• 한국미생물·생명공학회지
• /
• 제17권3호
• /
• pp.224-230
• /
• 1989

Benzene으로부터 catechol을 생산하기 위하여 토양으로부터 benzene을 유일한 탄소원과 에너지원으로 이용할 수 있는 세균을 분리하였다. 분리된 균주들 중에서 benzene상에서 상대적 생육속도가 빠르며, catechol 생산능이 가장 좋은 균주인 KY-114를 선별하였고, Pseudomonas sp.로 부분 동정하였다. 이 균주에 의한 catechol 생산성을 증대시키기 위하여 돌연변이에 의한 균주 개발을 시도하였으며, 개발된 변이주인 Pseudomonas sp. HW-103을 이용하여 benzene으로부터 catechol 생산의 최적조건을 검토하였다. Catechol의 최대생산은 초기 pH6.5, 온도 3$0^{\circ}C$하에서 1% sodium citrate, 0.75%(NH$_4$)$_2$SO$_4$, 0.15% benzene과 다른 무기염이 함유된 배지에서 이루워졌으며, 이때 최대 catechol 생산량은 0.61g/ι 이었다. 한편, 휴지세포를 이용한 catechoι 생산을 위하여 4g/$\ell$의 benzene이 함유된 최적반응조건하에서 10시간 반응시킨 결과, 2.5g/$\ell$의 catechol이 생산되었으며, 이때의 이론적 전환률은 45%이었다.

• 대한의생명과학회지
• /
• 제25권1호
• /
• pp.1-6
• /
• 2019

The hydroxylation of estradiol results in the formation of catechol estrogens such as 2-hydroxyestradiol ($2-OHE_2$) and 4-hydroxyestradiol ($4-OHE_2$). These catechol estrogens are further oxidized to quinone metabolites by peroxidases or cytochrome P450 (CYP450) enzymes. Catechol estrogens contribute to hormone-induced carcinogenesis by generating DNA adducts or reactive oxygen species (ROS). Interestingly, many of the natural products found in living organisms have been reported to show protective effects against carcinogenesis induced by catechol estrogens. Although some compounds have been reported to increase the activity of catechol estrogens via oxidation to quinone metabolites, many natural products decreased the activity of catechol estrogens by inhibiting DNA adduct formation, ROS production, or oxidative cell damage. Here we focus specifically on the chemopreventive effects of these natural compounds against carcinogenesis induced by catechol estrogens.

• 미생물학회지
• /
• 제35권2호
• /
• pp.139-145
• /
• 1999

방향족 탄화수소 화학물질들은 자연계에 오염되면 미생물에 의한 분해가 미미하여 장기 축적됨으로써 생명체에 독성을 나타낸다. 이러한 방향족 탄화수소가 준치사 수준의 농도로 미생물에 노출되면 stress-shock 단백질을 합성하거나 세포 구성물질에 생화학적 변화가 일어나 적응현상이 나타나게 된다. 본 연구에서는 Pseudomonas sp. DJ-12를 여러 가지 농도의 catechol 로 처리했을 때 나타나는 stress-shock 단백질의 합성양상과 함께 세포의 형태와 생존을 위한 내성의 변화를 연구하였다. Pseudomonas sp. DJ-12는 0.5~1mM 의 catechol 이 6시간 배양 후 60% 이상이 분해되었으나, 3mM 도는 그 이상의 농도에서는 전혀 분해되지 않앗고 생존 세포수는 30시간 처리 했을 때부터 \10^2$ cell/ml 또는 그 이상이 사멸되었다. DnaK는 1mM 이상의 catechol 로 10분간 처리할 때 유도 생성되었고, GroEL은 0.5 mM 이상에서 생성되었다. 10mM 의 catechol로 처리한 Pseudomonas sp. DJ-12 의 세포는 세포벽에 구멍이 생겼으며 간균의 형태가 일그러지는 변화가 관찰되었다. 준치사 농도인 1mM의 catechol 이나 benzoate 또는 4-chlorobenzoate 로 전처리한 Pseudomonas sp. DJ-12는 stress-shock 단백질이 합성되었을 뿐 아니라, 치사 농도인 10mM 의 catechol에서 tolerance를 나타내었다.

• 한국수산과학회지
• /
• 제54권5호
• /
• pp.644-651
• /
• 2021

Viral hemorrhagic septicemia virus (VHSV) is a fish pathogen responsible for causing enormous economic loss to the aquaculture industry not only in Korea but worldwide. Thus, it is necessary to identify natural compounds that can be used to control the spread of VHSV. In this study, the anti-VHSV activities of five catechol derivatives, i.e., catechol, pyrogallol, 3-methyl catechol, veratrole, and 3-methyl veratrole-extracted from green tea-were assessed. The antiviral activities of these derivatives were found to be dependent on their structure, i.e., the hydroxyl or methoxyl group and their substituent groups-on the benzene ring. Catechol, pyrogallol, and 3-methyl catechol exhibited relatively high 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activities than veratrole, and 3-methyl veratrole. Moreover, 3-methyl catechol harboring a methyl substituent group increased the viability of the virus-infected cells and resulted in a 2.86 log reduction in the gene copies of VHSV N (per mL) in real-time PCR analysis. In conclusion, the catechol derivatives harboring hydroxyl groups in their benzene ring exhibited higher antioxidant activities than those harboring the methoxyl groups. However, catechol derivatives with a methyl group at the 3'-position of the benzene ring exhibited higher antiviral activity than those harboring a hydroxyl group. To our knowledge, this is the first study to evaluate the relationship between the structure and the anti-VHSV activity of catechol derivatives.

• Archives of Pharmacal Research
• /
• 제15권1호
• /
• pp.48-51
• /
• 1992

Achromobacter xylosoxidans KF701 and Pseudomonas putida (NAH7) were significantly different in degradative capability of aromatic compounds including benzoates, biphenyls, and naphthalene. However, both of the bacterial strains can grown on catechol as the sole carbon and energy source. Catechol 2, 3-dioxygenase gene for naphthalene oxidation or biphenyl oxidation was cloned into Escherichia coli HB 701. A E. coli HB 101 clone containing catechol 2, 3-dioxygenase gene from P. putida (NAH7) contains a recombinant plasmid with 3.60kb pBR322 and 6-kb insert DNA. Another E. coli HB101 clone containing catechol 2, 3-dioxygenase gene from A. xylosoxidans KF 701 has a recombinant plasmid with 4.4kb pBR322 and 10-kb insert DNA. Physical maps of the recombinant plasmids were constructed, and catechol 2, 3-dioxygenase gene in the recombinant plasmide was further localized and subcloned int M13. The cloned-catechol 2, 3-dioxygenase game products were identified as yellow bands on nondenaturaing polyacrylamide gel after electrophoresis followed by activity staining with catechol solution.

• 분석과학
• /
• 제18권5호
• /
• pp.369-375
• /
• 2005

몇 가지 희토류 원소 이온들과 이들의 카테콜 착물 들의 시차펄스 양극벗김 voltammogram들을 0.1 M LiCl 와 pH 5.3 용액에서 연구하였다. 회토류 원소 이온의 산화 봉우리는 원소에 따라 하나 또는 두 개의 봉우리가 나타났고, 산화봉우리 전류는 농도의 증가에 따라 직선적으로 증가하였다. $Eu^{3+}$와 $Pr^{3+}$은 각각 -0.2 V에서 산화 봉우리가 나타났고, $Tm^{3+}$, $Tb^{3+}$, $Yb^{3+}$ 및 $Sm^{3+}$은 -0.5 V와 -0.2 V에서 각각 두개의 산화 봉우리가 생성되었다. 이 산화 전류를 이용한 검정곡선의 직선범위는 대략 1.0 ppm~10 ppm정도였다. 희토류 이온-카테콜 착물의 시차 펄스 양극 벗김 oltammogram에서는 $Tb^{3+}$-catechol 과 $Eu^{3+}$-catechol 착물 에서는 -0.95 V와 -0.65 V에서 각각 하나의 산화봉우리가 나타났고, $Sm^{3+}$-catechol, $Pr^{3+}$-catechol, $Tm^{3+}$-catechol 및 $Yb^{3+}$-catechol의 착물에서는 두 개의 산화 봉우리가 나타났다. 이를 이용한 검정곡선의 농도범위는 대략 0.1 ppm-1.0 ppm 정도였다. 따라서 희토류 원소의 voltammogram의 산화전류 보다 희토류 이온-카테콜 착물의 산화 전류의 감도가 10배 정도 증가함을 알았다.

• 약학회지
• /
• 제26권2호
• /
• pp.123-128
• /
• 1982

Direct inlet/MS was used to investigate the pyrolysis pathway and the pyrolyzates of tobacco polyphenols as precursor of catechol which has been known as one of the most potent co-carcinogen from cigarette smoke. Caffeic acid, catechol and quercetin, catechol were detected from the pyrolyzates of chlorogenic acid and rutin, respectively. Interrelationship between polyphenols from tobacco leaf and catechol from cigarette smoke was investigated by using HPLC and GC. These results reveal that chlorogenic acid is the most significant precursor of catechol in cigarette smoke.

• Journal of Microbiology
• /
• 제39권3호
• /
• pp.206-212
• /
• 2001

Catechol and 4-chlorobenzoate (4CBA) which are produced from the biodegradation of a variety of aromatic and chloroaromatics have been recognized as toxic to living organisms. In this study, the toxic effects of catechol and 4-chlorobenzoate on gram-positive and -negative bacteria were examined in terms of survival, morphology, change in fatty acids and membrane protein composition. The survival rate of the organisms during treatment for 6 h was decreased, as the concentration of each aromatic was increased. Escherichia coli and Pseudomonas cells treated with catechol and 4CBA at concentrations causing a significant decrease in their viability, showed destructive openings in their cell envelopes. Bacills subtilis treated with the aromatics were reduced in cell size and Staphylococcus aureus cells displayed irregular rod shapes with wrinkled surfaces. The bacterial cells treated with 20 mM catechol showed increases in unsaturated fatty acids, but several saturated fatty acids were decreased. In the E. coli cells treated with 20 mM catechol, inner membrane proteins of 150 kDa and 105 kDa were decreased. But several kinds of the inner and outer membrane proteins were increased. In B. subtilis treated with 20 mM catechol, several kinds of proteins were increased or decreased in membrane proteins.

• Journal of Microbiology and Biotechnology
• /
• 제7권5호
• /
• pp.345-351
• /
• 1997

An aqueous/organic two-phase reaction system was applied to the production of catechol using immobilized resting cells of Pseudomonas putida CY 400. Water/ethyl ether system was used because of high partition coefficient of catechol and thus to reduce the product inhibition and degradation. Among the tested immobilization carriers, polyacrylamide gel gave the highest catechol productivity. The immobilization seemed to protect the cells against solvent toxicity. From the simulation of reaction conditions based on two-phase models, it was found that there was an optimum acetate concentration at fixed benzoate and cell concentrations for the catechol productivity. A lower phase volume ratio (lower fraction of organic phase) gave a higher productivity. However, the substrate conversion was low at low phase volume ratio.

• Journal of Microbiology and Biotechnology
• /
• 제16권5호
• /
• pp.778-785
• /
• 2006

Catechol 1,2-dioxygenase was purified from cells of R. rhodochrous N75 grown at the expense of benzoate and p-toluate as the sole sources of carbon. A single catechol 1,2-dioxygenase was found to be induced with either growth substrate. The enzyme has an estimated $M_r$ of 71,000 consisting of two identical subunits. Catechol 1,2-dioxygenase from R. rhodochrous N75 exhibits some unusual properties including: broad substrate specificity, extradiol cleavage activity with 4-methylcatechol and low $K_m$ values for halocatechols, suggesting that this enzyme is distinct from other known catechol and chlorocatechol 1,2-dioxygenases.