• Title/Summary/Keyword: oxidation by fungi

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Microbiological Oxidation of Isophorone to 4-Hydroxyisophorone and Chemical Transformation of 4-Hydroxyisophorone to 2,3,5-Trimethyl-p-benzoquinone

  • Joe, Young-Ae;Goo, Yang-Mo;Lee, Youn-Young
    • Archives of Pharmacal Research
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    • v.12 no.2
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    • pp.73-78
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    • 1989
  • Oxidation of isophorone by various fungi was examined. Aspergillus niger oxidized isophorone to 4-hydroxyisophorone, 3-hydroxymethyl-5,5-dimethyl-2-cyclohexen-1-one and 5-hydroxymethyl-3,5-dimethyl-2-cyclohexen-1-one. 4-Oxoisophorone obtained by chromic acid oxidation of 4-hydroxyisophorone was transformed to 2,3,5-trimethyl-p-benzoquinone by acid treatment.

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Biodegradation of Pentachlorophenol by Various White Rot Fungi (수질분해균(水質分解菌)에 의한 Pentachlorophenol의 미생물분해(微生物分解))

  • Choi, In-Gyu;Ahn, Sye-Hee
    • Journal of the Korean Wood Science and Technology
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    • v.26 no.3
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    • pp.53-62
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    • 1998
  • In this research, 7 species of white rot fungi were used for determining the resistance against pentachlorophenol (PCP). Three fungi with good PCP resistance were selected for evaluating the biodegradability, and biodegradation mechanism by HPLC and GC/MS spectrometry. Among 7 fungi, there were significant differences on PCP resistance on 4 different PCP concentrations. In the concentrations of 50 and 100ppm ($\mu$g of PCP per g of 2% malt extract agar), most fungi were easily able to grow, and well suited to newly PCP-added condition, but in that of more than 250ppm, the mycelia growths of Ganoderma lucidum 20435, G. lucidum 20432, Pleurotus ostreatus, and Daldinia concentrica were significantly inhibited or even stopped by the addition of PCP to the culture. However, Trametes versicolor, Phanerochaete chrysosporium, and Inonotus cuticularis still kept growing at 250ppm, indicating the potential utilization of wood rot fungi to high concentrated PCP biodegradation. Particularly, P. chrysosporium even showed very rapid growth rate at more than 500ppm of PCP concentration. Three selected fungi based on the above results showed an excellent biodegradability against PCP. P. chrysosporium degraded PCP up to 84% on the first day of incubation, and during 7 days, most of added PCP were degraded. T. versicolor also showed more than 90% of biodegradability at 7th day, and even though the initial stage of degradation was very slow, I. cuticularis has been approached to 90% at 21 st day after incubation with dense growing pattern of mycelia. Therefore, the PCP biodegradability was definitely dependent on the rapid suitability of fungi to newly PCP-added condition. In addition, the PCP biodegradation by filtrates of P. chrysosporium, T. versicolor, and I. cuticularis was very minimal or limited, suggesting that the extracellular enzyme system may be not so significantly related to the PCP biodegradation. Among the biodegradation metabolites of PCP, the most abundant one was pentachloroanisole which resulted in a little weaker toxicity than PCP, and others were tetrachlorophenol, tetrachloro-hydroquinone, benzoic acid, and salicylic acid, suggesting that PCP may be biodegraded by several sequential reactions such as methylation, radical-induced oxidation, dechlorination, and hydroxylation.

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Biogeochemical Activities of Microorganisms in Mineral Transformations: Consequences for Metal and Nutrient Mobility

  • Gadd, Geoffrey-M.;Burford, Euan-P.;Fomina, Marina
    • Journal of Microbiology and Biotechnology
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    • v.13 no.3
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    • pp.323-331
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    • 2003
  • Bacteria and fungi are fundamental biotic components of natural biogeochemical cycles for metals and metalloids, and play important roles in dissolution, precipitation, oxidation and reduction processes. Some processes catalyzed by microorganisms also have important applications in environmental biotechnology in the areas of ore leaching and bioremediation.

Biodegradation of Kraft Lignins by White-Rot Fungi(I) -Lignin from Pitch Pine- (백색부후균에 의한 크라프트 리그닌의 분해(I) -리기다소나무 리그닌-)

  • 김명길;안원영
    • Journal of Korea Foresty Energy
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    • v.17 no.1
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    • pp.56-70
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    • 1998
  • This study was carried out to investigate the structural characteristics of kraft lignin and the wood degrading characteristics, the productivity of ligninolytic enzymes and the enzymatic degradation of kraft lignin by white-rot fungi. To purify kraft lignin, precipitation of kraft pulping black liquors of pitch pine meal was done by titration with lN $H_{2}SO_{4}$ reaching to pH 2, and isolation of the precipitates done by centrifugation. The isolated precipitates from pitch pine were redissloved in lN NaOH, reprecipitated by titration with lN $H_{2}SO_{4}$, washed with deionized water, and kept ofr analysis after freeze drying. Fractionation of the precipitates in solution by successive extraction with $CH_{2}Cl_{2}$ and MeOH, and the fractionates were named SwKL, SwKL I, SwKL II, and SwKL III for pitch pine kraft lignin. The more molecular weights of kraft lignin increased, the less phenolic hydroxyl groups and the more aliphatic hydroxyl groups. Because as the molecular weights increased, the ratio of etherified guaiayl/syringyl(G/S ratio) and the percentage were increased. The spectra obtained by 13C NMR and FTIR assigned by comparing the chemical shifts of various signals with shifts of signals from autherized ones reported. The optimal growth temperature and pH of white-rot fungi in medium were $28^{\circ}C$ and 4.5-5.0, respectively. Especially, in temperature and pH range, and mycelial growth, the best white-rot fungus selected was Phanerochaete chrysosporium for biodegradation. For the degradation pathways, the ligninolytic fungus jcultivated with stationary culture using medium of 1% kraft lignin as a substrate for 3 weeks at $28^{\circ}C$. The weight loss of pitch pine kraft lignin was 15.8%. The degraded products extracted successively methoanol, 90% dioxane and diethyl ether. The ether solubles were analyzed by HPLC. Kraft lignin degradation was initiated in $\beta$-O-4 bonds of lignin by the laccase from Phanerochaete chrysosporium and the degraded compounds were produced from the cleavage of $C\alpha$-$C\beta$ linkages at the side chains by oxidation process. After $C\alpha$-$C\beta$ cleavage, $C\alpha$-Carbon was oxidized and changed into aldehyde and acidic compounds such as syringic acid, syringic aldehyde and vanilline. And the other compound as quinonemethide, coumarin, was analyzed. The structural characteristics of kraft lignin were composed of guaiacyl group substituted functional OHs, methoxyl, and carbonyl at C-3, -4, and -5 and these groups were combinated with $\alpha$ aryl ether, $\beta$ aryl ether and biphenyl. Kraft lignin degradation pathways by Phanerochaete chrysosporium were initially accomplished cleavage of $C\alpha$-$C\beta$ linkages and $C\alpha$ oxidation at the propyl side chains and finally cleavage of aromatic ring and oxidation of OHs.

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Biodegradation of 4,5,6-Trichloroguaiacol by White Rot Fungi, Phanerochaete chrysosporium, Trametes versicolor, and Inonotus cuticularis (수질분해균(水質分解菌)에 의한 4,5,6-Trichloroguaiacol의 미생물분해(微生物分解))

  • Ahn, Sye-Hee;Choi, In-Gyu
    • Journal of the Korean Wood Science and Technology
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    • v.26 no.3
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    • pp.63-72
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    • 1998
  • In order to evaluate the biodegradability and mechanism of 4,5,6-trichloroguaiacol (TCG) produced from bleaching process in pulp mill by Phanerochaete chrysosporium, Trametes versicolor, and Inonotus cuticularis, changes in TCG and its metabolites during biodegradation were analyzed by HPLC, and GC/MS spectrometry. By three fungi, the maximum biodegradability against TCG were very quickly reached, compared with other chlorinated aromatic compounds such as PCP. Within 24 hrs, T versicolor indicated up to 95% of TCG removal rate, and P. chrysosporium and I. cuticularis also showed more than 80%, and 90%, respectively. Particularly, in case of T. versicolor, the removal rate of TCG after 1 hr. incubation was reached to approximately 90%, implying very rapid metabolization of TCG. However, by analyzing the filtrates extracted from TCG containing culture by GC/MS, the major metabolites at initial stage of biodegradation were dimers, indicating that the added TCG monomers were quickly polymerized. The others were trichloroveratrole, dichloroguaiacol, and trichlorobenzoic acid, suggesting that TCG may be biodegraded by several sequential reactions such as polymerization, oxidation, methylation, dechlorination, and hydroxylation. In other experiments, the extracellular fluid which did not contain any fungal mycelia was used to evaluate the effect of mycelia on TCG biodegradation. The extracellular fluid of T. versicolor also biodegraded TCG up to 90% within 24hrs, but those of P. chrysosporium and I. cuticularis did not show any good biodegradability. T versicolor showed the highest value of laccase, and other two fungi indicated a little activity of lignin peroxidase (LiP) and manganese peroxidase (MnP). In addition, the laccase activity of T. versicolor was very linearly proportional to the removal rate of TCG during incubation, in other words, showing the induction effect against TCG. Consequently, the biodegradation of TCG was very dependent upon the activity of laccase.

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On Possible Application of Microorganism for Chemical Pulping (화학(化學)펄프 제조(製造)에 미생물(微生物)의 응용(應用) 가능성(可能性))

  • Lee, Seon-Ho;Yoon, Byong-Ho;Lee, Won-Yong
    • Journal of Forest and Environmental Science
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    • v.13 no.1
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    • pp.143-152
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    • 1997
  • The decayed wood by Fomes pini (Thore) Lloyd required a smaller H factor than the sound wood for pulping to permanganate number 20. The H factors for the decayed wood pulping by the kraft and soda processes were reduced by 15% and 17%, respectively, in the presence of 1% anthraquinone. The wood components degraded by fungi are normally more readily solubilized in alkali than the corresponding components in sound wood. The nonphenolic ${\beta}$-O-4 type lignin model compound, veratrylglycerol-${\beta}$-guaiacyl ether(I), and phenolic model compound, syringylglycerol-${\beta}$-syringyl ether(III), were degraded by the white-rot fungi to yield ${\alpha}$-guaiacoxy-${\beta}$-hydroxypropioveratrone(II) from the former and ${\alpha}$-syringyloxy-${\beta}$-hydroxypropiosyringone(IV) from the latter. Structures of the degradation products indicated that C ${\alpha}$-oxidation could occur with white-rot fungi. It has been shown that the alkaline cleavage of ${\beta}$-aryl ether bonds in the lignin units is accelerated by the presence of ${\alpha}$-carbonyl groups.

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BIOGEOCHEMICAL ACTIVITIES OF MICROORGANISMS IN MINERAL TRANSFORMATIONS: CONSEQUENCES FOR METAL AND NUTRIENT MOBILITY

  • Gadd, Geoffrey M.
    • Proceedings of the Korean Society for Applied Microbiology Conference
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    • 2002.10a
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    • pp.39-61
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    • 2002
  • Bacteria and fungi are fundamental biotic components of natural biogeochemical cycles for metals and metalloids and play important roles in dissolution, precipitation, oxidation and reduction processes. Some processes catalyzed by microorganisms also have important applications in environmental biotechnology in the areas of ore leaching and bioremediation.

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Cloning and mutational analysis of pyrroquinoline quinone(PQQ) genes from a phosphate - solubilizing biocontrol bacterium Enterobacter intermedium.

  • Han, Song-Hee;Cho, Baik-Ho;Kim, Young-Cheol
    • Proceedings of the Korean Society of Plant Pathology Conference
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    • 2003.10a
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    • pp.94.2-95
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    • 2003
  • E. intermedium 60-2G possessing a strong ability to solubilize insoluble phosphate, has plant growth-promoting activity, induced systemic resistance activity against scab pathogen in cucumber, and antifungal activity against various phytopathogenic fungi. The phosphate solubilizing activity of 60-2G may be mainly accomplished by production of gluconic acid through a direct extracellular oxidation of glucose by glucose dehydrogenase that required a PQQ cofactor for its activation. A pqq gene cluster conferred Phosphate-solubilizing activity in E. coli DH5${\alpha}$ was cloned and sequenced. The 6,783 bP pqq sequence had six open reading frames (from A to F) and showed 50-95% homology to pqq genes from other bacteria. The E. coli strain expressing the pqq genes solubilized phosphate from hydroxyapatite after a pH drop to 4.0, which paralleled in time the secretion of gluconic acid. To study the role of PQQ in biocontrol traits of E. intermedium, PQQ mutants of 60-2G were constructed by marker exchangee mutagenesis. The PQQ mutants of E. intermedium were lost activities of solubilizing phosphate, growth inhibition of phytopathogenic fungi, and plant growth promotion. These findings suggest that PQQ plays an important role, possibly activation of certain enzymes, in several beneficial bacterial traits of E. intermedium by as yet an unknown mechanism.

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Degradation of Polycyclic Aromatic Hydrocarbons by Selected White-rot Fungi and the Influence of Lignin Peroxidase

  • Kim, Mi-Sun;Huh, Eun-Jee;Kim, Hyun-Kyung;Moon, Kwang-Woong
    • Journal of Microbiology and Biotechnology
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    • v.8 no.2
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    • pp.129-133
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    • 1998
  • The white-rot fungi Phanerochaete chrysosporium ATCC 24725, Pleurotus ostreatus ATCC 32783, Lentinus edodes ATCC 24462, and Trametes versicolor ATCC 42530 were studied for their ability to degrade lignin, phenanthrene, and anthracene. Lignin in rice-straw was degraded by 14.4, 28.73, and 33.88% by P. chrysosporium, T. versicolor, and P. ostreatus, respectively. Approximately 12% and 83% of phenanthrene was degraded in 1 and 5 days, respectively, when the pre-grown mycelIium matrix of P. ostreatus. was incubated with 10 ppm of phenanthrene in modified Kirk's medium (nitrogen limited) at $25^{\circ}C$. Approximately 2%> and 61% of phenanthrene was degraded when the phenanthrene concentration was increased to 30 ppm. Similar trends were observed with phenanthrene using P. chrysosporium. Mycelial growth of T. versicolor was less inhibited at 30 ppm phenanthrene than for P. ostreatus and P. chrysosporium. Better degradation of phenanthrene by T. versicolor may be attributed to better mycelium growth. One hundred percent of 15 ppm anthracene was degraded in 10 days by both P. chrysosporium and T. versicolor. 40 ppm anthracene inhibited the mycelial growth of P. chrysosporium. lignin peroxidase activity, which was previously reported to be involved in initial phenanthrene oxidation, was also detected from the culture broth of the strains tested. The rates of lignin peroxidase production in the cultures were not consistent with the rate of PAH hydrolysis during incubation.

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Production of Mn-Dependent Peroxidase from Bjerkandera fumosa and Its Enzyme Characterization

  • Jarosz-Wilkolazka, Anna;Luterek, Jolanta;Malarczyk, Elzbieta;Leonowicz, Andrzej;Cho, Hee-Yeon;Shin, Soo-Jeong;Cho, Nam-Seok
    • Journal of the Korean Wood Science and Technology
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    • v.35 no.2
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    • pp.85-95
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    • 2007
  • Manganese dependent peroxidase (MnP) is the most ubiquitous enzyme produced by white-rot fungi, MnP is known to be involved in lignin degradation, biobleaching and oxidation of hazardous organopollutants. Bjerkandera fumosa is a nitrogen-unregulated white-rot fungus, which produces high amounts of MnP in the excess of N-nutrients due to increased biomass yield. The objective of this study was to optimize the MnP production in N-sufficient cultures by varying different physiological factors such as Mn concentration, culture pH, and incubation temperature. The growth of fungus was optimal in pH 4.5 at $30^{\circ}C$, $N_2$-unregulated white-rot fungus produces high amounts of MnP in the excess N-nutrients. The fungus produced the highest level of MnP (up to $1000U/{\ell}$) with $0.25g/{\ell}$ asparagine and $1g/{\ell}$ $NH_4Cl$ as N source at 1.5 mM $MnCl_2$ concentration, pH value of 4.5 at $30^{\circ}C$. Purification of MnP revealed the existence of two isoforms: MnPl and MnP2. The molecular masses of the purified MnPl and MnP2 were in the same range of 42~45 kDa. These isoforms of B. fumosa strictly require Mn to oxidize phenolic substrates. Concerned to kinetic constants of B. fumosa MnPs, B. fumosa has similar Km value and Vmax compared to the other white-rot fungi.