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Volume 153, Issue 7

A novel degradation pathway in the assimilation of phenanthrene by sp. strain PN/Y via -cleavage of 2-hydroxy-1-naphthoic acid: formation of -2,3-dioxo-5-(2′-hydroxyphenyl)-pent-4-enoic acid Free

Abstract

sp. strain PN/Y, capable of utilizing phenanthrene as a sole source of carbon and energy, was isolated from petroleum-contaminated soil. In the degradation of phenanthrene by strain PN/Y, various metabolites, isolated and identified by a combination of chromatographic and spectrometric analyses, revealed a novel phenanthrene assimilation pathway involving 2-hydroxy-1-naphthoic acid. Metabolism of phenanthrene was initiated by the dioxygenation on the 1,2-position of phenanthrene followed by -cleavage of phenanthrene-1,2-diol, leading to 2-hydroxy-1-naphthoic acid, which was then processed via a novel -cleavage pathway, leading to the formation of -2,3-dioxo-5-(2′-hydroxyphenyl)-pent-4-enoic acid and subsequently to salicylic acid. In the lower pathway, salicylic acid was transformed to catechol, which was then metabolized by catechol-2,3-dioxygenase to 2-hydroxymuconaldehyde acid, ultimately forming TCA cycle intermediates. The catabolic genes involved in phenanthrene degradation were found to be plasmid-encoded. This detailed study of polycyclic aromatic hydrocarbon (PAH) metabolism by a Gram-positive species involving a unique ring-cleavage dioxygenase in a novel phenanthrene degradation pathway provides a new insight into the microbial degradation of PAHs.

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Keyword(s): d6-DMSO, deuterated DMSO , ESI, electrospray ionization and PAH, polycyclicaromatic hydrocarbon
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2007-07-01
2024-04-16
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A novel degradation pathway in the assimilation of phenanthrene by Staphylococcus sp. strain PN/Y via meta-cleavage of 2-hydroxy-1-naphthoic acid: formation of trans-2,3-dioxo-5-(2′-hydroxyphenyl)-pent-4-enoic acid
Microbiology 153, 2104 (2007); https://doi.org/10.1099/mic.0.2006/004218-0
/content/journal/micro/10.1099/mic.0.2006/004218-0
/content/journal/micro/10.1099/mic.0.2006/004218-0
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