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Differential degradation of bicyclics with aromatic and alicyclic rings by Rhodococcus sp. strain DK17

Cited 11 time in scopus
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Title
Differential degradation of bicyclics with aromatic and alicyclic rings by Rhodococcus sp. strain DK17
Other Titles
Rhodococcus sp. strain DK17에 의한 bicyclic rings의 분해에 필수적 hydroxylation 반응
Authors
Kang, Beom Sik
Hong, Soon Gyu
Yoo, Miyoun
Kim, Dockyu
Kim, Eungbin
Zylstra, Gerben J.
Ki Young Choi
Kim, Tai Kyoung
Subject
Biotechnology & Applied Microbiology; Microbiology
Keywords
2-dihydronaphthalene; Rhodococcus; degradative pathway; indene; tetralin
Issue Date
2011
Publisher
American Society for Microbiology
Citation
Kang, Beom Sik, et al. 2011. "Differential degradation of bicyclics with aromatic and alicyclic rings by Rhodococcus sp. strain DK17". Applied and Environmental Microbiology, 77(23): 8280-8287.
Abstract
The metabolically versatile Rhodococcus sp. strain DK17 is able to grow on tetralin and indan but cannot use their respective desaturated counterparts, 1,2-dihydronaphthalene and indene, as sole carbon and energy sources. Metabolite analyses by gas chromatography-mass spectrometry and nuclear magnetic resonance spectrometry clearly show that (1) the meta-cleavage dioxygenase mutant strain DK180 accumulates 5,6,7,8-tetrahydro-1,2-naphthalene diol, 1,2-indene diol, and 3,4-dihydro-naphthalene-1,2-diol from tetralin, indene, and 1,2-dihydronaphthalene, respectively and (2) when expressed in E. coli, the DK17 o-xylene dioxygenase transforms tetralin, indene, and 1,2-dihydronaphthalene into tetralin cis-dihydrodiol, indan-1,2-diol, and cis-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene, respectively. Tetralin, which is activated by aromatic hydroxylation, is degraded successfully via the ring-cleavage pathway to support growth of DK17. Indene and 1,2-dihydronaphthalene do not serve as growth substrates because DK17 hydroxylates them on the alicyclic ring and further metabolism results in a dead-end metabolite. This study reveals that aromatic hydroxylation is a prerequisite for proper degradation of bicyclics with aromatic and alicyclic rings by DK17, and confirms the unique ability of the DK17 o-xylene dioxygenase to perform distinct regioselective hydroxylations.
URI
http://repository.kopri.re.kr/handle/201206/6425
DOI
http://dx.doi.org/10.1128/AEM.06359-11
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