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Yuki Tobimatsu, Toshiyuki Takano, Hiroshi Kamitakahara, Fumiaki Nakatsubo

Studies on the dehydrogenative polymerizations of monolignol ?-glycosides. Part 2: Horseradish peroxidase-catalyzed dehydrogenative polymerization of isoconiferin

Keywords: coniferyl alcohol, dehydrogenation polymer (DHP), dehydrogenative polymerization, enzymatic polymerization, horseradish peroxidase (HRP), isoconiferin, monolignol ?-d-glucoside

Dehydrogenative polymerization of isoconiferin (IC; coniferyl alcohol ?-O-?-D-glucopyranoside) catalyzed by horseradish peroxidase (HRP) was carried out. The polymerization of IC proceeded in a homogeneous system, resulting in a water-soluble dehydrogenation polymer (IC-DHP). The degree of polymerization (DP) of IC-DHP was significantly higher than that of a standard dehydrogenative polymer (CA-DHP) obtained from coniferyl alcohol (CA) in a heterogeneous system. Under optimum conditions, the DP of IC-DHP was 44 (M_n=1.5×10⁴), whereas that for CA-DHP was only 11 (M_n=3.0×10³, as acetate). Spectroscopic analyses confirmed that IC-DHP has a lignin-like structure containing D-glucose moieties attached to the lignin side-chains. The D-glucose unit introduced into ?-O position of CA essentially influenced the water solubility and molecular mass of the resulting DHP.

Holzforschung, Walter de Gruyter

Print ISSN: 0018-3830
Volume: 60, 08/2006
Pages: 513 - 518

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