• Title/Summary/Keyword: 4-benzoquinone

Search Result 79, Processing Time 0.028 seconds

Purification and Characterization of an Intracellular NADH: Quinone Reductase from Trametes versicolor

  • Lee, Sang-Soo;Moon, Dong-Soo;Choi, Hyoung-T.;Song, Hong-Gyu
    • Journal of Microbiology
    • /
    • v.45 no.4
    • /
    • pp.333-338
    • /
    • 2007
  • Intracellular NADH:quinone reductase involved in degradation of aromatic compounds including lignin was purified and characterized from white rot fungus Trametes versicolor. The activity of quinone reductase was maximal after 3 days of incubation in fungal culture, and the enzyme was purified to homogeneity using ion-exchange, hydrophobic interaction, and gel filtration chromatographies. The purified enzyme has a molecular mass of 41kDa as determined by SDS-PAGE, and exhibits a broad temperature optimum between $20-40^{\circ}C$, with a pH optimum of 6.0. The enzyme preferred FAD as a cofactor and NADH rather than NADPH as an electron donor. Among quinone compounds tested as substrate, menadione showed the highest enzyme activity followed by 1,4-benzoquinone. The enzyme activity was inhibited by $CuSO_4,\;HgCl_2,\;MgSO_4,\;MnSO_4,\;AgNO_3$, dicumarol, KCN, $NaN_3$, and EDTA. Its $K_m\;and\;V_{max}$ with NADH as an electron donor were $23{\mu}M\;and\;101mM/mg$ per min, respectively, and showed a high substrate affinity. Purified quinone reductase could reduce 1,4-benzoquinone to hydroquinone, and induction of this enzyme was higher by 1,4-benzoquinone than those of other quinone compounds.

Biochemical Properties of NAD(P)H-Quinone Oxidoreductase from Saccharomyces cerevisiae

  • Kim, Kyung-Soon;Suk, Hee-Won
    • BMB Reports
    • /
    • v.32 no.2
    • /
    • pp.127-132
    • /
    • 1999
  • The NAD(P)H-quinone oxidoreductase (EC 1. 6. 99. 2) was purified from S. cerevisiae. The native molecular weight of the enzyme is approximately 111 kDa and is composed of five identical subunits with molecular weights of 22 kDa each. The optimum pH of the enzyme is pH 6.0 with 1,4-benzoquinone as a substrate. The apparent $k_m$ for 1,4-benzoquinone and 1,4- naphthoquinone are 1.3 mM and $14.3\;{\mu}M$, respectively. Its activity is greatly inhibited by $Cu^{2+}$ and $Hg^{2+}$ ions, nitrofurantoin, dicumarol, and Cibacron blue 3GA. The purified NAD(P)H-quinone oxidoreductase was found capable of reducing aromatic nitroso compounds as well as a variety of quinones, and can utilize either NADH or NADPH as a source of reducing equivalents. The nitroso reductase activity of the purified NAD(P)H-quinone oxidoreductase is strongly inhibited by dicumarol.

  • PDF

The Synthesis of Novel Mono(alkoxy)-, Tris(thio)- and Tetrakis(thio)-Substituted Quinones from the Reactions of p-Chloranil with Various S-Nucleophiles

  • Ibis, Cemil;Yildiz, Mahmut;Sayil, Cigdem
    • Bulletin of the Korean Chemical Society
    • /
    • v.30 no.10
    • /
    • pp.2381-2386
    • /
    • 2009
  • The tetrakis(thio)-substituted-1,4-benzoquinone products 4a-e, 6, 7, and the mono(alkoxy)-tris(thio)-substituted-1,4- benzoquinone products 5a-e and 8a-e were synthesized from the reactions of p-chloranil with some thiols and mixture of two different thiol compounds in alcohol in the presence of $Na_2CO_3$ at room temperature. The structures of the novel S,S,S,S- and S,S,S,O- substituted products, which were obtained by the reactions of p-chloranil as a starting compound with n-propanethiol, n-pentanethiol, n-decanethiol, n-dodecanethiol, 2-methyl-2-propanethiol, and mixture of n-decanethiol and n-cyclohexanethiol as S-nucleophiles, were characterized by spectroscopic methods.

Electrochemical Determination of Bisphenol A Concentrations using Nanocomposites Featuring Multi-walled Carbon Nanotube, Polyelectrolyte and Tyrosinase (다중벽 탄소 나노 튜브, 전도성고분자 및 티로시나아제 효소로 구성된 나노복합체를 이용한 비스페놀A 맞춤형의 전기화학적 검출법)

  • Ku, Nayeong;Byeon, Ayeong;Lee, Hye Jin
    • Applied Chemistry for Engineering
    • /
    • v.32 no.6
    • /
    • pp.684-689
    • /
    • 2021
  • In this paper, we develop a cost effective and disposable voltammetric sensing platform involving screen-printed carbon electrode (SPCE) modified with the nanocomposites composed of multi-walled carbon nanotubes, polyelectrolyte, and tyrosinase for bisphenol A. This is known as an endocrine disruptor which is also related to chronic diseases such as obesity, diabetes, cardiovascular and female reproductive diseases, precocious puberty, and infertility. A negatively charged oxidized multi-walled carbon nanotubes (MWCNTs) wrapped with a positively charged polyelectrolyte, e.g., polydiallyldimethylammonium, was first wrapped with a negatively charged tyrosinae layer via electrostatic interaction and assembled onto oxygen plasma treated SPCE. The nanocomposite modified SPCE was then immersed into different concentrations of bisphenol A for a given time where the tyrosinase reacted with OH group in the bisphenol A to produce the product, 4,4'-isopropylidenebis(1,2-benzoquinone). Cyclic and differential pulse voltammetries at the potential of -0.08 V vs. Ag/AgCl was employed and peak current changes responsible to the reduction of 4,4'-isopropylidenebis(1,2-benzoquinone) were measured which linearly increased with respect to the bisphenol A concentration. In addition, the SPCE based sensor showed excellent selectivity toward an interferent agent, bisphenol S, which has a very similar structure. Finally, the sensor was applied to the analysis of bisphenol A present in an environmental sample solution prepared in our laboratory.

Non-Benzoquinone Geldanamycin Analog, WK-88-1, Induces Apoptosis in Human Breast Cancer Cell Lines

  • Zhao, Yu-Ru;Li, Hong-Mei;Zhu, Meilin;Li, Jing;Ma, Tao;Huo, Qiang;Hong, Young-Soo;Wu, Cheng-Zhu
    • Journal of Microbiology and Biotechnology
    • /
    • v.28 no.4
    • /
    • pp.542-550
    • /
    • 2018
  • Heat shock protein 90 (Hsp90) is treated as a molecular therapeutic target for the prevention and treatment of cancer. Geldanamycin (GA) was the first identified natural Hsp90 inhibitor, but hepatotoxicity has limited its clinical application. Nevertheless, a new GA analog (WK-88-1) with the non-benzoquinone skeleton, obtained from genetically engineered Streptomyces hygroscopicus, was found to have anticancer activity against two human breast cancer cell lines. WK-88-1 produced concentration-dependent inhibition of cell proliferation, cell cycle arrest, and apoptosis in estrogen receptor (ER)-positive MCF-7 and ER-negative MDA-MB-231 cell lines. Detailed analysis showed that WK-88-1 downregulated some key cell cycle molecules (CDK1 and cyclin B1) and lead to $G_2/M$ cell cycle arrest. Further studies also showed that WK-88-1 could induce human breast cancer cell apoptosis by downregulating Hsp90 client proteins (Akt, p-Akt, IKK, c-Raf, and Bcl-2), decreasing the ATP level, increasing reactive oxygen species production, and lowering the mitochondrial membrane potential. Meanwhile, we discovered that WK-88-1 significantly decreased the levels of Her-2 and $ER-{\alpha}$ in MCF-7 cells but not in MDA-MB-231 cells. In addition, WK-88-1 significantly increased caspase-3, -8, and -9 activities and the cleavage of PARP in a concentration-dependent manner (with the exception of caspase-3 and PARP in MCF-7 cells). Taken together, our preliminary results suggest that WK-88-1 has the potential to play a role in breast cancer therapy.

Synthesis of Polyphenylene-1,2,4-Owadiazoles and Quinone Polymer by the Reactions of Tere- and Iso-Phthalohydroxamoyl Chlorides with Bisdipolarophiles

  • Suck-Ju Hong
    • Journal of the Korean Chemical Society
    • /
    • v.15 no.3
    • /
    • pp.121-125
    • /
    • 1971
  • Tere-and Isophthalohydroxamoyl chlorides were condensed with 1, 4-benzoquinone to afford quinone type polymer with the oxidation of the ring structure. Similarly, tere-and isophthalohydroxamoyl chlorides were condensed with tere-and isophthaldioximes and terephthalonitrile to give crystalline polyphenylene-1,2,4-oxadiazoles, among which the reaction product of terephthalohydroxamoyl chloride with terephthalonitrile in xylene afforded the highest crystallinity.

  • PDF

Preparation and Characterization of Highly Permeable Facilitated Olefin Transport Nanocomposite Membrane Utilizing 7,7,8,8-tetracyanoquinodimethane (7,7,8,8-Tetracyanoquinodimethane를 활용한 고투과성 올레핀 촉진수송 나노복합체 분리막 제조 및 특성 분석)

  • Hwang, Jeonghyun;Lee, Eun Yong;Kang, Sang Wook
    • Membrane Journal
    • /
    • v.24 no.6
    • /
    • pp.417-422
    • /
    • 2014
  • The poly(ethylene oxide) (PEO)/Ag Nanoparticles (NPs)/7,7,8,8-Tetracyanoquinodimethane (TCNQ) membrane was fabricated to obtain highly permeable facilitated olefin transport nanocomposite membrane, compared with PEO/Ag NPs/p-Benzoquinone (p-BQ) membrane. Polymer matrix, PEO and silver nanoparticle precursor $AgBF_4$ were fixed at 1 : 0.4 mole ratio and electron acceptor TCNQ content was controlled variously. And the best olefin separation performance was obtained at 1/0.4/0.004 mole ratio, and long-term separation performance was measured at this ratio. As a result, mixed-gas permeance decreased from 23 to 6 GPU, and selectivity decreased from 6 to 2 (propylene/propane) after 32 hours.

Changes in 2,6-dimethoxy-1,4-benzoquinone and Water Extractable Arabinoxylan Content of Wheat Germ Extract by Enzyme Treatment (효소처리에 따른 밀 배아 추출물의 2,6-dimethoxy-1,4-benzoquinone과 수용성 아라비노자일란 함량 변화)

  • Lee, Jae-Kang;Lee, Jung-Hun;Choi, Yong-Hyun;Choi, Yong-Seok;Ryu, Gi-Hyung
    • Food Engineering Progress
    • /
    • v.23 no.1
    • /
    • pp.22-29
    • /
    • 2019
  • This study was carried out using Celluclast 1.5L to increase the content of 2,6-DMBQ and water extractable arabinoxylan in wheat germ extract. Extraction temperatures were 30℃, 45℃ and 60℃. The extraction times were 0, 6, 12, 18, 24 and 30 h. The pH of the extract decreased rapidly from 18 h at 30℃ in both water- and enzyme-treated extracts. 2,6-DMBQ of water- and enzyme-treated extracts increased with the extraction time. At 30-hour extraction time, enzyme-treated extract increased 27.60% at 30℃ extraction temperature than water extraction. Extraction temperatures of 45℃ and 60℃ were increased by 65.03% and 151.05%, respectively. The highest content of water-extractable arabinoxylan was 15.23±0.08 mg/g when the enzyme was treated at an extraction temperature of 60℃ for 30 h. At 30=hour extraction time, enzyme-treated extract increased 7.92% at 30℃ extraction temperature compared to water extraction. Extraction temperatures of 45℃ and 60℃ were increased by 31.20% and 54.38%, respectively.