Shimada M, Habe T, Umezawa T, Higuchi T, Okamoto T
Biochem Biophys Res Commun. 1984 Aug 16;122(3):1247-52. doi: 10.1016/0006-291x(84)91226-9.
The catalytic C-C bond cleavage of a lignin model compound was investigated by use of tetraphenylporphyrinatoiron(III)chloride as a model for enzymic degradation of lignin. The C-C bond of the lignin model compound 1,2-bis(4-ethoxy-3-methoxyphenyl) propane-1,3-diol was oxidatively cleaved by catalysis of iron-porphyrins in the presence of tert-butylhydroperoxide or iodosylbenzene at a room temperature. The products formed after complete oxidation of the substrate were identified as 4-O-ethylvanillin, alpha-hydroxy-4-ethoxy-3-methoxyacetophenone, 4-O-ethylvanillic acid, 4-ethoxy-3-methoxyphenylglycol, 4-ethoxy-3-methoxy-alpha-(4-ethoxy-3-methoxyphenyl)-beta-hydroxypropi ophenone and formaldehyde.
以四苯基卟啉氯化铁（III）作为木质素酶促降解的模型，研究了木质素模型化合物的催化碳-碳键裂解。在叔丁基过氧化氢或碘苯存在下，于室温通过铁卟啉催化氧化裂解木质素模型化合物1,2-双（4-乙氧基-3-甲氧基苯基）丙烷-1,3-二醇的碳-碳键。底物完全氧化后形成的产物被鉴定为4-O-乙基香草醛、α-羟基-4-乙氧基-3-甲氧基苯乙酮、4-O-乙基香草酸、4-乙氧基-3-甲氧基苯基乙二醇、4-乙氧基-3-甲氧基-α-（4-乙氧基-3-甲氧基苯基）-β-羟基苯丙酮和甲醛。
