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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
8
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pubmed:dateCreated |
2011-4-11
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pubmed:abstractText |
New types of tetrameric lignin model compounds, which contain the common ?-O-4 and ?-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 ?-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 ?-1 vs ?-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.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/9,10-dicyanoanthracene,
http://linkedlifedata.com/resource/pubmed/chemical/Anthracenes,
http://linkedlifedata.com/resource/pubmed/chemical/Carbon,
http://linkedlifedata.com/resource/pubmed/chemical/Cations,
http://linkedlifedata.com/resource/pubmed/chemical/Heme,
http://linkedlifedata.com/resource/pubmed/chemical/Hydrogen Peroxide,
http://linkedlifedata.com/resource/pubmed/chemical/Iron,
http://linkedlifedata.com/resource/pubmed/chemical/Lignin,
http://linkedlifedata.com/resource/pubmed/chemical/Nitriles,
http://linkedlifedata.com/resource/pubmed/chemical/Peroxidases,
http://linkedlifedata.com/resource/pubmed/chemical/lignin peroxidase
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pubmed:status |
MEDLINE
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pubmed:month |
Apr
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pubmed:issn |
1520-6904
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pubmed:author |
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pubmed:issnType |
Electronic
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pubmed:day |
15
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pubmed:volume |
76
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
2840-52
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pubmed:meshHeading |
pubmed-meshheading:21384857-Anthracenes,
pubmed-meshheading:21384857-Carbon,
pubmed-meshheading:21384857-Catalysis,
pubmed-meshheading:21384857-Cations,
pubmed-meshheading:21384857-Electrons,
pubmed-meshheading:21384857-Fluorescence,
pubmed-meshheading:21384857-Green Chemistry Technology,
pubmed-meshheading:21384857-Heme,
pubmed-meshheading:21384857-Hydrogen Peroxide,
pubmed-meshheading:21384857-Iron,
pubmed-meshheading:21384857-Kinetics,
pubmed-meshheading:21384857-Lignin,
pubmed-meshheading:21384857-Models, Chemical,
pubmed-meshheading:21384857-Nitriles,
pubmed-meshheading:21384857-Oxidation-Reduction,
pubmed-meshheading:21384857-Peroxidases,
pubmed-meshheading:21384857-Photochemical Processes,
pubmed-meshheading:21384857-Polymerization,
pubmed-meshheading:21384857-Stereoisomerism
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pubmed:year |
2011
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pubmed:articleTitle |
Regioselectivity of enzymatic and photochemical single electron transfer promoted carbon-carbon bond fragmentation reactions of tetrameric lignin model compounds.
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pubmed:affiliation |
Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, New Mexico 87131, United States. cdw@pusan.ac.kr
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, Non-P.H.S.,
Research Support, Non-U.S. Gov't
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