Enzymatic De-Esterification of Xenobiotics in Plants

Incledon, Bev J.; Hall, J. Christopher

doi:10.1007/978-94-015-8927-7_6

Cited by 4 publications

(5 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Although permeable to the lipophilic wax layers of the leaf cuticle, methyl ester herbicide derivatives have reduced permeability to the hydrophilic pectin and cellulose layers of the cuticle and apoplast. Esterase activity in the cuticle and apoplast create a more hydrophilic free acid that can then reach the plasma membrane and symplast 13–15. The de‐esterification reaction required to convert the DPX‐KJM44 into the more mobile and herbicidally active DPX‐MAT28 likely slowed the availability of DPX‐MAT28 for translocation.…”

Section: Discussionmentioning

confidence: 99%

“…Methyl ester herbicide derivatives are commonly used to increase absorption, as they facilitate penetration through the lipophilic leaf cuticle 10–12. Upon application, esterase action in the cuticle13, 14 and the apoplast15 actively remove the ester, releasing the free acid into the plant cells and into the phloem by ion trapping 16. Rapid de‐esterification produces a strong concentration gradient across the cuticle, promoting continuous uptake of the herbicide and increasing total absorption.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Uptake, translocation and metabolism of aminocyclopyrachlor in prickly lettuce, rush skeletonweed and yellow starthistle

Bell

Burke

Prather

2011

Pest Management Science

View full text Add to dashboard Cite

show abstract

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Uptake, translocation and metabolism of aminocyclopyrachlor in prickly lettuce, rush skeletonweed and yellow starthistle

Bell

Burke

Prather

2011

Pest Management Science

View full text Add to dashboard Cite

show abstract

“…Hydrolytic reactions are very important for the activation, detoxification, and selectivity of several herbicides (Incledon and Hall 1997). Ester formulations facilitate the penetration of many acidic herbicides through waxy cuticles; the subsequent deesterification of esters inside plant cells is known to activate these herbicides (Incledon and Hall 1997). Her-bicides activated by enzymatic hydrolytic reactions include various phenoxyalkanoate, benzoate, and aryloxyphenoxypropionate derivatives that are commonly formulated as carboxylic acid esters.…”

Section: Safeners and Herbicide Hydrolytic Reactionsmentioning

confidence: 99%

Metabolism-based herbicide resistance: regulationby safeners

Hatzios

Burgos²

2004

Weed Science

170

159

View full text Add to dashboard Cite

Safeners are chemical agents that reduce the phytotoxicity of herbicides to crop plants by a physiological or molecular mechanism, without compromising weed control efficacy. Commercialized safeners are used for the protection of large-seeded grass crops, such as corn, grain sorghum, and wet-sown rice, against preplant-incorporated or preemergence-applied herbicides of the thiocarbamate and chloroacetanilide families. Safeners also have been developed to protect winter cereal crops such as wheat against postemergence applications of aryloxyphenoxypropionate and sulfonylurea herbicides. The use of safeners for the protection of corn and rice against sulfonylurea, imidazolinone, cyclohexanedione, isoxazole, and triketone herbicides also is well established. A safener-induced enhancement of herbicide detoxification in safened plants is widely accepted as the major mechanism involved in safener action. Safeners induce cofactors such as glutathione and herbicide-detoxifying enzymes such as glutathione S-transferases, cytochrome P450 monooxygenases, and glucosyl transferases. In addition, safeners enhance the vacuolar transport of glutathione or glucose conjugates of selected herbicides. The safener-mediated induction of herbicide-detoxifying enzymes appears to be part of a general stress response.

show abstract

“…Pesticide ester hydrolysis in plants and microorganisms has been extensively studied and reviewed (Hoagland and Zablotowicz 2001;Incledon and Hall 1997). Ester hydrolysis is commonly carried out by esterases and to a much lesser extent by lipases and proteases.…”

Section: Hydrolytic Transformationsmentioning

confidence: 99%

Pesticide metabolism in plants and microorganisms

et al. 2003

Self Cite

View full text Add to dashboard Cite

Understanding pesticide metabolism in plants and microorganisms is necessary for pesticide development, for safe and efficient use, as well as for developing pesticide bioremediation strategies for contaminated soil and water. Pesticide biotransformation may occur via multistep processes known as metabolism or cometabolism. Cometabolism is the biotransformation of an organic compound that is not used as an energy source or as a constitutive element of the organism. Individual reactions of degradation–detoxification pathways include oxidation, reduction, hydrolysis, and conjugation. Metabolic pathway diversity depends on the chemical structure of the xenobiotic compound, the organism, environmental conditions, metabolic factors, and the regulating expression of these biochemical pathways. Knowledge of these enzymatic processes, especially concepts related to pesticide mechanism of action, resistance, selectivity, tolerance, and environmental fate, has advanced our understanding of pesticide science, and of plant and microbial biochemistry and physiology. There are some fundamental similarities and differences between plant and microbial pesticide metabolism. In this review, directed to researchers in weed science, we present concepts that were discussed at a symposium of the American Chemical Society (ACS) in 1999 and in the subsequent book Pesticide Biotransformation in Plants and Microorganism: Similarities and Divergences, edited by J. C. Hall, R. E. Hoagland, and R. M. Zablotowicz, and published by Oxford University Press, 2001.

show abstract

Enzymatic De-Esterification of Xenobiotics in Plants

Cited by 4 publications

References 31 publications

Uptake, translocation and metabolism of aminocyclopyrachlor in prickly lettuce, rush skeletonweed and yellow starthistle

Uptake, translocation and metabolism of aminocyclopyrachlor in prickly lettuce, rush skeletonweed and yellow starthistle

Metabolism-based herbicide resistance: regulationby safeners

Pesticide metabolism in plants and microorganisms

Contact Info

Product

Resources

About