Evidence of two metabolic pathways for degradation of 2-methylphenanthrene by Sphingomonas sp. strain (2MPII)
A pure bacterial strain of Sphingomonas sp. DSM 11572 (named 2MPII) has been isolated from a Mediterranean coastal sediment. This strain is able to use 2‐methylphenanthrene (2‐MP) as a growth substrate. In order to understand the degradation processes and their selectivity, we have elucidated the me...
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| Veröffentlicht in: | Environmental toxicology and chemistry 2000-11, Vol.19 (11), p.2672-2677 |
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| creator | Budzinski, Hélène Nadalig, Thierry Raymond, Natalie Matuzahroh, Ni' Gilewicz, Michèle |
| description | A pure bacterial strain of Sphingomonas sp. DSM 11572 (named 2MPII) has been isolated from a Mediterranean coastal sediment. This strain is able to use 2‐methylphenanthrene (2‐MP) as a growth substrate. In order to understand the degradation processes and their selectivity, we have elucidated the metabolic pathways of 2‐MP degradation. In this respect, in this paper, we report the identification of several metabolites resulting from the oxidation of 2‐MP by the Sphingomonas sp. Metabolites of 2‐MP, identified by gas chromatography coupled to mass spectrometry in culture media, belong to two distinct metabolic pathways. The first pathway involves, in the first step, the double hydroxylation of an aromatic ring catalyzed by a di‐oxygenase. This pathway generates before the opening of the aromatic ring. The exact double hydroxylation positions have not been totally elucidated. The second pathway is initiated by the hydroxylation of the methyl side chain by a mono‐oxygenase. It leads, by the oxidation of the methyl group, to the formation of alcohol, aldehyde, and carboxylic acid. |
| doi_str_mv | 10.1002/etc.5620191109 |
| format | Article |
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DSM 11572 (named 2MPII) has been isolated from a Mediterranean coastal sediment. This strain is able to use 2‐methylphenanthrene (2‐MP) as a growth substrate. In order to understand the degradation processes and their selectivity, we have elucidated the metabolic pathways of 2‐MP degradation. In this respect, in this paper, we report the identification of several metabolites resulting from the oxidation of 2‐MP by the Sphingomonas sp. Metabolites of 2‐MP, identified by gas chromatography coupled to mass spectrometry in culture media, belong to two distinct metabolic pathways. The first pathway involves, in the first step, the double hydroxylation of an aromatic ring catalyzed by a di‐oxygenase. This pathway generates before the opening of the aromatic ring. The exact double hydroxylation positions have not been totally elucidated. The second pathway is initiated by the hydroxylation of the methyl side chain by a mono‐oxygenase. It leads, by the oxidation of the methyl group, to the formation of alcohol, aldehyde, and carboxylic acid.</description><identifier>ISSN: 0730-7268</identifier><identifier>EISSN: 1552-8618</identifier><identifier>DOI: 10.1002/etc.5620191109</identifier><identifier>CODEN: ETOCDK</identifier><language>eng</language><publisher>Hoboken: Wiley Periodicals, Inc</publisher><subject>2-Methylphenanthrene ; aldehydes ; Animal, plant and microbial ecology ; Applied ecology ; Bacterial degradation ; Biodegradation of pollutants ; Biological and medical sciences ; Biotechnology ; carboxylic acids ; dioxygenase ; Ecotoxicology, biological effects of pollution ; Environment and pollution ; Fundamental and applied biological sciences. Psychology ; Industrial applications and implications. Economical aspects ; Marine ; Metabolism ; Methylphenanthrenes ; Polycyclic aromatic hydrocarbons ; Sphingomonas ; Terrestrial environment, soil, air</subject><ispartof>Environmental toxicology and chemistry, 2000-11, Vol.19 (11), p.2672-2677</ispartof><rights>Copyright © 2000 SETAC</rights><rights>2001 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4509-d3cc145c959870753e49539526a8aae24b29891c70ac8537732a94915d8c41de3</citedby><cites>FETCH-LOGICAL-c4509-d3cc145c959870753e49539526a8aae24b29891c70ac8537732a94915d8c41de3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fetc.5620191109$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fetc.5620191109$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=835794$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Budzinski, Hélène</creatorcontrib><creatorcontrib>Nadalig, Thierry</creatorcontrib><creatorcontrib>Raymond, Natalie</creatorcontrib><creatorcontrib>Matuzahroh, Ni'</creatorcontrib><creatorcontrib>Gilewicz, Michèle</creatorcontrib><title>Evidence of two metabolic pathways for degradation of 2-methylphenanthrene by Sphingomonas sp. strain (2MPII)</title><title>Environmental toxicology and chemistry</title><addtitle>Environmental Toxicology and Chemistry</addtitle><description>A pure bacterial strain of Sphingomonas sp. DSM 11572 (named 2MPII) has been isolated from a Mediterranean coastal sediment. This strain is able to use 2‐methylphenanthrene (2‐MP) as a growth substrate. In order to understand the degradation processes and their selectivity, we have elucidated the metabolic pathways of 2‐MP degradation. In this respect, in this paper, we report the identification of several metabolites resulting from the oxidation of 2‐MP by the Sphingomonas sp. Metabolites of 2‐MP, identified by gas chromatography coupled to mass spectrometry in culture media, belong to two distinct metabolic pathways. The first pathway involves, in the first step, the double hydroxylation of an aromatic ring catalyzed by a di‐oxygenase. This pathway generates before the opening of the aromatic ring. The exact double hydroxylation positions have not been totally elucidated. The second pathway is initiated by the hydroxylation of the methyl side chain by a mono‐oxygenase. It leads, by the oxidation of the methyl group, to the formation of alcohol, aldehyde, and carboxylic acid.</description><subject>2-Methylphenanthrene</subject><subject>aldehydes</subject><subject>Animal, plant and microbial ecology</subject><subject>Applied ecology</subject><subject>Bacterial degradation</subject><subject>Biodegradation of pollutants</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>carboxylic acids</subject><subject>dioxygenase</subject><subject>Ecotoxicology, biological effects of pollution</subject><subject>Environment and pollution</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Industrial applications and implications. Economical aspects</subject><subject>Marine</subject><subject>Metabolism</subject><subject>Methylphenanthrenes</subject><subject>Polycyclic aromatic hydrocarbons</subject><subject>Sphingomonas</subject><subject>Terrestrial environment, soil, air</subject><issn>0730-7268</issn><issn>1552-8618</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><recordid>eNqFkEtv1DAURi0EEkNhy9oSEoJFpn7Esb2EUSnTlpcAdWndcZzGkNip7TLk35NqqiJWrO7mnHOlD6HnlKwpIezYFbsWDSNUU0r0A7SiQrBKNVQ9RCsiOakka9Rj9CTnH4TQRmu9QuPJL9-6YB2OHS77iEdXYBcHb_EEpd_DnHEXE27dVYIWio_hlmTVwvXzMPUuQCh9csHh3Yy_Tr0PV3GMATLO0xrnksAH_Ip9-Lzdvn6KHnUwZPfs7h6h7-9Ovm3eVxefTrebNxeVrQXRVcutpbWwWmgliRTc1VpwLVgDCsCxese00tRKAlYJLiVnoGtNRatsTVvHj9DLQ3dK8frG5WJGn60bBggu3mRDlWaE1WoB1wfQpphzcp2Zkh8hzYYSc7uqWVY1f1ddhBd3ZcgWhi5BsD7fW4oLqeuF0gdq7wc3_6dpFvKfD9XB9bm43_cupJ-mkVwKc_nx1Jy_vaR6c_7FnPE_1gWWXg</recordid><startdate>200011</startdate><enddate>200011</enddate><creator>Budzinski, Hélène</creator><creator>Nadalig, Thierry</creator><creator>Raymond, Natalie</creator><creator>Matuzahroh, Ni'</creator><creator>Gilewicz, Michèle</creator><general>Wiley Periodicals, Inc</general><general>SETAC</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>F1W</scope><scope>FR3</scope><scope>H95</scope><scope>H97</scope><scope>L.G</scope><scope>P64</scope></search><sort><creationdate>200011</creationdate><title>Evidence of two metabolic pathways for degradation of 2-methylphenanthrene by Sphingomonas sp. strain (2MPII)</title><author>Budzinski, Hélène ; Nadalig, Thierry ; Raymond, Natalie ; Matuzahroh, Ni' ; Gilewicz, Michèle</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4509-d3cc145c959870753e49539526a8aae24b29891c70ac8537732a94915d8c41de3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>2-Methylphenanthrene</topic><topic>aldehydes</topic><topic>Animal, plant and microbial ecology</topic><topic>Applied ecology</topic><topic>Bacterial degradation</topic><topic>Biodegradation of pollutants</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>carboxylic acids</topic><topic>dioxygenase</topic><topic>Ecotoxicology, biological effects of pollution</topic><topic>Environment and pollution</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Industrial applications and implications. 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DSM 11572 (named 2MPII) has been isolated from a Mediterranean coastal sediment. This strain is able to use 2‐methylphenanthrene (2‐MP) as a growth substrate. In order to understand the degradation processes and their selectivity, we have elucidated the metabolic pathways of 2‐MP degradation. In this respect, in this paper, we report the identification of several metabolites resulting from the oxidation of 2‐MP by the Sphingomonas sp. Metabolites of 2‐MP, identified by gas chromatography coupled to mass spectrometry in culture media, belong to two distinct metabolic pathways. The first pathway involves, in the first step, the double hydroxylation of an aromatic ring catalyzed by a di‐oxygenase. This pathway generates before the opening of the aromatic ring. The exact double hydroxylation positions have not been totally elucidated. The second pathway is initiated by the hydroxylation of the methyl side chain by a mono‐oxygenase. It leads, by the oxidation of the methyl group, to the formation of alcohol, aldehyde, and carboxylic acid.</abstract><cop>Hoboken</cop><pub>Wiley Periodicals, Inc</pub><doi>10.1002/etc.5620191109</doi><tpages>6</tpages></addata></record> |
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| subjects | 2-Methylphenanthrene aldehydes Animal, plant and microbial ecology Applied ecology Bacterial degradation Biodegradation of pollutants Biological and medical sciences Biotechnology carboxylic acids dioxygenase Ecotoxicology, biological effects of pollution Environment and pollution Fundamental and applied biological sciences. Psychology Industrial applications and implications. Economical aspects Marine Metabolism Methylphenanthrenes Polycyclic aromatic hydrocarbons Sphingomonas Terrestrial environment, soil, air |
| title | Evidence of two metabolic pathways for degradation of 2-methylphenanthrene by Sphingomonas sp. strain (2MPII) |
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