Hostname: page-component-848d4c4894-2xdlg Total loading time: 0 Render date: 2024-06-26T02:59:53.607Z Has data issue: false hasContentIssue false
  • English
  • Français

Metabolism of EPTC in Corn (Zea mays)

Published online by Cambridge University Press:  12 June 2017

R. D. Carringer ,
C. E. Rieck  and
L. P. Bush
R. D. Carringer
Affiliation:
Dep. of Agron., Univ. of Kentucky, Lexington, KY 40506
C. E. Rieck
Affiliation:
Dep. of Agron., Univ. of Kentucky, Lexington, KY 40506
L. P. Bush
Affiliation:
Dep. of Agron., Univ. of Kentucky, Lexington, KY 40506
Get access Rights & Permissions [Opens in a new window]

Abstract

EPTC (S-ethyl dipropylthiocarbamate) metabolism in corn (Zea mays L. ‘inbred B37’) was studied utilizing carbonyl-14C-EPTC and propyl-1-14C-EPTC. Two radioactive compounds were found in the organic-soluble fraction, namely, EPTC and EPTC-sulfoxide. Five metabolites were found in the water-soluble fraction. Amino acid analysis indicated that one water-soluble metabolite was a glutathione conjugate [S-(N,N-dipropylcarbamyl)glutathione] and that three other metabolites were probably degradation products of the glutathione conjugate. It was determined that EPTC-sulfoxide reacts chemically with reduced glutathione, yielding the conjugate. There was no detectable glutathione S-transferase enzyme activity associated with the sulfoxide cleavage.

Type
Research Article
Information
Weed Science , Volume 26 , Issue 2 , March 1978 , pp. 157 - 160
Copyright
Copyright © 1978 by the Weed Science Society of America 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

Literature Cited

1. Booth, J., Boyland, E., and Sims, P. 1961. An enzyme from rat liver catalyzing conjugations with glutathione. Biochem. J. 79:516.Google Scholar
2. Carringer, R. D., Rieck, C. E., and Poneleit, C. G. 1974. Corn inbred response to EPTC, butylate, vernolate and two protectants. Proc. North Cent. Weed Control Conf. 29:32.Google Scholar
3. Casida, J. E., Gray, R. A., and Tilles, H. 1974. Thiocarbamate sulfoxides: potent, selective and biodegradable herbicides. Science 184:573–574.Google Scholar
4. Casida, J. E., Kimmel, E. C., Ohkawa, H., and Ohkawa, R. 1975. Sulfoxidation of thiocarbamate herbicides and metabolism of thiocarbamate sulfoxides in living mice and liver enzyme systems. Pestic. Biochem. Physiol. 5:1–11.CrossRefGoogle Scholar
5. Clark, J. M. Jr. 1964. Experimental Biochemistry. W. H. Freeman and Co. 228 pp.Google Scholar
6. Fang, S. C. and Theisen, P. 1960. Uptake of radioactive ethyl-N,N-di-propylthiolcarbamate (EPTC-35C) and translocation of sulfur-35 in various crops. J. Agric. Food Chem. 6:295–298.CrossRefGoogle Scholar
7. Frear, D. S. and Swanson, H. R. 1970. Biosynthesis of S-(4-ethylamino-6-isopropylamino-2-s-triazino)glutathione: partial purification and properties of a glutathione S-transferase from corn. Phytochemistry 9:2123–2132.Google Scholar
8. Gornall, A. G., Vardawill, C. J., and David, M. M. 1949. Determination of serum proteins by means of the biuret reaction. J. Biol. Chem. 177:751–766.CrossRefGoogle ScholarPubMed
9. Lay, M. M. and Casida, J. E. 1976. Dichloroacetamide antidotes enhance thiocarbamate sulfoxide detoxifocation by elevating content and glutathione S-transferase activity. Pestic. Biochem. Physiol. 6:442–456.Google Scholar
10. Lay, M. M., Hubbell, J. P., and Casida, J. E. 1975. Dichloroacetamide antidotes for thiocarbamate herbicides: mode of action. Science 189:287–289.Google Scholar
11. Nalewaja, J. D., Behrens, R., and Schmid, A. R. 1964. Uptake, translocation and fate of EPTC-14C in alfalfa. Weeds 12:269–272.CrossRefGoogle Scholar
12. Poneleit, C. G. 1974. Review of thiocarbamate herbicide research and genetic resistance studies. Proc. Annu. Corn and Sorghum Res. Conf. 29:142–152.Google Scholar
13. Tilles, H. 1959. Thiolcarbamates. Preparation and molar refractions. J. Am. Chem. Soc. 81:714–727.Google Scholar