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

Masaphy, S.; Levanon, D.; Vaya, J.; Henis, Y.

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

1993

Masaphy, S. | Levanon, D. | Vaya, J. | Henis, Y.

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 1H nuclear magnetic resonance analysis. The structure of this metabolite was confirmed by chemical synthesis of the compound and comparison with the fungally produced metabolite.

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