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Atrazine metabolism in sorghum. Catabolism of the glutathione conjugate of atrazine

Authors: G L, Lamoureux; L E, Stafford; R H, Shimabukuro; R G, Zaylskie;

Atrazine metabolism in sorghum. Catabolism of the glutathione conjugate of atrazine

Abstract

The major pathway of atrazine metabolism in intact sorghum was shown to involve the following steps: atrazine 'right arrow' S-(4-ethylamino-6-isopropylamino-1,3,5-triazin-2-yl)glutathione 'right arrow' gamma -glutamyl-S-(4-ethylamino-6-isopropylamino-1,3,5-triazin-2-yl)cysteine 'right arrow' S-(4-ethylamino-6-isopropylamino-1,3,5-triazin-2-yl cysteine 'right arrow' N-(4-ethylamino-6-isopropylamino-1,3,5-triazin-2-yl)cysteine 'right arrow' N-(4-ethylamino-6-isopropylamino-1,3,5-triazin-2-yl)lanthionine. From 40 to 87% of the atrazine entering sorghum through the roots was estimated to be metabolized via this pathway. Evidence indicated that atrazine can also be metabolized via this route after first undergoing N-dealkylation. The step involving conversion from the S- to the N-cysteine conjugate was shown to be a non-enzymatic rearrangement. This is the first reported occurrence of S-(4-ethylamino-6-isopropylamino-1,3,5-triazin-2-yl)cysteine, the lanthionine conjugate, 2-hydroxy-4-amino-6-isopropylamino-1,3,5-triazine and 2-hydroxy-4,6-diamino-1,3,5-triazine (ammeline) in sorghum. Structural formulae for these compounds and the metabolic pathway are shown. From summary

Keywords

Chemistry, Chemical Phenomena, Atrazine, Chromatography, Thin Layer, Plants, Glutathione

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
57
Average
Top 10%
Top 10%
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