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  • Articles: DFG German National Licenses  (2)
  • 1980-1984  (2)
  • 4-ethoxy-3-methoxybenzyl alcohol  (1)
  • Anisyl alcohol  (1)
  • 1
    ISSN: 1432-072X
    Keywords: Phanerochaete chrysosporium ; Lignin model compounds ; β-aryl ether dimers ; Metabolism αβ cleavage ; Veratryl alcohol ; 4-ethoxy-3-methoxybenzyl alcohol ; Alkyl-phenyl cleavage
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract The white rot fungus Phanerochaete chrysosporium metabolized the lignin model compounds veratylglycerol-β-guaiacyl ether I and 4-ethoxy-3-methoxy-phenylglycerol-β-guaiacyl ether V in stationary culture under an atmosphere of 100% oxygen and under nitrogen limiting conditions. 2-(o-methoxyphenoxy)-ethanol VII was identified as a product of the metabolism of both substrates. Veratryl alcohol and 4-ethoxy-3-methoxybenzyl alcohol IV were identified as metabolites of I and V respectively. Metabolites were identified after comparison with chemically synthesized standards by mass spectrometry. These results indicate the existence of an enzyme system capable of directly cleaving the etherated dimers I and V at the α, β bond. The additional identification of 2-(o-methoxyphenoxy)-1,3 propanediol IX as a metabolic product indicates that cleavage of the alkyl-phenyl bond of these dimers or their metabolites also occurs.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1432-072X
    Keywords: Phanerochaete chrysosporium ; Lignin model compounds ; Lignin degradation ; Diarylpropane ; α,β cleavage ; Anisyl alcohol ; Lignin ; Basidiomycete
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract The white rot basidiomycete Phanerochaete chrysosporium metabolized 1-(3′,4′-diethoxyphenyl)-1,3(dihydroxy)-2-(4′'-methoxyphenyl)-propane (XII) in low nitrogen stationary cultures, conditions under which the ligninolytic enzyme system is expressed. 3,4-Diethoxybenzyl alcohol (IV), 1,2(dihydroxy)-1-(4′-methoxyphenyl)ethane (XX) and anisyl alcohol were isolated as metabolic products indicating an initial α, β bond cleavage of this dimer. Exogenously added XX was rapidly converted to anisyl alcohol, indicating that XX is an intermediate in the metabolism of XII. Fungal cleavage of the α, β bond of 1-(3′-4′-diethoxyphenyl)-1-(hydroxy)-2-(4′'-methoxyphenyl)ethane (XI) also occurred, indicating that a γ hydroxymethyl group is not a prerequisite for this reaction. P. chrysosporium also metabolized 1-(4′-ethoxy-3′-methoxyphenyl)-2,2(dihydroxy)-2-(4′'-methoxyphenyl)propane-1-ol (XIII). The major products of the degradation of this triol included 4-ethoxy-3-methoxybenzyl alcohol (III) and 2-hydroxy-1-(4′-methoxyphenyl)-1-oxoethane (XXI). The nature of the products formed indicates that this triol is also cleaved directly at the α,β bond. The significant difference in the nature of the products formed from the diaryl propane (XII) and the triol (XIII), however, suggests that XIII is not an intermediate in the major pathway for the degradation of XII. Metabolites were identified after comparison with chemically synthesized standards by GLC-mass spectrometry.
    Type of Medium: Electronic Resource
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