• Title/Summary/Keyword: lignin compounds

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The Degradation of Phenolic Compounds by Lignolytic Streptomyces strains (Lignin을 분해하는 Streptomyces strainsdop 의한 페놀화합물의 분해)

  • 김태전
    • Journal of Environmental Health Sciences
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    • v.26 no.3
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    • pp.86-91
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    • 2000
  • The purpose of this was to investigate the degradation efficiency of phenol compounds(catechol, ferulic acid, protocatechuic acid, syringic acid, vanillic acid) by Streptomyces halstedii scabies SAI-36, Streptomyces avendulas SA2-14, and Strptomyces badius(ATCC 39117, control group). The results were as follows: Catechol showed the degradation efficiency that is lower than 50% in three strains. Ferulic acid and vanillic acid showed high degradation efficiency of 98.8% and 94.5% respectively by Streptomyces lavendulas SA2-14. protocatechuic acid and syringicacid showed high degradation efficiency of 89.6% and 77.9%. The degradation efficiency of catechol by Streptomyces halstedii scabies SAI-36, Streptomyces lavendulas SA2-14 and Streptomyces badius(ATCC 39117) was low as 49.2%, 40.2% and 20.2% respectively. But the degradation of other phenolic compoumds except catechol by Streptomyces laven-dulas SA2-36 and Streptomyces badius(ATCC 39117). The results demonstrated that two experimental strains are superior ability to control group in degradation of phenol compounds and Streptomyces lavendulas SA2-14 was superior of two experimental strain. This results were consistent with previous research results that Streptomyces lavendulas SA2-14 was the best strain in degradation ability for lignin, decoloration abilities for variousdyes, and various enzyme production abilities. Therefore, it is suggested that lignin can be used as a indicator when selecting Actinomycetes for degradation of non-degradable materials such as phenol compounds.

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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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Degradation of Lignin and Cellulose Model Compounds by Chlorine Dioxide

  • Yoon, Byung-Ho;Lee, Seon-Ho;Wang, Li-Jun
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.31 no.2
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    • pp.1-7
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    • 1999
  • In this paper, five lignin model compounds (vanilly alcohol, veratryl alcohol, veratryl methyl carbinol, biseugenol) and three cellulose model compounds (${\alpha}$-D-glucos, methyl-${\beta}$-D-glucopyra-noside, D-cellobiose) were used to study the degradation rates of lignin and cellulose with chlorine dioxide. Biseugenol, which has unsaturated structure on the side chain of aromatic ring, was found to react with chlorine dioxide very quickly and consume large amount of chlorine dioxide. Phenolic structures, represented by veratryl alcohol and apocynol, react with chlorine dioxide much faster than nonphenolic structures represented by veratryl alcohol and veratryl methyl carbinol. The degradations of cellulose models were generally very slight, the corder of reaction rate being ${\alpha}$-D-glucose > D-cellobiose > methyl-${\alpha}$-D-glucopyranoside.

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Changes of Chemical Compounds in Compost of Municipal Refuse;1. Changes of Carbon Compounds (폐기물의 퇴비화 과정중 물질 변화;1. 탄소화합물 변화)

  • Seo, Jeoung-Yoon
    • Korean Journal of Environmental Agriculture
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    • v.7 no.2
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    • pp.136-145
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    • 1988
  • To investigate the seasonal changes of various organic and inorganic compounds in compost, carbon compounds in compost were analyzed at various composting periods. Contents of organic matter, cellulose, total carbon, organic carbon and biodegradable carbon in compost were decreased with the progress of composting. In contrast, contents of lignin and nonbiodegradable carbon were increased a little with the progress of composting, but effective contents of lignin were decreased with the lapse of composting time, while effective contents of nonbiodegradable carbon were not changed. Total carbon contents in organic matter in compost were decreased within 9 weeks after composting, and then increased thereafter. Difference between average values of total and biodegradable carbon contents was 6.2%. Actual decay rates of all the carbon compounds were higher than decay rates of the compounds at all the experimental periods. Both of actual decay rate and decay rate of all the carbon compounds were increased rapidly within 2 weeks after composting, and thereafter the rates were increased slightly with the lapse of composting time. Especially the decay rates of cellulose were increased from 9 to 21 weeks after composting. Actual degradation capacity showed the same tendency to degradation capacity of all the carbon compounds in compost. Decay rate and degradation capacity of lignin in compost had minus values, while actual decay rate and actual degradation capacity had plus values. Highly positive correlations were observed among organic matter, cellulose, total carbon and biodegradable carbon one another. Nonbiodegradable carbon showed highly negative correlation with organic matter, cellulose, total carbon, organic carbon and biodegradable carbon, respectively. The same tendencies were observed between lignin and organic matter, cellulose, total carbon, organic carbon and biodegradable carbon. Highly positive correlation was observed between lignin and nonbiodegradable carbon in compost.

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Isolation of a Lignolytic Bacterium for Degradation and Utilization of Lignocellulose (Lignocellulose의 분해 및 이용을 위한 Lignin 분해 세균의 분리)

  • 김용균;김한수;김근기;손홍주;이영근
    • Journal of Life Science
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    • v.12 no.4
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    • pp.392-398
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    • 2002
  • 38 strains were isolated in order to utilize lignin degrading ability from soil and compost. A organism having high lignin degrading ability of the isolated strains determined morphologcal and biochemical characteristics. Enrichment technique yielded a lignin degrading bacterium characterized as Pseudomonas sp. LC-2. This strain was able to degrade lignin which are the true representatives of native lignin and transform lignin to a lot of aromatic compounds as HPLC analysis of culture. By polyacrylamide gel analysis, it was determined that peroxidase consisted of three enzymes, with only one, the lignin peroxidase having high activity.

Pyrolysis of Lignin Obtained from Cinnamyl Alcohol Dehydrogenase (CAD) Downregulated Arabidopsis Thaliana

  • Kim, Kwang Ho;Kim, Jae-Young;Kim, Chang Soo;Choi, Joon Weon
    • Journal of the Korean Wood Science and Technology
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    • v.47 no.4
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    • pp.442-450
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    • 2019
  • Despite its potential as a renewable source for fuels and chemicals, lignin valorization still faces technical challenges in many aspects. Overcoming such challenges associated with the chemical recalcitrance of lignin can provide many opportunities to innovate existing and emerging biorefineries. In this work, we leveraged a biomass genetic engineering technology to produce phenolic aldehyde-rich lignin structure via downregulation of cinnamyl alcohol dehydrogenase (CAD). The structurally altered lignin obtained from the Arabidopsis thaliana CAD mutant was pyrolyzed to understand the effect of structural alteration on thermal behavior of lignin. The pyrolysis was conducted at 400 and $500^{\circ}C$ using an analytical pyrolyzer connected with GC/MS and the products were systematically analyzed. The results indicate that aldehyde-rich lignin undergoes fragmentation reaction during pyrolysis forming a considerable amount of C6 units. Also, it was speculated that highly reactive phenolic aldehydes facilitate secondary repolymerization reaction as described by the lower yield of overall phenolic compounds compared to wild type (WT) lignin. Quantum mechanical calculation clearly shows the higher electrophilicity of transgenic lignin than that of WT, which could promote both fragmentation and recondensation reactions. This work provides mechanistic insights toward biomass genetic engineering and its application to the pyrolysis allowing to establish sustainable biorefinery in the future.

Biodegradation of Kraft Lignins by White-Rot Fungi(I) -Lignin from Pitch Pine- (백색부후균에 의한 크라프트 리그닌의 분해(I) -리기다소나무 리그닌-)

  • 김명길;안원영
    • Journal of Korea Foresty Energy
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    • v.17 no.1
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    • pp.56-70
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    • 1998
  • This study was carried out to investigate the structural characteristics of kraft lignin and the wood degrading characteristics, the productivity of ligninolytic enzymes and the enzymatic degradation of kraft lignin by white-rot fungi. To purify kraft lignin, precipitation of kraft pulping black liquors of pitch pine meal was done by titration with lN $H_{2}SO_{4}$ reaching to pH 2, and isolation of the precipitates done by centrifugation. The isolated precipitates from pitch pine were redissloved in lN NaOH, reprecipitated by titration with lN $H_{2}SO_{4}$, washed with deionized water, and kept ofr analysis after freeze drying. Fractionation of the precipitates in solution by successive extraction with $CH_{2}Cl_{2}$ and MeOH, and the fractionates were named SwKL, SwKL I, SwKL II, and SwKL III for pitch pine kraft lignin. The more molecular weights of kraft lignin increased, the less phenolic hydroxyl groups and the more aliphatic hydroxyl groups. Because as the molecular weights increased, the ratio of etherified guaiayl/syringyl(G/S ratio) and the percentage were increased. The spectra obtained by 13C NMR and FTIR assigned by comparing the chemical shifts of various signals with shifts of signals from autherized ones reported. The optimal growth temperature and pH of white-rot fungi in medium were $28^{\circ}C$ and 4.5-5.0, respectively. Especially, in temperature and pH range, and mycelial growth, the best white-rot fungus selected was Phanerochaete chrysosporium for biodegradation. For the degradation pathways, the ligninolytic fungus jcultivated with stationary culture using medium of 1% kraft lignin as a substrate for 3 weeks at $28^{\circ}C$. The weight loss of pitch pine kraft lignin was 15.8%. The degraded products extracted successively methoanol, 90% dioxane and diethyl ether. The ether solubles were analyzed by HPLC. Kraft lignin degradation was initiated in $\beta$-O-4 bonds of lignin by the laccase from Phanerochaete chrysosporium and the degraded compounds were produced from the cleavage of $C\alpha$-$C\beta$ linkages at the side chains by oxidation process. After $C\alpha$-$C\beta$ cleavage, $C\alpha$-Carbon was oxidized and changed into aldehyde and acidic compounds such as syringic acid, syringic aldehyde and vanilline. And the other compound as quinonemethide, coumarin, was analyzed. The structural characteristics of kraft lignin were composed of guaiacyl group substituted functional OHs, methoxyl, and carbonyl at C-3, -4, and -5 and these groups were combinated with $\alpha$ aryl ether, $\beta$ aryl ether and biphenyl. Kraft lignin degradation pathways by Phanerochaete chrysosporium were initially accomplished cleavage of $C\alpha$-$C\beta$ linkages and $C\alpha$ oxidation at the propyl side chains and finally cleavage of aromatic ring and oxidation of OHs.

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Structural Analysis of Open-Column Fractionation of Peracetic Acid-Treated Kraft Lignin

  • PARK, Se-Yeong;CHOI, June-Ho;CHO, Seong-Min;CHOI, Joon Weon;CHOI, In-Gyu
    • Journal of the Korean Wood Science and Technology
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    • v.48 no.6
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    • pp.769-779
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    • 2020
  • This study investigates the selective fractionation of lignin with uniform structures and lower molecular weight. Lignin solubilization was first performed using a solution of acetic acid (AA) and hydrogen peroxide (HP) (4:1, (v/v)) to form peracetic acid (PAA), which is a strong oxidant. After the PAA-induced solubilization that occurred at 80℃, totally soluble lignin was extracted by ethyl acetate (EA) and divided into organic- and water-soluble fractions. The EA fraction was then fractionated by open-column using three solutions (chloroform-ethyl acetate, methanol, and water) sequentially. With an increase in the solvent polarity during the fractionation step, the molecular weight of the lignin-derived compounds in the fraction increased. Remarkably, some lignin fractions did not have aromatic structures. These fractions were identified as carboxylic acid-containing polymers like poly-carboxylates. These results conclude that the selective production of lignin-derived polymers with specific molecular weight and structural characteristics could be possible through open-column fractionation.

Use and Evaluation of Lignin as Ion Exchangers (이온교환체로서 리그닌의 이용과 평가)

  • Ads, Essam.N.;Nada, A.M.A.;El-Masry, A.M.
    • Journal of the Korean Chemical Society
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    • v.55 no.1
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    • pp.86-91
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    • 2011
  • Modified lignins were prepared. Soda and peroxy lignins were precipitated from black liquor produced from bagasse pulping with soda and peroxyacid pulping process. The precipitated lignins were hydrolyzed using 10% HCl. Different functional groups were also incorporated into lignin by carboxylation and phosphorylation reactions. Moreover crosslinking of these lignins were carried out using epichlorohydrin. Characterization of the modified lignins and lignins derivative were carried out using Infrared spectroscopy. Thermal analysis of these compounds were also carried out using TGA and DTA techniques. Efficiency of sorption of metal ions by the modified lignin was also investigated. It was found that, the peroxylignin and its derivatives show higher efficiency toward metal ions uptake than the soda lignin.

Degradation of Chlorinated Phenolic Compounds by Soil Actinomycetes Isolated from the Contami-nated Soil Nearby the Kyung-An River (경안천 유역 오염토양에서 분리한 방선균의 염화 페놀계 화합물 분해)

  • 김성민;김창영;김응수
    • Microbiology and Biotechnology Letters
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    • v.30 no.3
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    • pp.287-292
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    • 2002
  • Lignin-peroxidase (LiP) has been considered as one of the most important industrial enzymes for biodegradation of various recalcitrant toxic compounds such as chlorinated aromatic hydrocarbons and azo-dyes. Recently, several soil actinomycetes have been reported to secrete a functionally-similar lignin-peroxidase called actinomycetes lig-nin-peroxidase (ALiP). In this manuscript, we isolated over 100 morphologically distinct actinomycetes from the contaminated soils around 10 different gas stations located nearby the Kyung-An river. Among these actinomycetes screened based on the congo-red dye-decolorization activities, one newly-isolated actinomycetes named SMA-2 showed the most significant dye-decoloring activity on the congo-red plate as well as a significant ALiP activity in a yeast-extract-malt-extract liquid media supplemented with starch. The optimum SMA-2 culture condition fur ALiP production was determined and the kinetic parameters fur the SMA-2 AkIP activity were characterized. The optimally-cultured SMA-2 also exhibited the oxidation activities toward various recalcitrant aromatic compounds including phenol, 2- chlorophenol, 4- chlorophenol, 2,4- dichlorophenol ,2,6- dichlorophenol, and 2,4, f-trichlorophe - not, suggesting a potential application of SMA-2 for contaminated soil bioremediation.