Evidence for Deuterium Retention in the Products after Enzymatic C-C and Ether Bond Cleavages of Deuterated Lignin Model Compounds |
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| Authors: | Tsuyostri Habe Shimada Mikio Toshiaki Umezawa Takayoshi Higuchi |
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| Institution: | Research Section of Lignin Chemistry,, Wood Research Institute, Kyoto University, Uji, Kyoto 611, Japan |
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| Abstract: | The mechanism of C-C and ether bond cleavages of Cα-or Cβ-deuterated β-O-4 and β-l lignin substructure models and the vicinal diol compounds catalyzed by the enzyme system from Phanerochaete chrysosporium culture was investigated. The enzymatic oxidation of β-O-4 lignin model compounds in the presence of H2O2 and O2 yielded C6-Cα-derived benzaldehyde, and Cβ-Cγ-derived product together with the arylglycerol product. Likewise, the β-l models and the diol compounds also underwent the C-C bond cleavage, yielding C6-Cβ-derived benzaldehyde and the arylglycol product. The results demonstrated that the d-labels at Cα and Cβ of the substrates were retained in the products after the Cα-Cβ and ether bond cleavages. |
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