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Aromatic ring cleavage in degradation of β‐ O ‐4 lignin substructure by Phanerochaete chrysosporium
Author(s) -
Umezawa Toshiaki,
Higuchi Takayoshi
Publication year - 1985
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/0014-5793(85)80310-0
Subject(s) - phanerochaete , chrysosporium , chemistry , lignin , alkoxy group , ether , dimer , ring (chemistry) , substructure , cleavage (geology) , organic chemistry , stereochemistry , medicinal chemistry , materials science , alkyl , structural engineering , fracture (geology) , engineering , composite material
The degradation of a β‐ O ‐4 lignin substructure model dimer, 4‐ethoxy‐3‐methoxyphenylglycerol‐β‐guaiacyl ether (I), by the white‐rot fungus Phanerochaete chrysosporium was investigated. The guaiacyl aromatic ring of the dimer (I) was first cleaved to give the cyclic carbonate of 4‐ethoxy‐3‐methoxyphenylglycerol (II) which was then converted to 4‐ethoxy‐3‐methoxyphenylglycerol (III). The carbonate carbon of (II) was found to be derived from the guaiacyl group of (I) based on tracer experiments with 13 C.