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Article: Degradation pathways and mechanisms of substituted indoles under methanogenic condition

TitleDegradation pathways and mechanisms of substituted indoles under methanogenic condition
產甲烷條件下吲哚類有機物的降解途徑
Authors
KeywordsIndoles
Pathway
Methanogenic condition
Issue Date2002
Publisher科學出版社. The Journal's web site is located at http://www.cibj.com/
Citation
應用與環境生物學報, 2002, v. 8 n. 5, p. 514-519 How to Cite?
Chinese Journal of Applied and Environmental Biology, 2002, v. 8 n. 5, p. 514-519 How to Cite?
AbstractDegradation of indole by an indole degrading methanogenic consortium enriched from sewage sludge proceeded through a two step hydroxylation pathway yielding oxindole and isatin. The ability of this consortium to hydroxylate and subsequently degrade substituted indoles was investigated. Of the substituted indoles tested, the consortium was able to transform or degrade 3 methylindole and 3 indolyl acetate. Oxindole, 3 methyloxindole, and indoxyl were identified as degradation metabolites of indole, 3 methylindole, and 3 indolyl acetate, respectively. Isatin (indole 2, 3 dione) was produced as an intermediate when the consortium was amended with oxindole, which provided the evidence that degradation of indole proceeded through successive hydroxylation of the 2 and 3 positions prior to ring cleavage between the C 2 and C 3 atoms on the pyrrole ring of indole. The presence of a methyl group ( CH 3 ) at either the 1 or 2 position of indole inhibited the initial hydroxylation reaction. The substituted indole, 3 methylindole, was hydroxylated at the 2 position but not at the 3 position and could not be further metabolized through the oxindole isatin pathway. Indoxyl (indole 3 one), the deacetylated product of 3 indolyl acetate, was not hydroxylated at the 2 position and thus was not further metabolized by the consortium. When an H atom or electron donating group (i.e., CH 3 ) was present at the 3 position, hydroxylation proceeded at the 2 position, but the presence of electron withdrawing substituent groups (i.e., OH or COOH) at the 3 position inhibited hydroxylation.
Persistent Identifierhttp://hdl.handle.net/10722/73237
ISSN
2015 SCImago Journal Rankings: 0.199

 

DC FieldValueLanguage
dc.contributor.authorWang, Yen_HK
dc.contributor.authorQiu, Wen_HK
dc.contributor.authorFan, Yen_HK
dc.contributor.authorGu, J-
dc.date.accessioned2010-09-06T06:49:25Z-
dc.date.available2010-09-06T06:49:25Z-
dc.date.issued2002en_HK
dc.identifier.citation應用與環境生物學報, 2002, v. 8 n. 5, p. 514-519en_HK
dc.identifier.citationChinese Journal of Applied and Environmental Biology, 2002, v. 8 n. 5, p. 514-519-
dc.identifier.issn1006-687X-
dc.identifier.urihttp://hdl.handle.net/10722/73237-
dc.description.abstractDegradation of indole by an indole degrading methanogenic consortium enriched from sewage sludge proceeded through a two step hydroxylation pathway yielding oxindole and isatin. The ability of this consortium to hydroxylate and subsequently degrade substituted indoles was investigated. Of the substituted indoles tested, the consortium was able to transform or degrade 3 methylindole and 3 indolyl acetate. Oxindole, 3 methyloxindole, and indoxyl were identified as degradation metabolites of indole, 3 methylindole, and 3 indolyl acetate, respectively. Isatin (indole 2, 3 dione) was produced as an intermediate when the consortium was amended with oxindole, which provided the evidence that degradation of indole proceeded through successive hydroxylation of the 2 and 3 positions prior to ring cleavage between the C 2 and C 3 atoms on the pyrrole ring of indole. The presence of a methyl group ( CH 3 ) at either the 1 or 2 position of indole inhibited the initial hydroxylation reaction. The substituted indole, 3 methylindole, was hydroxylated at the 2 position but not at the 3 position and could not be further metabolized through the oxindole isatin pathway. Indoxyl (indole 3 one), the deacetylated product of 3 indolyl acetate, was not hydroxylated at the 2 position and thus was not further metabolized by the consortium. When an H atom or electron donating group (i.e., CH 3 ) was present at the 3 position, hydroxylation proceeded at the 2 position, but the presence of electron withdrawing substituent groups (i.e., OH or COOH) at the 3 position inhibited hydroxylation.-
dc.languagechien_HK
dc.publisher科學出版社. The Journal's web site is located at http://www.cibj.com/-
dc.relation.ispartof應用與環境生物學報en_HK
dc.relation.ispartofChinese Journal of Applied and Environmental Biology-
dc.subjectIndoles-
dc.subjectPathway-
dc.subjectMethanogenic condition-
dc.titleDegradation pathways and mechanisms of substituted indoles under methanogenic conditionen_HK
dc.title產甲烷條件下吲哚類有機物的降解途徑-
dc.typeArticleen_HK
dc.identifier.emailGu, J: jdgu@hkucc.hku.hken_HK
dc.identifier.authorityGu, J=rp00701en_HK
dc.identifier.hkuros76362en_HK
dc.identifier.volume8-
dc.identifier.issue5-
dc.identifier.spage514-
dc.identifier.epage519-
dc.publisher.placeChina-

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