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dc.contributor.author조대원ko
dc.contributor.authorJohn A. Latham[John A. Latham]ko
dc.contributor.author박혜정[박혜정]ko
dc.contributor.author윤웅찬[윤웅찬]ko
dc.contributor.authorPaul Langan[Paul Langan]ko
dc.contributor.authorDebra Dunaway-Mariano[Debra Dunaway-Mariano]ko
dc.contributor.authorPatrick S. Mariano[Patrick S. Mariano]ko
dc.date.accessioned2015-12-17T01:30:17Z-
dc.date.available2015-12-17T01:30:17Z-
dc.date.created2015-11-13-
dc.date.issued201104-
dc.identifier.citationJOURNAL OF ORGANIC CHEMISTRY, v.76, no.8, pp.2840 - 2852-
dc.identifier.issn0022-3263-
dc.identifier.urihttp://hdl.handle.net/YU.REPOSITORY/25416-
dc.identifier.urihttp://dx.doi.org/10.1021/jo200253v-
dc.description.abstractNew types of tetrameric lignin model compounds, which contain the common beta-O-4 and,beta-1 structural subunits found in natural lignins, have been prepared and carbon carbon bond fragmentation reactions of their cation radicals, formed by photochemical (9,10-dicyanoanthracene) and enzymatic (lignin peroxidase) SET-promoted methods, have been explored. The results show that cation radical intermediates generated from the tetrameric model compounds undergo highly regioselective C C bond cleavage in their beta-1 subunits. The outcomes of these processes suggest that, independent of positive charge and odd-electron distributions, cation radicals of lignins formed by SET to excited states of sensitizers or heme-iron centers in enzymes degrade selectively through bond cleavage reactions in beta-1 vs beta-O-4 moieties. In addition, the findings made in the enzymatic studies demonstrate that the sterically large tetrameric lignin model compounds undergo lignin peroxidase-catalyzed cleavage via a mechanism involving preliminary, formation of an enzyme substrate complex.-
dc.language영어-
dc.publisherAMER CHEMICAL SOC-
dc.subjectPEROXIDASE-CATALYZED OXIDATION-
dc.subjectASPEN POPULUS-TREMULOIDES-
dc.subjectPHANEROCHAETE-CHRYSOSPORIUM-
dc.subject3,4-DIMETHOXYBENZYL ALCOHOL-
dc.subjectMECHANISM-
dc.subjectDEGRADATION-
dc.subjectCLEAVAGE-
dc.subjectPHTHALIMIDES-
dc.subjectPATHWAYS-
dc.subjectRADICALS-
dc.titleRegioselectivity of Enzymatic and Photochemical Single Electron Transfer Promoted Carbon-Carbon Bond Fragmentation Reactions of Tetrameric Lignin Model Compounds-
dc.typeArticle-
dc.identifier.wosid000289187300047-
dc.identifier.scopusid2-s2.0-79953839261-
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