Benz[a]anthracene biotransformation and production of ring fission products by Sphingobium sp. strain KK22

Marie Kunihiro, Yasuhiro Ozeki, Yuichi Nogi, Natsuko Hamamura, Robert A. Kanaly

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

A soil bacterium, designated strain KK22, was isolated from a phenanthrene enrichment culture of a bacterial consortium that grew on diesel fuel, and it was found to biotransform the persistent environmental pollutant and high-molecular-weight polycyclic aromatic hydrocarbon (PAH) benz[a]anthracene. nearly complete sequencing of the 16s rRNA gene of strain KK22 and phylogenetic analysis revealed that this organism is a new member of the genus sphingobium. an 8-day time course study that consisted of whole-culture extractions followed by high-performance liquid chromatography (HPLC) analyses with fluorescence detection showed that 80 to 90% biodegradation of 2.5 mg liter-1 benz[a]anthracene had occurred. biodegradation assays where benz[a]anthracene was supplied in crystalline form (100 mg liter-1) confirmed biodegradation and showed that strain KK22 cells precultured on glucose were equally capable of benz[a]anthracene biotransformation when precultured on glucose plus phenanthrene. analyses of organic extracts from benz[a]anthracene biodegradation by liquid chromatography negative electrospray ionization tandem mass spectrometry [LC/ESI(-)-MS/MS] revealed 10 products, including two o-hydroxypolyaromatic acids and two hydroxy-naphthoic acids. 1-hydroxy-2- and 2-hydroxy-3-naphthoic acids were unambiguously identified, and this indicated that oxidation of the benz[a]anthracene molecule occurred via both the linear kata and angular kata ends of the molecule. other two- and single-aromatic-ring metabolites were also documented, including 3-(2-carboxyvinyl)naphthalene-2- carboxylic acid and salicylic acid, and the proposed pathways for benz[a]anthracene biotransformation by a bacterium were extended.

Original languageEnglish
Pages (from-to)4410-4420
Number of pages11
JournalApplied and environmental microbiology
Volume79
Issue number14
DOIs
Publication statusPublished - Jul 1 2013
Externally publishedYes

Fingerprint

Sphingomonas
biotransformation
Biotransformation
biodegradation
phenanthrene
liquid chromatography
acid
glucose
salicylic acid
bacterium
carboxylic acid
naphthalene
acids
metabolite
PAH
ionization
fluorescence
mass spectrometry
Bacteria
Glucose

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Food Science
  • Applied Microbiology and Biotechnology
  • Ecology

Cite this

Benz[a]anthracene biotransformation and production of ring fission products by Sphingobium sp. strain KK22. / Kunihiro, Marie; Ozeki, Yasuhiro; Nogi, Yuichi; Hamamura, Natsuko; Kanaly, Robert A.

In: Applied and environmental microbiology, Vol. 79, No. 14, 01.07.2013, p. 4410-4420.

Research output: Contribution to journalArticle

Kunihiro, Marie ; Ozeki, Yasuhiro ; Nogi, Yuichi ; Hamamura, Natsuko ; Kanaly, Robert A. / Benz[a]anthracene biotransformation and production of ring fission products by Sphingobium sp. strain KK22. In: Applied and environmental microbiology. 2013 ; Vol. 79, No. 14. pp. 4410-4420.
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