• Title/Summary/Keyword: p-benzoquinone

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Photochemical Formation of 3-Methoxycyclohex-2-en-1-ones from 1,3-Cyclohexanedione and 2-Allyl-3-hydroxycyclohex-2-en-1-one in Methanol in the Presence of Quinones

  • Kim, Sung-Sik;Chang, Ji-Ae;Kim, Ae-Rhan;Mah, Yoon-Jung;Kim, Hyun-Jin;Kang, Chan
    • Journal of Photoscience
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    • v.7 no.3
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    • pp.111-114
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    • 2000
  • Irradiation of 1,3-cyclohexanedione and p-benzoquinone in methanol gave 3-methoxycyclohex-2-en-1-one. Allyl derivative of the 1,3-diketone was prepared as enol from and irradiated in methanol in the presence of p-benzoquinone to give the same type of photoproduct, i.e., 2-allyl-3-methoxycyclohex-2-en-1-one. Allyldibenzoylmethane was synthesized and irradiated with p-benzoauinone in methanol but no remarkable amount of photoproduct was obtained.

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Immobilization of $\beta$-Galactosidase from E. coli K-12 CHS36 Using Tannin - Activated Cellulose Beads ($\beta$-Galactosidase의 Tannin 활성화 섬유소 입자에의 고정화)

  • Hong, Y.S.;Kwon, S.T.;Chun, M.J.;Sernetz, M.
    • Applied Biological Chemistry
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    • v.26 no.4
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    • pp.217-221
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    • 1983
  • $\beta$-Galactosidase($\beta$-D-galactoside galactohydrolase, E.C. 3. 2. 1. 23) from E. coli K-12 CSH 36 was immobilized on porous cellulose beads which were previously activated with tannin and p-benzoquinone. Their general properties and applicational possibities were investigated. The most effective, enzyme immobilization was obtained when tannin and p-benzoquinone, pH 11.0, were used together as activation reagents and a period of 6 hours of activation. The optimum pH of $\beta$-galactosidase was 5.5 for free enzyme and 6. 0 for the immobilized enzyme, the optimum temperatures for native and immobilized enzyme were both $50^{\circ}C$. Kms of native $\beta$-galactosidase and immobilized enzyme for ONPG(o-nitrophenyl galactopyranoside) were about $4.0{\times}10^(-4)M$ and $7.5{\times}10^(-4)M$, respectively. In the case of tannin : p-benzoquinone activated cellulose beads, the immobilized enzyme retained over 80% of the initial enzyme activity after 20 runs, which is very promising result far a possible industrial application.

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Fabrication of Poly(ethylene oxide)/Ag Nanoparticles/p-benzoquinone Composite Membrane Using AgNO3 Precursor for Olefin/Paraffin Separation (올레핀/파라핀 분리용 AgNO3 전구체를 활용한 poly(ethylene oxide)/Ag nanoparticles/p-benzoquinone 복합체 분리막 제조)

  • kim, Minsu;Kang, Sang Wook
    • Membrane Journal
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    • v.28 no.4
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    • pp.260-264
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    • 2018
  • Poly (ethylene oxide) (PEO)/Ag nanoparticles (AgNPs)(precursor : $AgBF_4$)/p-benzoquinone (p-BQ) composite membrane was prepared for olefin/paraffin separation. As a result, the performance of composite membrane was observed to be maintained at selectivity of 10 and permeance of 15 GPU up to 100 hours. The performance of the membrane was maintained for 100 hours was attributable to that Ag ions could be converted into stable Ag NPs by addition of p-BQ. Furthermore, the surface was partially polarized by the electron acceptor p-BQ, resulting in the formation of olefin carrier. In this study, since the cost of $AgBF_4$ used as a precursor of Ag NPs was relatively higher, $AgNO_3$ was utilized. As a result, it was confirmed that $AgNO_3$ couldn't show the stable formation of nanoparticle, resulting in the poor separation performance.

Production of 2-Methoxy-1,4-benzoquinone (2-MBQ) and 2,6-Dimethoxy-1,4-benzoquinone (2,6-DMBQ) from Wheat Germ Using Lactic Acid Bacteria and Yeast (젖산균 및 효모를 이용한 밀배아로부터 2-Methoxy-1,4-benzoquinone (2-MBQ) 및 2,6-Dimethoxy-1,4-benzoquinone(2,6-DMBQ)의 생산)

  • Yoo, Jong-Gil;Kim, Myoung-Dong
    • Food Engineering Progress
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    • v.14 no.4
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    • pp.292-298
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    • 2010
  • Wheat germ contains the glycosylated forms of 2-methoxy-p-benzoquinone (2-MBQ) and 2,6-dimethoxy-p-benzoquinone (2,6-DMBQ), both of which have antimicrobial and immunostimulatory effects. Conversion of glycosylated 2-MBQ and 2,6-DMBQ to their more functional unglycosylated forms requires enzymatic action of $\beta$-glucosidase. We investigated the applications of lactic acid bacteria and yeast that produce $\beta$-glucosidase as starters for production of unglycosylated 2-MBQ and 2,6-DMBQ from wheat germ. Lactobacillus zeae and Pichia pijperi were selected through $\beta$-glucosidase enzyme assays for 37 yeast strains and five strains of lactic acid bacteria. Lb. zeae was more efficient than P. pijperi at producing 2-MBQ and 2,6-DMBQ from wheat germ. After 48 hr of fermentation with a mixed culture of Lb. zeae and P. pijperi, the concentration of 2-MBQ was 0.46${\pm}$0.07 mg/g, indicating an approximately 1.6-fold higher concentration than that obtained by pure culture of Lb. zeae. However, the concentration of 2,6-DMBQ was not significantly enhanced by fermentation with a mixed culture of Lb. zeae and P. pijperi.

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

  • Kim, Kyung-Soon;Suk, Hee-Won
    • BMB Reports
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    • v.32 no.2
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    • pp.127-132
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    • 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.

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Characterization of 1,4-Benzoquinone Reductase from Bovine Liver

  • Kim, Kyungsoon
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.7 no.4
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    • pp.216-220
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    • 2002
  • 1,4-Benzoquinone reductase was purified to electrophoretic homogeneity from bovine liver, and the purified enzyme found to have a molecular mass of 29 kDa, as determined by sodium dodecyl sulfate- polyacrylamide gel electrophoresis The enzyme exhibited pH optimum between 8.0 and 8.5. The apparent fm for 1,4-benzoqulnone was 1.643 mM, and the apparent Km for NADH was 1.837 mM. Various divalent cations, such as Hg$\^$2+/, Cu$\^$2+/, and Zn$\^$2+/, exhibited strong inhibitory effects. The enzyme activity was also strongly inhibited by quercetin, dicumarol, and benzoic acid. Incubation of the enzyme with N-bromosuccinimide and pyridoxal 5’-phosphate led to inhibitions of 100% and 99%, respectively. Accordingly, these results suggest that trypto-phan and Iysine residues are Involved at or near the active sites of the enzyme.

Electrochemical Degradation of Benzoquinone in a Flow through Cell with Carbon Fibers

  • Yoon, Jang-Hee;Yang, Jee-Eun;Shim, Yoon-Bo;Won, Mi-Sook
    • Bulletin of the Korean Chemical Society
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    • v.28 no.3
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    • pp.403-407
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    • 2007
  • The anodic degradation of benzoquinone(BQ), a model compound for wastewater treatment was carried out using a home-made flow-through electrochemical cell with carbon fibers. To optimize the controlled current electrolysis condition of an aqueous BQ solution, the experimental variables affecting the degradation of BQ, such as the applying current, pH, reaction time, and flow rate of the BQ solution were examined. The degradation products of the oxidation reaction were identified by High Performance Liquid Chromatography and Inductively Coupled Plasma Atomic Emission Spectrometer. Low molecular weight aliphatic acids, and CO2 were the major products in this experiment. The removal efficiency of BQ from the solution increased with the applying current and time. 99.23% of 1.0 × 10-2 M BQ was degraded to aliphatic acids and CO2 when the applying current is 175 mA in a 12 hr electrolysis.

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
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    • v.30 no.10
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    • pp.2381-2386
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    • 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.

Spectrophotometric Determination of Allopurinol Drug in Tablets: Spectroscopic Characterization of the Solid CT Complexes

  • Refat, Moamen S.;Mohamed, Gehad G.;Fathi, Ahmed
    • Bulletin of the Korean Chemical Society
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    • v.31 no.6
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    • pp.1535-1542
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    • 2010
  • Spectrophotometric micro determination of allopurinol (ALP) via charge-transfer formation is described. This includes the utility of some $\pi$-acceptors such as 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) and 3,6-dichloro-2,5-dihydroxy-p-benzoquinone (p-CLA) for estimation of ALP drug (act as $\grave{e}$-donor). These reactions are applied for determination of ALP in its pharmaceutical preparations coming from different companies. Elucidation of the chemical structure of the solid CT complexes formed via reaction between drugs under study and $\pi$-acceptors, using elemental analyses (C, H, N), I. R., $^1H$ NMR and mass spectrometry.