Biotransformation of phenanthrene and 1-methoxynaphthalene with Streptomyces lividans cells expressing a marine bacterial phenanthrene dioxygenase gene cluster.

Article abstract of DOI:10.1271/bbb.65.1774

The phdABCD gene cluster in a marine bacterium Nocardioides sp. strain KP7 codes for the multicomponent enzyme phenanthrene dioxygenase. phdA encoding an iron-sulfur protein large subunit alpha, phdB encoding its small subunit beta, phdC encoding ferredoxin, and phdD encoding ferredoxin reductase, were replaced in such a way that the termination codons of the preceding open reading frames were overlapped with the initiation codons of the following genes. This manipulated phdABCD gene cluster was positioned downstream of the thiostrepton-inducible promoter PtipA in a high-copy-number vector pIJ6021, and introduced into the gram-positive, soil-inhabiting, filamentous bacterium Streptomyces lividans. The recombinant S. lividans cells converted phenanthrene into a cis-diol form, which was determined to be cis-3,4-dihydroxy-3,4-dihydrophenanthrene by its UV spectral data as well as HPLC property, using the authentic sample for comparison. This biotransformation proceeded very efficiently; 200 microM and 2 mm of phenanthrene were almost completely converted to its cis-diol form in 6 h and 32 h, respectively. In addition, the S. lividans cells carrying the phdABCD gene cluster were found to transform 1-methoxynaphthalene to two products, which were identified to be 8-methoxy-2-naphthol in addition to 8-methoxy-1,2-dihydro-1,2-naphthalenediol by their EI-MS, 1H- and 13C-NMR spectral data.

Full text of DOI:10.1271/bbb.65.1774

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Biotransformation of Phenanthrene and 1-
Methoxynaphthalene with Streptomyces lividans
Cells Expressing a Marine Bacterial Phenanthrene
Dioxygenase Gene Cluster
Hyo-Kon CHUNae, Yasuo OHNISHIa, Norihiko MISAWAb, Kazutoshi SHINDOc, Miki HAYASHIb,
Shigeaki HARAYAMAd & Sueharu HORINOUCHIa
a Department of Biotechnology, Graduate School of Agriculture and Life Sciences, The
University of Tokyo
b Central Laboratories for Key Technology, Kirin Brewery Co. Ltd.
c Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd.
d Marine Biotechnology Institute
e On leave from: Korea Research Institute of Bioscience and Biotechnology
Published online: 22 May 2014.
To cite this article: Hyo-Kon CHUN, Yasuo OHNISHI, Norihiko MISAWA, Kazutoshi SHINDO, Miki HAYASHI, Shigeaki HARAYAMA
& Sueharu HORINOUCHI (2001) Biotransformation of Phenanthrene and 1-Methoxynaphthalene with Streptomyces lividans
Cells Expressing a Marine Bacterial Phenanthrene Dioxygenase Gene Cluster, Bioscience, Biotechnology, and Biochemistry,
65:8, 1774-1781, DOI: 10.1271/bbb.65.1774
To link to this article: http://dx.doi.org/10.1271/bbb.65.1774
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