TY - JOUR
T1 - Isolation of endosulfan sulfate-degrading Rhodococcus koreensis strain S1-1 from endosulfan contaminated soil and identification of a novel metabolite, endosulfan diol monosulfate
AU - Ito, Koji
AU - Kawashima, Fujimasa
AU - Takagi, Kazuhiro
AU - Kataoka, Ryota
AU - Kotake, Masaaki
AU - Kiyota, Hiromasa
AU - Yamazaki, Kenichi
AU - Sakakibara, Futa
AU - Okada, Sanae
N1 - Funding Information:
This work was supported by a grant from the Ministry of Agriculture, Forestry and Fisheries of Japan (Research project for ensuring food safety from farm to table PO-2215).
Publisher Copyright:
© 2016 Elsevier Inc. All rights reserved.
PY - 2016/5/13
Y1 - 2016/5/13
N2 - 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.
AB - 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.
KW - Biodegradation
KW - Endosulfan
KW - Endosulfan diol monosulfate
KW - Endosulfan sulfate
KW - Rhodococcus koreensis
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U2 - 10.1016/j.bbrc.2016.04.021
DO - 10.1016/j.bbrc.2016.04.021
M3 - Article
C2 - 27073164
AN - SCOPUS:84963704952
VL - 473
SP - 1094
EP - 1099
JO - Biochemical and Biophysical Research Communications
JF - Biochemical and Biophysical Research Communications
SN - 0006-291X
IS - 4
ER -