2012
DOI: 10.1002/ps.3400
|View full text |Cite
|
Sign up to set email alerts
|

The interactions between piperonyl butoxide and E4, a resistance‐associated esterase from the peach‐potato aphid, Myzus persicae Sulzer (Hemiptera: Aphididae)

Abstract: PBO binds with E4 to accelerate small substrates to the active-site triad, while acting as a blockade to larger, insecticidal molecules. Structure-activity studies with analogues of PBO also reveal the essential chemical moieties present in the molecule.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
3
1
1

Citation Types

2
13
0

Year Published

2014
2014
2017
2017

Publication Types

Select...
5

Relationship

3
2

Authors

Journals

citations
Cited by 9 publications
(15 citation statements)
references
References 26 publications
2
13
0
Order By: Relevance
“…The docking energy for FE4 with PBO was calculated to be −7.6 kcal mol −1 , with a hydrogen bond predicted between PBO and Arg‐412. This places PBO just within the gorge of FE4, as found previously for E4 . The docking energy for structure 37 , as a representative of the novel analogues, was calculated at −9.3 kcal mol −1 , with the hydrogen bond remaining to Arg‐412, and alignment of the aromatic moiety with that in Tyr 416, suggesting probable aromatic stacking.…”
Section: Resultssupporting
confidence: 71%
See 3 more Smart Citations
“…The docking energy for FE4 with PBO was calculated to be −7.6 kcal mol −1 , with a hydrogen bond predicted between PBO and Arg‐412. This places PBO just within the gorge of FE4, as found previously for E4 . The docking energy for structure 37 , as a representative of the novel analogues, was calculated at −9.3 kcal mol −1 , with the hydrogen bond remaining to Arg‐412, and alignment of the aromatic moiety with that in Tyr 416, suggesting probable aromatic stacking.…”
Section: Resultssupporting
confidence: 71%
“…Derivatives 2–5 , 7 , 8 , 10–22 , 25 , 28 and 29 were synthesised according to Philippou et al . Dihydrobenzofuran derivatives 23 and 24 were synthesised through a four‐step synthesis, namely acylation with the corresponding anhydride, reduction, chloromethylation and etherification starting from commercially available dihydrobenzofuran.…”
Section: Experimental Methodsmentioning
confidence: 99%
See 2 more Smart Citations
“…The inhibition of some esterase activities by PBO has cast some doubts on the utility of PBO as a diagnostic tool for the role of P450 in resistance . This ought not be the case, because esterase inhibition is seen only at very high concentrations, and results from binding not to the active site but to the outside of the substrate access channel . This results in a physicochemical hindrance to the entry of some large (but not smaller) substrates in the active site and is not a classical inhibition based on a defined enzyme mechanism.…”
Section: P450 Enzymes Drugs and Agrochemicalsmentioning
confidence: 99%