface compared to in the bulk solution with a pKa shift of 1.1 ± 0.6, yielding a predicted surface pKa of 5.9 ± 0.6. A thermodynamic cycle for Nonanoic Acid and its conjugate base between the air/water interface and the bulk phase can therefore be established. Furthermore, the effect of salts, namely NaCl, on the surface activity of protonated and deprotonated forms of Nonanoic Acid is also examined. Interestingly, salts cause both a decrease in the bulk pKa of Nonanoic Acid and a stabilization of both the protonated and deprotonated forms at the surface. Overall, these results suggest that the deprotonated medium-chain fatty Acids under ocean conditions can also be present within the sea surface microlayer (SSML) present at the ocean/atmosphere interface due to the stabilization effect of the salts in the ocean. This allows the transfer of these species into sea spray aerosols (SSAs). More generally, we present a framework with which the behavior of partially soluble species at the air/water interface can be predicted from surface adsorption models and the surface pKa can be predicted from MD simulations.