Oxidative degradation of non-phenolic lignin during lipid peroxidation by fungal manganese peroxidase.
A non-phenolic lignin model dimer, 1-(4-ethoxy-3-methoxyphenyl)-2-phenoxypropane-1,3-diol, was oxidized by a lipid peroxidation system that consisted of a fungal manganese peroxidase, Mn(II), and unsaturated fatty acid esters. The reaction products included 1-(4-ethoxy-3-methoxyphenyl)-1-oxo-2-phenoxy-3-hydroxypropane and 1-(4-ethoxy-3-methoxyphenyl)-1-oxo-3-hydroxypropane, indicating that substrate oxidation occurred via benzylic hydrogen abstraction. The peroxidation system depolymerized both exhaustively methylated (non-phenolic) and unmethylated (phenolic) synthetic lignins efficiently. It may therefore enable white-rot fungi to accomplish the initial delignification of wood.
USDA Forest Products Laboratory, Madison, WI 53705.
W
W
Bao
Y
Y
Fukushima
K A
KA
Jensen
M A
MA
Moen
K E
KE
Hammel
D001487:Basidiomycota / Q000201:enzymology*; D001673:Biodegradation, Environmental; D002851:Chromatography, High Pressure Liquid; D008401:Gas Chromatography-Mass Spectrometry; D008031:Lignin / Q000737:chemistry / Q000378:metabolism*; D015227:Lipid Peroxidation; D046911:Macromolecular Substances; D008345:Manganese / Q000494:pharmacology; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010544:Peroxidases / Q000378:metabolism*; D019800:Phenol; D010636:Phenols / Q000378:metabolism; D011409:Propylene Glycols / Q000737:chemistry / Q000378:metabolism*
C090436:1-(4-ethoxy-3-methoxyphenyl)-2-phenoxypropane-1,3-diol; D046911:Macromolecular Substances; D010636:Phenols; D011409:Propylene Glycols; D019800:Phenol; D008345:Manganese; D008031:Lignin; D010544:Peroxidases; C051129:manganese peroxidase