Publication:
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

3

Issued Date

1987-01-01

Resource Type

Article

ISSN

1437434X
00183830

DOI

10.1515/hfsg.1987.41.5.277

Other identifier(s)

2-s2.0-84961485597

Rights

Mahidol University

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SCOPUS

Bibliographic Citation

Holzforschung. Vol.41, No.5 (1987), 277-285

Suggested Citation

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. Holzforschung. Vol.41, No.5 (1987), 277-285. doi:10.1515/hfsg.1987.41.5.277 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/15367

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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

Author(s)

M. Shimada
 T. Higuchi
 T. Habe
 T. Okamoto
 B. Panijpan

Other Contributor(s)

Kyoto University
 Daicel Corporation
 Mahidol University

Abstract

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.

Keyword(s)

Materials Science

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https://repository.li.mahidol.ac.th/handle/123456789/15367

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