Tags

Type your tag names separated by a space and hit enter

Buprofezin Is Metabolized by CYP353D1v2, a Cytochrome P450 Associated with Imidacloprid Resistance in Laodelphax striatellus.
Int J Mol Sci. 2017 Nov 29; 18(12)IJ

Abstract

CYP353D1v2 is a cytochrome P450 related to imidacloprid resistance in Laodelphax striatellus. This work was conducted to examine the ability of CYP353D1v2 to metabolize other insecticides. Carbon monoxide difference spectra analysis indicates that CYP353D1v2 was successfully expressed in insect cell Sf9. The catalytic activity of CYP353D1v2 relating to degrading buprofezin, chlorpyrifos, and deltamethrin was tested by measuring substrate depletion and analyzing the formation of metabolites. The results showed the nicotinamide-adenine dinucleotide phosphate (NADPH)-dependent depletion of buprofezin (eluting at 8.7 min) and parallel formation of an unknown metabolite (eluting 9.5 min). However, CYP353D1v2 is unable to metabolize deltamethrin and chlorpyrifos. The recombinant CYP353D1v2 protein efficiently catalyzed the model substrate p-nitroanisole with a maximum velocity of 9.24 nmol/min/mg of protein and a Michaelis constant of Km = 6.21 µM. In addition, imidacloprid was metabolized in vitro by the recombinant CYP353D1v2 microsomes (catalytic constant Kcat) 0.064 pmol/min/pmol P450, Km = 6.41 µM. The mass spectrum of UPLC-MS analysis shows that the metabolite was a product of buprofezin, which was buprofezin sulfone. This result provided direct evidence that L. striatellus cytochrome P450 CYP353D1v2 is capable of metabolizing imidacloprid and buprofezin.

Links

PMC Free PDF

Authors+Show Affiliations

Elzaki MEA
The Key Laboratory of Monitoring and Management of Plant Diseases and Insects, Department of Entomology, College of Plant Protection, Ministry of Agriculture, Nanjing Agricultural University, Nanjing 210095, China. mohammedelzaki@njau.edu.cn. College of Crop Science, Fujian Agriculture and Forestry University, Fuzhou 350002, China. mohammedelzaki@njau.edu.cn.
Miah MA
The Key Laboratory of Monitoring and Management of Plant Diseases and Insects, Department of Entomology, College of Plant Protection, Ministry of Agriculture, Nanjing Agricultural University, Nanjing 210095, China. mamiah81@yahoo.com.
Han Z
The Key Laboratory of Monitoring and Management of Plant Diseases and Insects, Department of Entomology, College of Plant Protection, Ministry of Agriculture, Nanjing Agricultural University, Nanjing 210095, China. zjhan@njau.edu.cn.

MeSH

AnimalsCytochrome P-450 Enzyme SystemHemipteraInsecticidesNeonicotinoidsNitro CompoundsThiadiazines

Pub Type(s)

Journal Article

Language

eng

PubMed ID

29186030

Citation

Elzaki, Mohammed Esmail Abdalla, et al. "Buprofezin Is Metabolized By CYP353D1v2, a Cytochrome P450 Associated With Imidacloprid Resistance in Laodelphax Striatellus." International Journal of Molecular Sciences, vol. 18, no. 12, 2017.
Elzaki MEA, Miah MA, Han Z. Buprofezin Is Metabolized by CYP353D1v2, a Cytochrome P450 Associated with Imidacloprid Resistance in Laodelphax striatellus. Int J Mol Sci. 2017;18(12).
Elzaki, M. E. A., Miah, M. A., & Han, Z. (2017). Buprofezin Is Metabolized by CYP353D1v2, a Cytochrome P450 Associated with Imidacloprid Resistance in Laodelphax striatellus. International Journal of Molecular Sciences, 18(12). https://doi.org/10.3390/ijms18122564
Elzaki MEA, Miah MA, Han Z. Buprofezin Is Metabolized By CYP353D1v2, a Cytochrome P450 Associated With Imidacloprid Resistance in Laodelphax Striatellus. Int J Mol Sci. 2017 Nov 29;18(12) PubMed PMID: 29186030.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Buprofezin Is Metabolized by CYP353D1v2, a Cytochrome P450 Associated with Imidacloprid Resistance in Laodelphax striatellus. AU - Elzaki,Mohammed Esmail Abdalla, AU - Miah,Mohammad Asaduzzaman, AU - Han,Zhaojun, Y1 - 2017/11/29/ PY - 2017/09/22/received PY - 2017/11/14/revised PY - 2017/11/20/accepted PY - 2017/11/30/entrez PY - 2017/12/1/pubmed PY - 2018/7/10/medline KW - Cytochrome P450 KW - buprofezin KW - cross-resistance KW - functional expression KW - insecticide metabolism JF - International journal of molecular sciences JO - Int J Mol Sci VL - 18 IS - 12 N2 - CYP353D1v2 is a cytochrome P450 related to imidacloprid resistance in Laodelphax striatellus. This work was conducted to examine the ability of CYP353D1v2 to metabolize other insecticides. Carbon monoxide difference spectra analysis indicates that CYP353D1v2 was successfully expressed in insect cell Sf9. The catalytic activity of CYP353D1v2 relating to degrading buprofezin, chlorpyrifos, and deltamethrin was tested by measuring substrate depletion and analyzing the formation of metabolites. The results showed the nicotinamide-adenine dinucleotide phosphate (NADPH)-dependent depletion of buprofezin (eluting at 8.7 min) and parallel formation of an unknown metabolite (eluting 9.5 min). However, CYP353D1v2 is unable to metabolize deltamethrin and chlorpyrifos. The recombinant CYP353D1v2 protein efficiently catalyzed the model substrate p-nitroanisole with a maximum velocity of 9.24 nmol/min/mg of protein and a Michaelis constant of Km = 6.21 µM. In addition, imidacloprid was metabolized in vitro by the recombinant CYP353D1v2 microsomes (catalytic constant Kcat) 0.064 pmol/min/pmol P450, Km = 6.41 µM. The mass spectrum of UPLC-MS analysis shows that the metabolite was a product of buprofezin, which was buprofezin sulfone. This result provided direct evidence that L. striatellus cytochrome P450 CYP353D1v2 is capable of metabolizing imidacloprid and buprofezin. SN - 1422-0067 UR - https://www.unboundmedicine.com/medline/citation/29186030/Buprofezin_Is_Metabolized_by_CYP353D1v2_a_Cytochrome_P450_Associated_with_Imidacloprid_Resistance_in_Laodelphax_striatellus_ DB - PRIME DP - Unbound Medicine ER -