겨울 심포지움
2018겨울초록
발표자 및 발표 내용
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공동저자
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접수자
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Lignin, the second most abundant biopolymer on earth, is a promising source of industrial phenolic compounds. In spite of the increasing interest in structural analysis of lignin enzyme degradation product, there is hardly any method available for the full structural characterization of lignin oligomers higher than trimers, mainly due to the complicated nature of the lignin structure, possessing numerous linkage types. A tandem mass spectrometric method to identify the linkage type and structure of the lignin oxidation product has been developed and applied to the analysis of an enzyme oxidation product of a model lignin compound, guaiacylglycerol-β-guaiacyl ether (GGGE).
To investigate oxidative enzyme activity of a novel laccase on the model lignin compound, GGGE was treated with laccase and analyzed by UV high performance liquid chromatography quadrupole time-of-flight tandem mass spectrometry (UV-HPLC-Q-TOF MS/MS). The oxidation product was detected as a single UV absorption peak at 280 nm and subjected to untargeted MS/MS. From the linkage type-specific m/z differences of the fragment ions, β-aryl ether linkage was commonly identified in both GGGE and its oxidation product. By building up the structure from the β-aryl ether backbone based on the fragment ion information, biphenyl tetramer and/or biphenyl ether tetramer were suggested as the possible structures of the unknown oxidation product. The tandem mass spectrometric information and the UV absorption shift to a higher wavelength implied the biphenyl tetramer as the more reliable structure for the oxidation product. For the formation of biphenyl tetramer structure, a charge-driven fragmentation mechanism was proposed. As a result, MS/MS analysis of the GGGE oxidation product suggested that the novel laccase catalyzes radical coupling of GGGE to form a biphenyl tetramer.
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