Product identification of guaiacol oxidation catalyzed by manganese peroxidase

Sangpill Hwang, Chang Ha Lee, Ik Sung Ahn

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The mechanism underlying the oxidation of guaiacol (2-methoxyphenol) by manganese peroxidase (MnP) was studied by structural identification of the products. After separation by TLC, the products were characterized by NMR, GC-MS, and LC-MS. They were determined to be 3,3′-dimethoxy-4,4′-biphenol, a mixture of 3,3′-dimethoxy-4,4′-biphenoquinone and 3,5′-dimethoxy-4,4′-biphenoquinone, 6-methoxy-4-(4-hydroxy-3-methoxyphenyl)-1,2-benzoquinone, 3-(4-hydroxy-3-methoxy-phenyl)-5,3′-dimethoxy-4,4′-biphenol, and a mixture of 5-(4-hydroxy-3-methoxyphenyl)-3,3′-dimethoxy-4,4′-biphenoquinone and 3-(4-hydroxy-3-methoxyphenyl)-5,3′-dimethoxy-4,4′-biphenoquinone. From the direct GC-MS analysis, two other products were identified as 3-methoxy-catechol and 2-methoxy-1,4-benzoquinone. The reaction mechanism of MnP-catalyzed guaiacol oxidation is suggested on the basis of the structural information obtained for these products.

Original languageEnglish
Pages (from-to)487-492
Number of pages6
JournalJournal of Industrial and Engineering Chemistry
Volume14
Issue number4
DOIs
Publication statusPublished - 2008 Jul 1

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manganese peroxidase
Guaiacol
Manganese
Oxidation
Nuclear magnetic resonance
4-biphenoquinone

All Science Journal Classification (ASJC) codes

  • Chemical Engineering(all)

Cite this

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title = "Product identification of guaiacol oxidation catalyzed by manganese peroxidase",
abstract = "The mechanism underlying the oxidation of guaiacol (2-methoxyphenol) by manganese peroxidase (MnP) was studied by structural identification of the products. After separation by TLC, the products were characterized by NMR, GC-MS, and LC-MS. They were determined to be 3,3′-dimethoxy-4,4′-biphenol, a mixture of 3,3′-dimethoxy-4,4′-biphenoquinone and 3,5′-dimethoxy-4,4′-biphenoquinone, 6-methoxy-4-(4-hydroxy-3-methoxyphenyl)-1,2-benzoquinone, 3-(4-hydroxy-3-methoxy-phenyl)-5,3′-dimethoxy-4,4′-biphenol, and a mixture of 5-(4-hydroxy-3-methoxyphenyl)-3,3′-dimethoxy-4,4′-biphenoquinone and 3-(4-hydroxy-3-methoxyphenyl)-5,3′-dimethoxy-4,4′-biphenoquinone. From the direct GC-MS analysis, two other products were identified as 3-methoxy-catechol and 2-methoxy-1,4-benzoquinone. The reaction mechanism of MnP-catalyzed guaiacol oxidation is suggested on the basis of the structural information obtained for these products.",
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Product identification of guaiacol oxidation catalyzed by manganese peroxidase. / Hwang, Sangpill; Lee, Chang Ha; Ahn, Ik Sung.

In: Journal of Industrial and Engineering Chemistry, Vol. 14, No. 4, 01.07.2008, p. 487-492.

Research output: Contribution to journalArticle

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