Elucidation of LCC bonding sites via γ-TTSA lignin degradation: crude milled wood lignin (MWL) from Eucalyptus globulus for enrichment of lignin xylan linkages and their HSQC-NMR characterization
2015
Ando, Daisuke | Nakatsubo, Fumiaki | Takano, Toshiyuki | Yano, Hiroyuki
The selective lignin degradation in a LCC was proceeded with the γ-TTSA method, which is a selective cleavage method for β-O-4 linkages in lignins, in order to obtain more precise information concerning LCC bonding sites. To this purpose, crude MWL from Eucalyptus globulus, containing lignin and xylan, was treated by the γ-TTSA method. This approach consists of four steps: (1) γ-tosylation, (2) thioetherification, (3) sulfonylation, and (4) mild alkali treatment. The degradation products were extracted consecutively with Et₂O, EtOAc, and THF for the lignin removal, and thus the residue was enriched in LCCs. The residue was characterized by HSQC-NMR. Results indicated that the residue contained xylan and β-β substructures, although lignin was degraded. It can be concluded that the β-β substructures play an important role in the bonding sites between lignin and xylan of Eucalyptus globulus.
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