Isolation and Characterization of a Novel Atrazine Metabolite Produced by the Fungus Pleurotus pulmonarius , 2-Chloro-4-Ethylamino-6-(1-Hydroxyisopropyl)Amino-1,3,5-Triazine

Author:

Masaphy Segula1,Levanon Dan1,Vaya Jacob1,Henis Yigal1

Affiliation:

1. Migal Technological Center, Kiryat Shmona 10200, Institute of Soil and Water, Volcani Center, Bet Dagan, 2 and Otto Warburg Center for Biotechnology in Agriculture, The Hebrew University of Jerusalem, Faculty of Agriculture, Rehovot 76100, 3 Israel

Abstract

The white rot fungus Pleurotus pulmonarius exhibited metabolism of atrazine (2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine) in liquid culture, producing the dealkylated metabolites desethylatrazine, desisopropylatrazine, and desethyl-desisopropylatrazine. A fourth, unknown metabolite was also produced. It was isolated and was identified as 2-chloro-4-ethylamino-6-(1-hydroxyisopropyl)amino-1,3,5-triazine by gas chromatography-mass spectrometry, Fourier transformed infrared spectroscopy, and 1 H nuclear magnetic resonance analysis. The structure of this metabolite was confirmed by chemical synthesis of the compound and comparison with the fungally produced metabolite.

Publisher

American Society for Microbiology

Subject

Ecology,Applied Microbiology and Biotechnology,Food Science,Biotechnology

Reference25 articles.

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3. Fate of major degradation products of atrazine in Iowa soils;Baluch H. U.;J. Environ. Sci. Health Part B,1993

4. Biochemical transformation of pesticides by soil fungi;Bollag J. M.;Crit. Rev. Microbiol.,1972

5. Hydroxylation of carbaryl by soil fungi;Bollag J. M.;Nature (London),1972

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