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Dimer Structures and Laccase-Catalyzed Polymerization Mechanism of Laccol in Fresh Rhus Succedanea Lacquer Sap

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Laccase-catalyzed polymerization of laccol was promoted by a kneading process, and the molecular weight distribution and drying properties were examined. The laccol dimers were separated and purified by HPLC, and the chemical structures were characterized by IR, GC-MS, and NMR spectroscopy involving two-dimensional NMR measurements. Two sorts of C-C coupling, nuclear-nuclear (C-C) and nuclear-side chain (C-C), were found in the laccol dimer, which differ from the nuclear-side chain (C-O-C) couplings of urushiol and the only nuclear-nuclear (C-C) couplings of thitsiol. Based on these results, the properties of laccol lacquer film and the laccase-catalyzed polymerization mechanism of laccol are discussed.

Keywords: Dimer; Laccase; Laccol; Mechanism; NMR

Document Type: Research Article

DOI: http://dx.doi.org/10.1080/1023666X.2013.755655

Affiliations: Department of Applied Chemistry,School of Science and Technology, Meiji University, Kawasaki, Japan

Publication date: April 1, 2013

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