• Title, Summary, Keyword: aromatic compounds

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Catabolic Pathway of Lignin Derived-Aromatic Compounds by Whole Cell of Phanerochaete chrysosporium (ATCC 20696) With Reducing Agent

  • Hong, Chang-Young;Kim, Seon-Hong;Park, Se-Yeong;Choi, June-Ho;Cho, Seong-Min;Kim, Myungkil;Choi, In-Gyu
    • Journal of the Korean Wood Science and Technology
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    • v.45 no.2
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    • pp.168-181
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    • 2017
  • Whole cell of Phanerochaete chrysosporium with reducing agent was applied to verify the degradation mechanism of aromatic compounds derived from lignin precisely. Unlike the free-reducing agent experiment, various degraded products of aromatic compounds were detected under the fungal treatment. Our results suggested that demethoxylation, $C_{\alpha}$ oxidation and ring cleavage of aromatic compounds occurred under the catabolic system of P. chrysosporium. After that, degraded products stimulated the primary metabolism of fungus, so succinic acid was ultimately main degradation product of lignin derived-aromatic compounds. Especially, hydroquinone was detected as final intermediate in the degradation of aromatics and production of succinic acid. In conclusions, P. chrysosporium has an unique catabolic metabolism related to the production of succinic acid from lignin derived-aromatic compounds, which was meaningful in terms of lignin valorization.

Quality Properties of Seasoned-Dried Pacific Saury Treated with Liquid Smoke -1. Volatile Flavor Compounds in Commercial Liquid Smokes-

  • Park Sung-Young;Kim Hun;Cho Woo-Jin;Lee Young-Mi;Lee Jung-Suck;Cha Yong-Jun
    • Fisheries and aquatic sciences
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    • v.4 no.4
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    • pp.229-237
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    • 2001
  • In order to identify of volatile flavor compounds and polycyclic aromatic hydrocarbons (PAHs) in commercial liquid smokes, this study was conducted to analyze volatile flavor compounds by solvent extraction and/or Purge & Trap method/GC/MSD. A total of 156 volatile flavor compounds were detected in 6 commercial liquid smokes, and these compounds were composed mainly of 12 aldehydes, 60 ketones, 7 alcohols, 14 acids, 20 esters, 24 aromatic compounds, 7 furans and 12 miscellaneous compounds. Ketones $(806.6-7,573.9\mu g/mL)$ and aromatic compounds $(282.6-7,896.3 \mu g/mL)$ were more abundant than others. The PAHs known as carcinogen have not been detected in this study. The acids $(422.9-4,903.1\mu g/mL)$ was identified in relatively high concentration compared to other groups. Phenol and its derivatives among aromatic compounds were in relatively high concentration. Especially, the phenol and its derivatives including o-cresol, guaiacol, 4-ethylguaiacol and syringol were in higher concentration.

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Development of Whitenin Agents by Synthesis of Polyhydroxy Aromatic Compounds

  • Hyun-Ho Lee;You
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.23 no.3
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    • pp.86-91
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    • 1997
  • Some natural polyhydroxy aromatic compounds have inhibitory activity against tyrosinase, key enzyme for formation of melanin pigment. We examined the structure-activity relationship of the natural polyhydrowy aromatic compounds and synthesized a number of new derivetives through various methods. Skin lightening effects of these compounds were examined through inhibition of mushroom tyrosinase and inhibitory of melanogenesis on B-16 melanoma cells. These new compounds showed strong inhibitory activity against tyrosinase. Good lightening effects sue to inhibition of melanogenesis were observed from several resorcinol and pyrogallol derivatives. In toxicological tests such as skin primary irritation and sensitization, the above compounds were sufficiently safe for cosmetic use.

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Preparation of Copper Nanoparticles and Catalytic Properties for the Reduction of Aromatic Nitro Compounds

  • Duan, Zhongyu;Ma, Guoli;Zhang, Wenjun
    • Bulletin of the Korean Chemical Society
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    • v.33 no.12
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    • pp.4003-4006
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    • 2012
  • A novel copper nanoparticles were synthesized from cupric sulfate using hydrazine as reducing reagents. A series of aromatic nitro compounds were reacted with sodium borohydride in the presence of the copper nanoparticles catalysts to afford the aromatic amino compounds in high yields. Additionally, the catalysts system can be recycled and maintain a high catalytic effect in the reduction of aromatic nitro compounds.

Essential Oil Conten and Composition of Aromatic Constituents in Some Medicinal Plant (몇가지 약용식물의 향기성분 조성 및 식물정유 함량)

  • 김상국
    • Korean Journal of Plant Resources
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    • v.11 no.3
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    • pp.279-282
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    • 1998
  • This expriment was carried out to get basic information on composition and yield of aromatic constituents in leaves of four medicinal plants, Angelica tenuissima, Chrysanthemum zawadskii. ssp. latilobum, Artemisia iwayomogi and Artemisia capillaris. Volatile aromatic constituents, 28 compounds in Angelica tenuissima were identified and 19 compounds were indentified in Chrysanthemum zawadskii ssp. latilobum. Volatile aromatic constituents, 23 compounds in Artemisia iwayomogi and Artemisia capillaris were identified. Major volatile aromatic consitiuents analyzed by GC/MS in four plants were $\alpha$-pinene, camphene, sabinene, cis-2-hexanol, and camphor etc. Content of essential oils in Angelica tenuissima, Chrysanthemum zawadskii ssp. latilobum, Artemisia iwayomogi and Artemisia capillaris were 0.014, 0.275, 0.785, and 0.452%, respectively. As a result, it was suggested that a medicinal plant, Artemisia iwayomogi, was worthy of using as a useful material of perfume.

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Characterization and refinement of enzyme of the gene encoding catechol 1,2-dioxygenase from Phenol-degrading, Rhodococcus sp.

  • 이희정;박근태;박재림;이상준
    • Proceedings of the Korean Environmental Sciences Society Conference
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    • pp.209-212
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    • 2002
  • The heavy use of petroleum products in modern livings has brought ubiquitous environmental contaminants of aromatic compounds, which persist in aquatic and geo-environment without the substantial degradation. The persistence and accumulation of the aromatic compounds, which include xylene, phenol, toluene, phthalate, and so on are known to cause serious problems in our environments. Some of soil and aquatic microorganisms facilitate their growth by degrading aromatic compounds and utilizing degrading products as growth substrates, the biodegradation helps the reentry of carbons of aromatic compounds, preventing their accumulation in our environments. The metabolic studies on the degradation of aromatic compounds by microoganlsms were extensively carried out along with their genetic studies. A Rhodococcus sp. isolated in activated sludges has shown the excellent ability to grow on phenol as a sole carbon source. In the present study investigated a gene encoding phenol-degrading enzymes from a Rhodococcus sp.

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Research Trend about the Development of White Biotech-Based Aromatic Compounds (화이트바이오텍기반 방향족화합물 개발에 관한 연구동향)

  • Lee, Jin-Ho
    • Microbiology and Biotechnology Letters
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    • v.37 no.4
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    • pp.306-315
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    • 2009
  • Due to the depleting petroleum reserve, recurring energy crisis, and global warming, it is necessary to study the development of white biotech-based aromatic chemical feedstock from renewable biomass for replacing petroleum-based one. In particular, the production of aromatic intermediates and derivatives in biosynthetic pathway of aromatic amino acids from glucose might be replaced by the production of petrochemical-based aromatic chemical feedstock including benzene-derived aromatic compounds. In this review, I briefly described the production technology for hydroquinone, catechol, adipic acid, shikimic acid, gallic acid, pyrogallol, vanillin, p-hydroxycinnamic acid, p-hydroxystyrene, p-hydroxybenzoic acid, indigo, and indole 3-acetic acid using metabolic engineering, bioconversion, and chemical process. The problems and possible solutions regarding development of production technology for competitive white biotech-based aromatic compounds were also discussed.

Study on Pulp Bleaching - Synthesis of Model Lignin Compounds and their Chlorination (펄프의 표백(漂白)에 관(關)한 연구(硏究) - 모델리그닌의 합성(合成)과 염소화(鹽素化) 처리(處理) -)

  • Yoon, Byung-Ho;Lee, Myoung-Ku;Hwang, Byung-Ho
    • Journal of the Korean Wood Science and Technology
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    • v.12 no.2
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    • pp.27-34
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    • 1984
  • In order to investigate the acidic chlorinated compounds in pulp bleaching spent liquor, the lignin model compounds, coniferyl alcohol(mp $74^{\circ}C$), ${\omega}$-(2-methoxyphenoxy)-acetoguaiacone(mp $93^{\circ}C$) and dehydrodiisoeugenol(mp $133^{\circ}C$), were synthesized and chlorinated by chlorine in glacial acetic acid. From the chlorinated products, the following chlorine-containing aromatic compounds were identified by TLC. In coniferyl alcohol the chlorine-substituted compounds at 4-, 5-and 4,5-position of aromatic nucleus were identified and in ${\beta}$-0-4 type the compounds substituted chlorine for alkyl group and/or hydrogen at land 1,4-position of aromatic nucleus expected to be formed by electrophilic displacement from ${\omega}$-(2-methoxyphenoxy)-acetoguaiacone were not identified but the chlorine-substituted compounds at 4-, 5-, 6- and 5,6-position of aromatic nucleus were identified.

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Fungal Metabolism of Environmentally Persistent Compounds: Substrate Recognition and Metabolic Response

  • Wariishi, Hiroyuki
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.5 no.6
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    • pp.422-430
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    • 2000
  • Mechanism of lignin biodegradation caused by basidiomycetes and the history of lignin biodegradation studies were briefly reviewed. The important roles of fungal extracellular ligninolytic enzymes such as lignin and manganese peroxidases (LiP and MnP) were also summarized. These enzymes were unique in their catalytic mechanisms and substrate specificities. Either LiP or MnP system is capable of oxidizing a variety of aromatic substrates via a one-electron oxidation. Extracellular fungal system for aromatic degradation is non-specific, which recently attracts many people working a bioremediation field. On the other hand, an intracellular degradation system for aromatic compounds is rather specific in the fungal cell. Structurally similar compounds were prepared and metabolized, indicating that an intracellular degradation strategy consisted of the cellular systems for substrate recognition and metabolic response. It was assumed that lignin-degrading fungi might be needed to develop multiple metabolic pathways for a variety of aromatic compounds caused by the action of non-specific ligninolytic enzymes on lignin. Our recent results on chemical stress responsible factors analyzed using mRNA differential display techniques were also mentioned.

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Formation and Reactions of α-Phosphoryl Thiocarbocations: Synthesis of α-Sulfenyl Phosphonates

  • 김택현;오동영
    • Bulletin of the Korean Chemical Society
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    • v.16 no.7
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    • pp.609-613
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    • 1995
  • The reaction of chloro(methylthio and arylthio)methanephosphonate (1) and Pummerer-type reaction of sulfinylmethanephosphonate (2) with nucleophiles such as aromatic compounds and thiols were examined. The direct chlorination of (methylthio and arylthio)methanephosphonate with N-chlorosuccinimide (NCS) led to the formation of monochlorinated phosphonates (1) in good yield. The reaction of 1 with aromatic compounds and thiols in the presence of stannic chloride afforded a variety of aryl(methylthio)methanephosphonates (3) and thioacetals of formylphosphonates (4), respectively. Phosphonates 3 and 4 were also obtained from the reaction of Pummerer intermediate, generated from sulfinylmethanephosphonate (2), with aromatic compounds and thiols, respectively. A versatile reaction conditions to generate Pummerer intermediate were examined. The best condition was the combination of trifluoroacetic anhydride with stannic chloride. All reactions may involve an initial formation of α-phosphoryl thiocarbocation and a subsequent nucleophilic attack of aromatic compounds and thiols.

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