• Title/Summary/Keyword: Catechol.

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Cloning and Overexpression of Methylcatechol 2, 3-Dioxygenase Gene from Toluene-Degrading Pseudomonas putida mt-2(pWWO)

  • Lee, Jeong-Rai;Min, Kyung-Rak;Kim, Young-Soo
    • Archives of Pharmacal Research
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    • v.15 no.4
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    • pp.360-364
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    • 1992
  • Methylcatechol 2, 3-dioxygenase encoded in pWWO megaplasmid of Pseudomonas putida mt-2 has been cloned and overexpressed in Escherichia coli. This enzyme gene has been localized inside 2. 3-kb XhoI fragment derived from the pWWO megaplasmid. Analysis of enzyme activity and SDS-PAGE showed that the cloned methylcatechol 2, 3-dioxygenase gene in E. coli was about 100 fold overexpressed compared with the parental gene in P. putida mt-2 (pWWO). The cloned enzyme exhibited higher ring-fission activity to catechol than catechol derivatives including 3-methylcatechol, 4-methylcatechol, and 4-chlorocatechol.

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$^{13}C-Nuclear$ Magnetic Resonance of the Phenolic Compounds (I) -A Systematic Evaluation of the Chemical Shifts of the Phenolic Compounds- (Phenol성(性) 화합물(化合物)의 $^{13}C$-핵자기(核磁氣) 공명(共鳴)(I) -Phenol성(性) 화합물(化合物)의 Chemical Shift에 관(關)한 연구(硏究)-)

  • Ahn, Byung-Zun
    • Korean Journal of Pharmacognosy
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    • v.8 no.1
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    • pp.17-21
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    • 1977
  • $^{13}C-NMR$ behaviors of phenolic compounds such as phenol, catechol, pyrogallol, resorcine, phoroglucine and hydroquinone were studied. From the study on the effects of OH-substitution on benzene and its dervatives it was found that the additivity rule can be applied to the ortho-and para-effect but not to the meta-effect for the OH-function. The empirically calculated chemical shifts regarding the o-and p-effects coincide very well with the results of measurement. The chemical shifts of the phenolic compounds can be classified into three types. 1) Catechol-type C-1 and C-2 145 ppm C-3 and C-6 116-107 ppm 2) Pyrogallol-type C-1 132ppm C-2 and C-6 146ppm C-3 and C-5 106ppm 3) Resorcin-type C-1 and C-3 159ppm C-2 103-95ppm C-4 and C-6 107ppm

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Biodegradation of Recalcitrant Halogen Substituted-Phenol (난분해성 할로겐 치환 Phenol의 분해)

  • Lee, Geon;Lee, Sang-Joon;Lee, Jong-Kun
    • Journal of Environmental Health Sciences
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    • v.18 no.2
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    • pp.92-101
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    • 1992
  • Halogen substituted-phenol and analog phenol degrading strains were identified as Aeromonas, Moraxella, and Flavobacterium genus. Optimal degrading condition was generally 50~100 $\mu$M substituted-phenol as carbon source, $NH_4NO_3$ as nitrogen source, 30$\circ$C , and initial pH 7.2. $\rho$-Chlorophenol degrading strain of Aeromonas sp. C4 had biodegradability to the various substituted-phenols. Flavobacterium sp. M9 had substrate specificity to methyl substituted-function. Catechol was cleavaged by catechol 1, 2-dioxygenase in Aeromonas sp. C4, Moraxella sp. N7, and Flavobacterium sp. M9.

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Roles of the meta- and the ortho-Cleavage Pathways for the Efficient Utilization of Aromatic Hydrocarbons by Sphingomonas yanoikuyae Bl

  • 송정민;김영민;Gerben J. Zylstra;김응빈
    • Korean Journal of Microbiology
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    • v.38 no.4
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    • pp.245-245
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    • 2002
  • Catabolic pathways for the degradation of various aromatics by Sphingomonas yanoikuyae Bl are intertwined, joining at the level of substituted benzoates, which are further degraded vita ring cleavage reactions. The mutant strain EK497, which was constructed by deleting a large DNA region containing most of the genes for biphenyl, naphthalene, m-xylene, and m-toluate degradation, was unable to grow on all of the aromatics tested except for benzoate as the sole source of carbon and energy.S. yanoikuyae EK497 was found to possess only catechol ortho-ring cleavage activity due to deletion of the genes for the meta-cleavage pathway. Wild-type S. yanoikuyae Bl grown on benzoate has both catechol orthoand meta-cleavage activity. However, m-xylene and m-toluate, which are metabolized through methylbenzoate, and biphenyl, which is metabolized through benzoate, induce only the meta-cleavage pathway, suggesting the presence of a substrate-dependent induction mechanism.

[$^{13}C-NMR$ of the Phenolic Compounds

  • Ahn, Byung-Zun
    • Korean Journal of Pharmacognosy
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    • v.11 no.3_4 s.43
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    • pp.153-162
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    • 1980
  • 1) The hydroxy-substitution in the simple phenolic compounds follows an additivity rule in the chemical shifts of their aromatic carbon atoms. In para-and ortho-effects is a good agreement between calculated and measured values, but the meta-effect is not certain. 2) The additivity rule was applied to assign the chemical shifts of catechins. 3) The nuclear overhauser effect was applied to assign the chemical shifts of C-8 and C-6 atoms of catechins and their polymer. The signal of C-8 is lower in intensity and appear in lower field than C-6. 4) The results of the NOE were applied to determine the bonding positions of catechin units in the catechin dimer and trimer. The bonding positions are C-8a and C-8b atoms of the second and third catechin units. 5) It was tried to determine the conformation of the catechin dimer and trimer by analysing the signal shapes of C-3' and C-4' atoms in the catechol moieties. The catechol moieties lie in opposite side in the dimer and trimer structure. A combined analysis of $^{13}C-and\;^1H-NMR$ results lead to the suggestion that such a catechin polymer is a zigzag planar form.

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Dyeing of Cotton Fabrics using Residual Parts of Cultivated Pteridium aquilinum (재배 고사리 부산물을 활용한 면직물의 염색)

  • Lee, Hyesun;Kang, Eunyoung
    • Textile Coloration and Finishing
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    • v.26 no.1
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    • pp.53-62
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    • 2014
  • This study examined the dyeability, color fastness and functionality of cotton fabrics dyed with residual parts of cultivated Pteridium aquilinum. UV-Vis absorption spectrum, TLC and FT-IR spectra analysis showed that colorants of Pteridium aquilinum are a mixture of pyrogallol tannin and catechol tannin. Optimum dyeing conditions was confirmed colorant concentration of 500% at $100^{\circ}C$ for 60 minutes. Color fastness followed to washing, rubbing, perspiration and light as 4-5, 5, 4-5(acidic), 3-4(alkaline) and 2, respectively. Deodorization rates of ammonia($NH_3$) and acetic acid ($CH_3COOH$) were analyzed 88.8% and 78.0%. UV protection rate was 94.2% of UV-A and 96.8% of UV-B. UV protection factor(UPF) was 27. Therefore residual parts of cultivated Pteridium aquilinum could be used for a new functional colorant.

Effects of Amino Acids on the Inhibition of Polyphenol Oxidase Activity from Perillae Folium (아미노산류가 들깨잎 폴리페놀 옥시다제 활성저해에 미치는 영향)

  • Park, Soo-Sun;Kim, An-Keun;Sohn, Eun-Soo
    • YAKHAK HOEJI
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    • v.40 no.1
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    • pp.65-71
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    • 1996
  • Characterization of Polyphenol oxidase (PPO) in Perillae Folium, particullarly inhibitor studies were investigated. This enzyme was stable at pH 5.0 and the residual activity of PPO at ${\geq}$ ph 5.5 was estimated to be very low. PPO activity was decreased slightly by adding amino acid with catechol as a substrate, particullary PPO activity was inhibited markedly by cystein, histidine, lysine and arginine. In the absorption spectra of the product formed when catechol was oxidized by PPO, with a ${\lambda}_{max}$ at 410nm, the peak shifted toward ${\lambda}_{max}$ 520nm by addition of L-proline. At relatively low concentrations($10^{-3}M$), sulfite and dithiothreithol completely inhibited PPO activity. Inhibition of PPO activity by amino acids and inhibitors increased or decreased depending on the pH used to measure it.

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Plasmid-Mediated Aniline Assimilation by Pseudomonas sp. B10

  • El-Deeb, Bahig A.
    • Journal of Microbiology and Biotechnology
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    • v.11 no.1
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    • pp.79-84
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    • 2001
  • An aniline-utilizing microorganism identified as a species of Pseudomonas was isolated from soil contaminated highly with aniline and urea-herbicide. This strain was able to utilize aniline as the sole source of carbon and energy, and was shown to harbor a single large plasmid mediating the aniline assimilation. Subsequent plasmid-curing of this bacterium resulted in the abolishment of the aniline utilizing phenotype and the loss of catechol-C2,3O-oxygenase. The reestablishment of the plasmid, denoted pB10, in cured Pseudomonas sp. via filter surface mating, resulted in restoration of the aniline assimilation abilities and enzyme activity.

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Resveratrol, an Antioxidant in Red Wine, Inhibits Metabolic Formation of Catechol Estrogens and Their Induction of Oxidative Dna Damage and Cell Death

  • Chen, Zhi-Hua;Hurh, Yeon-Jin;Na, Hye-Kyung;Kim, Do-Hee;Chun, Young-Jin;Kim, Dong-Hyun;Surh, Young-Joon
    • Proceedings of the Korean Society of Toxicology Conference
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    • 2003.10b
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    • pp.182-182
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    • 2003
  • cResveratrol (3,5,4'-trihydroxystilbene), a naturally occurring phytoalexin present in grapes and other foods, has been well documented for chemopreventive effects in different systems based on its striking inhibition of diverse cellular events associated with tumor initiation, promotion and progression.(omitted)

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Synthesis and Biological Studies of A Novel Series of Catechol Ether Type Derivatives as Potential Phosphodiesterase(PDE) IV Inhibitors

  • Lee, Jae-Mok;Lee, Koun-Ho;Kim, Jong-Hoon;Song, Seog-Beom;Chun, Hyung-Ok;Yeon, Kyu-Jeong;Kwon, Soon-Ji
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.348.1-348.1
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    • 2002
  • We synthesized various catechol ether type derivatives substituted by the hydrazine moiety and evaluated for their ability to inhibit PDE Ⅳ (Phosphodiesterase Ⅳ). These new compounds were synthesized from 4-methoxy-3-hydroxy benzaldehyde through 5 or 7 steps. Some of them have similar or more potent inhibitory activity against PDE Ⅳ than known PDE Ⅳ inhibitor. Ariflo (SB 207499). Structure activity relationship (SAR) and biological studies of described compounds will be discussed in detail. (omitted)

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