New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101
8 pages, 3 figures, 1 table.-- PMID: 9055403 [PubMed].-- PMCID: PMC168377.
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American Society for Microbiology
1997-03
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dig-idaea-es-10261-298722016-02-17T02:20:00Z New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101 Casellas, Mercè Grifoll, Magdalena Bayona Termens, Josep María Solanas, Anna M. 8 pages, 3 figures, 1 table.-- PMID: 9055403 [PubMed].-- PMCID: PMC168377. Identification of new metabolites and demonstration of key enzyme activities support and extend the pathways previously reported for fluorene metabolism by Arthrobacter sp. strain F101. Washed-cell suspensions of strain F101 with fluorene accumulated 9-fluorenone, 4-hydroxy-9-fluorenone, 3-hydroxy-1-indanone, 1-indanone, 2-indanone, 3-(2-hydroxyphenyl) propionate, and a compound tentatively identified as a formyl indanone. Incubations with 2-indanone produced 3-isochromanone. The growth yield with fluorene as a sole source of carbon and energy corresponded to an assimilation of about 34% of fluorene carbon. About 7.4% was transformed into 9-fluorenol, 9-fluorenone, and 4-hydroxy-9-fluorenone. Crude extracts from fluorene-induced cells showed 3,4-dihydrocoumarin hydrolase and catechol 2,3-dioxygenase activities. These results and biodegradation experiments with the identified metabolites indicate that metabolism of fluorene by Arthrobacter sp. strain F101 proceeds through three independent pathways. Two productive routes are initiated by dioxygenation at positions 1,2 and 3,4, respectively. meta cleavage followed by an aldolase reaction and loss of C-1 yield the detected indanones. Subsequent biological Baeyer-Villiger reactions produce the aromatic lactones 3,4-dihydrocoumarin and 3-isochromanone. Enzymatic hydrolysis of the former gives 3-(2-hydroxyphenyl) propionate, which could be a substrate for a beta oxidation cycle, to give salicylate. Further oxidation of the latter via catechol and 2-hydroxymuconic semialdehyde connects with the central metabolism, allowing the utilization of all fluorene carbons. Identification of 4-hydroxy-9-fluorenone is consistent with an alternative pathway initiated by monooxygenation at C-9 to give 9-fluorenol and then 9-fluorenone. Although dioxygenation at 3,4 positions of the ketone apparently occurs, this reaction fails to furnish a subsequent productive oxidation of this compound. This research was funded by a grant from the National Plan for Research (AMB93-0693-C02-02) of the Spanish government. M.C. was in receipt of a doctoral fellowship from the Spanish Ministry of Education. Peer reviewed 2010-12-09T13:21:36Z 2010-12-09T13:21:36Z 1997-03 artículo http://purl.org/coar/resource_type/c_6501 Applied and Environmental Microbiology 63(3): 819-826 (1997) 0099-2240 http://hdl.handle.net/10261/29872 1098-5336 en http://www.ncbi.nlm.nih.gov/pmc/articles/PMC168377 open American Society for Microbiology |
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8 pages, 3 figures, 1 table.-- PMID: 9055403 [PubMed].-- PMCID: PMC168377. |
| format |
artículo |
| author |
Casellas, Mercè Grifoll, Magdalena Bayona Termens, Josep María Solanas, Anna M. |
| spellingShingle |
Casellas, Mercè Grifoll, Magdalena Bayona Termens, Josep María Solanas, Anna M. New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101 |
| author_facet |
Casellas, Mercè Grifoll, Magdalena Bayona Termens, Josep María Solanas, Anna M. |
| author_sort |
Casellas, Mercè |
| title |
New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101 |
| title_short |
New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101 |
| title_full |
New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101 |
| title_fullStr |
New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101 |
| title_full_unstemmed |
New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101 |
| title_sort |
new metabolites in the degradation of fluorene by arthrobacter sp. strain f101 |
| publisher |
American Society for Microbiology |
| publishDate |
1997-03 |
| url |
http://hdl.handle.net/10261/29872 |
| work_keys_str_mv |
AT casellasmerce newmetabolitesinthedegradationoffluorenebyarthrobacterspstrainf101 AT grifollmagdalena newmetabolitesinthedegradationoffluorenebyarthrobacterspstrainf101 AT bayonatermensjosepmaria newmetabolitesinthedegradationoffluorenebyarthrobacterspstrainf101 AT solanasannam newmetabolitesinthedegradationoffluorenebyarthrobacterspstrainf101 |
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