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Alteration of Diphenamid Metabolism in Tomato by Ozone

Published online by Cambridge University Press:  12 June 2017

Richard H. Hodgson ,
D. Stuart Frear ,
H. R. Swanson  and
L. A. Regan
Richard H. Hodgson
Affiliation:
Metabolism and Radiation Res. Lab., North Central Region, Agr. Res. Serv., U. S. Dep. of Agr., Fargo, ND 58102
D. Stuart Frear
Affiliation:
Metabolism and Radiation Res. Lab., North Central Region, Agr. Res. Serv., U. S. Dep. of Agr., Fargo, ND 58102
H. R. Swanson
Affiliation:
Metabolism and Radiation Res. Lab., North Central Region, Agr. Res. Serv., U. S. Dep. of Agr., Fargo, ND 58102
L. A. Regan
Affiliation:
Metabolism and Radiation Res. Lab., North Central Region, Agr. Res. Serv., U. S. Dep. of Agr., Fargo, ND 58102
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Abstract

Fumigation of tomato (Lycopersicon esculentum Mill. ‘Sheyenne’) with low levels of O3 had little effect on root absorption, translocation, or conversion of diphenamid (N,N-dimethyl-2,2-diphenylacetamide) to water-soluble conjugates. However, the proportion of specific conjugates was markedly altered in O3-fumigated plants. Twenty-four hours after treatment, the predominant conjugates formed in nonfumigated and fumigated tomato were the β-glucoside (MDAG), and the β-gentiobioside (MDAGB), respectively, of N-hydroxymethyl-N-methyl-2,2-diphenylacetamide. The ratio MDAG:MDAGB was 8.2:1.0 in nonfumigated tissue and 0.6:1.0 in O3-fumigated tissue. This marked shift toward production of the more polar MDAGB was accompanied by a trend toward increased production of methanol-insoluble residues. A compound having limited stability was extracted from tomato; its probable structure was N-hydroxymethyl-N-methyl-2,2-diphenylacetamide (MODA). It is a postulated intermediate in the formation of MDAG and MDAGB from diphenamid.

Type
Research Article
Information
Weed Science , Volume 21 , Issue 6 , November 1973 , pp. 542 - 549
Copyright
Copyright © 1973 Weed Science Society of America 

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