Biomimetic approach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron (III) porphyrin chloride as a hemeenzyme model system

Biomimetic oxidation of lignin model compounds such as ß-1, ß-O-4, and ß-5 Substrates was investigated with a natural ironprophyrin which mimicks the ligninase catalysis. 18O from molecular oxygen and water were found to be incorporated, to different degrees, into the C-C bond cleavage product (pmet...

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Main Authors: M. Shimada, T. Higuchi, T. Habe, T. Okamoto, B. Panijpan
Other Authors: Kyoto University
Format: Article
Published: 2018
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Online Access:https://repository.li.mahidol.ac.th/handle/123456789/15367
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spelling th-mahidol.153672018-06-14T16:02:21Z Biomimetic approach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron (III) porphyrin chloride as a hemeenzyme model system M. Shimada T. Higuchi T. Habe T. Okamoto B. Panijpan Kyoto University Daicel Corporation Mahidol University Materials Science Biomimetic oxidation of lignin model compounds such as ß-1, ß-O-4, and ß-5 Substrates was investigated with a natural ironprophyrin which mimicks the ligninase catalysis. 18O from molecular oxygen and water were found to be incorporated, to different degrees, into the C-C bond cleavage product (pmethoxyphenylglycol) formedfrom ß-l Substrate (1,2 bis (pmethoxyphenyl)propane 1,3-diol) under aerobic or anaerobic conditions. Kinetic experiments for catalytic degradation of the ß-1 and its deuterated Substrates supported the one-electron transfer mechanism for the oxygenative C-C bond cleavage previously reported. Other model compounds were also found to undergo C-C bond cleavages in the hemincatalyzed reaction, yielding aromatic aldehydes, ketols and acids. Copyright © 1987 Walter de Gruyter. 2018-06-14T09:02:21Z 2018-06-14T09:02:21Z 1987-01-01 Article Holzforschung. Vol.41, No.5 (1987), 277-285 10.1515/hfsg.1987.41.5.277 1437434X 00183830 2-s2.0-84961485597 https://repository.li.mahidol.ac.th/handle/123456789/15367 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84961485597&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Materials Science
spellingShingle Materials Science
M. Shimada
T. Higuchi
T. Habe
T. Okamoto
B. Panijpan
Biomimetic approach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron (III) porphyrin chloride as a hemeenzyme model system
description Biomimetic oxidation of lignin model compounds such as ß-1, ß-O-4, and ß-5 Substrates was investigated with a natural ironprophyrin which mimicks the ligninase catalysis. 18O from molecular oxygen and water were found to be incorporated, to different degrees, into the C-C bond cleavage product (pmethoxyphenylglycol) formedfrom ß-l Substrate (1,2 bis (pmethoxyphenyl)propane 1,3-diol) under aerobic or anaerobic conditions. Kinetic experiments for catalytic degradation of the ß-1 and its deuterated Substrates supported the one-electron transfer mechanism for the oxygenative C-C bond cleavage previously reported. Other model compounds were also found to undergo C-C bond cleavages in the hemincatalyzed reaction, yielding aromatic aldehydes, ketols and acids. Copyright © 1987 Walter de Gruyter.
author2 Kyoto University
author_facet Kyoto University
M. Shimada
T. Higuchi
T. Habe
T. Okamoto
B. Panijpan
format Article
author M. Shimada
T. Higuchi
T. Habe
T. Okamoto
B. Panijpan
author_sort M. Shimada
title Biomimetic approach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron (III) porphyrin chloride as a hemeenzyme model system
title_short Biomimetic approach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron (III) porphyrin chloride as a hemeenzyme model system
title_full Biomimetic approach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron (III) porphyrin chloride as a hemeenzyme model system
title_fullStr Biomimetic approach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron (III) porphyrin chloride as a hemeenzyme model system
title_full_unstemmed Biomimetic approach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron (III) porphyrin chloride as a hemeenzyme model system
title_sort biomimetic approach to lignin degradation ii. the mechanism of oxidative c-c bond cleavage reactions of lignin model compounds with natural iron (iii) porphyrin chloride as a hemeenzyme model system
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/15367
_version_ 1763497606228475904