2018
DOI: 10.1002/ps.5170
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The linker length of glucose–fipronil conjugates has a major effect on the rate of bioactivation by β‐glucosidase

Abstract: This study provides a potential strategy to optimize the substrate structure to enhance hydrolytic specificity in order to design appropriate phloem mobile pro-pesticides. © 2018 Society of Chemical Industry.

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Cited by 8 publications
(15 citation statements)
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“…In addition, endogenous ß‐glucosidases were involved in the hydrolysis of a glucose‐fipronil conjugate with an O ‐glycosidic bond, which can achieve the enzymatic release of the active aglycone . The enzymatic deglycolysation in vitro can be modulated by adjusting the linker length of the conjugate, and the in vivo insecticidal bioassay supports that the active aglycones are released from the conjugates after root absorption and exhibit the same level of activity as fipronil . Several attempts mentioned above suggest that the carrier‐mediated propesticide approach of conjugation with a nutrient moiety is a feasible approach to confer systemic properties to non‐mobile agrochemicals.…”
Section: Carrier‐mediated Propesticide Strategies For Improving Agrocmentioning
confidence: 99%
“…In addition, endogenous ß‐glucosidases were involved in the hydrolysis of a glucose‐fipronil conjugate with an O ‐glycosidic bond, which can achieve the enzymatic release of the active aglycone . The enzymatic deglycolysation in vitro can be modulated by adjusting the linker length of the conjugate, and the in vivo insecticidal bioassay supports that the active aglycones are released from the conjugates after root absorption and exhibit the same level of activity as fipronil . Several attempts mentioned above suggest that the carrier‐mediated propesticide approach of conjugation with a nutrient moiety is a feasible approach to confer systemic properties to non‐mobile agrochemicals.…”
Section: Carrier‐mediated Propesticide Strategies For Improving Agrocmentioning
confidence: 99%
“…20 A titration curve based on authentic pNP was prepared over the range of 0.005-0.5 mM. The hydrolysis rate was calculated as: 18 Kinetic parameters were determined under optimal conditions, and the enzyme quantity was adjusted to convert less than 5% of the substrate into product. Substrate concentrations varied from 0.01 to 8 mM.…”
Section: Hydrolysis Kinetics Of the Enzymementioning
confidence: 99%
“…Insecticidal activities against P. xylostella were evaluated using a previously described leaf-dipping bioassay with some modifications. 18 All compounds were dissolved in dimethyl sulfoxide and diluted with distilled water containing Tween 80 to obtain 1.25, 0.63, and 0.31 mg L −1 for the bioassays. Brassica chinensis leaves were dipped in each test solution for 10 s. Mortalities were determined 24 h after treatment.…”
Section: Insects and Bioassaysmentioning
confidence: 99%
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“…However, the structure–activity relationship of tralopyril conjugates has not yet been investigated, especially for the linker structure. In previous studies, the linker structure between the nutrient promoiety and active ingredient influence the bioactivity and phloem mobility of the conjugates [ 8 , 17 ]. Hence, the aim of the present study is to elucidate the structure–activity relationship for the linker between amino acid promoiety and tralopyril.…”
Section: Introductionmentioning
confidence: 99%