Isolation of endosulfan sulfate-degrading Rhodococcus koreensis strain S1-1 from endosulfan contaminated soil and identification of a novel metabolite, endosulfan diol monosulfate

Koji Ito, Fujimasa Kawashima, Kazuhiro Takagi, Ryota Kataoka, Masaaki Kotake, Hiromasa Kiyota, Kenichi Yamazaki, Futa Sakakibara, Sanae Okada

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

An aerobic endosulfan sulfate-degrading bacterium, Rhodococcus koreensis strain S1-1, was isolated from soil to which endosulfan had been applied annually for more than 10 years until 2008. The strain isolated in this work reduced the concentration of endosulfan sulfate (2) from 12.25 μM to 2.11 μM during 14 d at 30 °C. Using ultra performance liquid chromatography-electrospray ionization-mass spectroscopy (UPLC-ESI-MS), a new highly water-soluble metabolite possessing six chlorine atoms was found to be endosulfan diol monosulfate (6), derived from 2 by hydrolysis of the cyclic sulfate ester ring. The structure of 6 was elucidated by chemical synthesis of the candidate derivatives and by HR-MS and UPLC-MS analyses. Therefore, it was suggested that the strain S1-1 has a new metabolic pathway of 2. In addition, 6 was expected to be less toxic among the metabolites of 1 because of its higher water-solubility.

Original languageEnglish
Pages (from-to)1094-1099
Number of pages6
JournalBiochemical and Biophysical Research Communications
Volume473
Issue number4
DOIs
Publication statusPublished - May 13 2016

Fingerprint

Endosulfan
Rhodococcus
Metabolites
Soil
Soils
Electrospray ionization
Water
Poisons
Chlorine
Liquid chromatography
Metabolic Networks and Pathways
Liquid Chromatography
Solubility
Sulfates
Hydrolysis
Mass Spectrometry
Bacteria
Esters
Spectroscopy
Derivatives

Keywords

  • Biodegradation
  • Endosulfan
  • Endosulfan diol monosulfate
  • Endosulfan sulfate
  • Rhodococcus koreensis

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Cell Biology
  • Molecular Biology

Cite this

Isolation of endosulfan sulfate-degrading Rhodococcus koreensis strain S1-1 from endosulfan contaminated soil and identification of a novel metabolite, endosulfan diol monosulfate. / Ito, Koji; Kawashima, Fujimasa; Takagi, Kazuhiro; Kataoka, Ryota; Kotake, Masaaki; Kiyota, Hiromasa; Yamazaki, Kenichi; Sakakibara, Futa; Okada, Sanae.

In: Biochemical and Biophysical Research Communications, Vol. 473, No. 4, 13.05.2016, p. 1094-1099.

Research output: Contribution to journalArticle

Ito, Koji ; Kawashima, Fujimasa ; Takagi, Kazuhiro ; Kataoka, Ryota ; Kotake, Masaaki ; Kiyota, Hiromasa ; Yamazaki, Kenichi ; Sakakibara, Futa ; Okada, Sanae. / Isolation of endosulfan sulfate-degrading Rhodococcus koreensis strain S1-1 from endosulfan contaminated soil and identification of a novel metabolite, endosulfan diol monosulfate. In: Biochemical and Biophysical Research Communications. 2016 ; Vol. 473, No. 4. pp. 1094-1099.
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