Skip to main content
Biochemical Journal logoLink to Biochemical Journal
. 1992 Oct 15;287(Pt 2):355–360. doi: 10.1042/bj2870355

Purification and characterization of a carboxylesterase involved in insecticide resistance from the mosquito Culex quinquefasciatus.

A J Ketterman 1, K G Jayawardena 1, J Hemingway 1
PMCID: PMC1133172  PMID: 1445194

Abstract

A carboxylesterase (EC 3.1.1.1) involved in organophosphate insecticide resistance has been purified and characterized from the mosquito Culex quinquefasciatus. The monomeric enzyme has M(r) of 67,000 and a pI of 5.2. It hydrolysed medium-chain-length mono- and di-acylglycerols in addition to xenobiotic esters. Kinetic constants determined for four insecticides, temephos, chlorpyrifos, fenitrothion and propoxur indicate the rates of acylation and the affinities of binding of the insecticides to this carboxylesterase are important. This supports the major role of the A2 carboxylesterase is the sequestration of the insecticide with a minor role in the slow turnover of the insecticide.

Full text

PDF
357

Images in this article

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. ALDRIDGE W. N. Serum esterases. I. Two types of esterase (A and B) hydrolysing p-nitrophenyl acetate, propionate and butyrate, and a method for their determination. Biochem J. 1953 Jan;53(1):110–117. doi: 10.1042/bj0530110. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Berge R. K., Farstad M. Purification and characterization of long-chain acyl-CoA hydrolase from rat liver mitochondria. Eur J Biochem. 1979 May 15;96(2):393–401. doi: 10.1111/j.1432-1033.1979.tb13051.x. [DOI] [PubMed] [Google Scholar]
  3. Bradford M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem. 1976 May 7;72:248–254. doi: 10.1006/abio.1976.9999. [DOI] [PubMed] [Google Scholar]
  4. Brandt E., Heymann E., Mentlein R. Selective inhibition of rat liver carboxylesterases by various organophosphorus diesters in vivo and in vitro. Biochem Pharmacol. 1980 Jul 1;29(13):1927–1931. doi: 10.1016/0006-2952(80)90105-7. [DOI] [PubMed] [Google Scholar]
  5. Brown A. W. Insecticide resistance in mosquitoes: a pragmatic review. J Am Mosq Control Assoc. 1986 Jun;2(2):123–140. [PubMed] [Google Scholar]
  6. DAVIS B. J. DISC ELECTROPHORESIS. II. METHOD AND APPLICATION TO HUMAN SERUM PROTEINS. Ann N Y Acad Sci. 1964 Dec 28;121:404–427. doi: 10.1111/j.1749-6632.1964.tb14213.x. [DOI] [PubMed] [Google Scholar]
  7. Devonshire A. L., Field L. M. Gene amplification and insecticide resistance. Annu Rev Entomol. 1991;36:1–23. doi: 10.1146/annurev.en.36.010191.000245. [DOI] [PubMed] [Google Scholar]
  8. Devonshire A. L. The properties of a carboxylesterase from the peach-potato aphid, Myzus persicae (Sulz.), and its role in conferring insecticide resistance. Biochem J. 1977 Dec 1;167(3):675–683. doi: 10.1042/bj1670675. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Duggleby R. G. A nonlinear regression program for small computers. Anal Biochem. 1981 Jan 1;110(1):9–18. doi: 10.1016/0003-2697(81)90104-4. [DOI] [PubMed] [Google Scholar]
  10. Gerard C. Purification of glycoproteins. Methods Enzymol. 1990;182:529–539. doi: 10.1016/0076-6879(90)82042-z. [DOI] [PubMed] [Google Scholar]
  11. Hashinotsume M., Higashino K., Hada T., Yamamura Y. Purification and enzymatic properties of rat serum carboxylesterase. J Biochem. 1978 Dec;84(6):1325–1333. doi: 10.1093/oxfordjournals.jbchem.a132254. [DOI] [PubMed] [Google Scholar]
  12. Hedrick J. L., Smith A. J. Size and charge isomer separation and estimation of molecular weights of proteins by disc gel electrophoresis. Arch Biochem Biophys. 1968 Jul;126(1):155–164. doi: 10.1016/0003-9861(68)90569-9. [DOI] [PubMed] [Google Scholar]
  13. Hemingway J., Callaghan A., Amin A. M. Mechanisms of organophosphate and carbamate resistance in Culex quinquefasciatus from Saudi Arabia. Med Vet Entomol. 1990 Jul;4(3):275–282. doi: 10.1111/j.1365-2915.1990.tb00440.x. [DOI] [PubMed] [Google Scholar]
  14. Heymann E., Junge W., Krisch K. Subunit weight and N-terminal groups of liver and kidney carboxylesterases (EC 3.1.1.1). FEBS Lett. 1971 Jan 25;12(4):189–193. doi: 10.1016/0014-5793(71)80017-0. [DOI] [PubMed] [Google Scholar]
  15. Junge W., Heymann E., Krisch K., Hollandt H. Human liver carboxylesterase. Purification and molecular properties. Arch Biochem Biophys. 1974 Dec;165(2):749–763. doi: 10.1016/0003-9861(74)90304-x. [DOI] [PubMed] [Google Scholar]
  16. Ketterman A. J., Bowles M. R., Pond S. M. Purification and characterization of two human liver carboxylesterases. Int J Biochem. 1989;21(12):1303–1312. doi: 10.1016/0020-711x(89)90149-3. [DOI] [PubMed] [Google Scholar]
  17. Laemmli U. K. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature. 1970 Aug 15;227(5259):680–685. doi: 10.1038/227680a0. [DOI] [PubMed] [Google Scholar]
  18. Mane S. D., Tompkins L., Richmond R. C. Male Esterase 6 Catalyzes the Synthesis of a Sex Pheromone in Drosophila melanogaster Females. Science. 1983 Oct 28;222(4622):419–421. doi: 10.1126/science.222.4622.419. [DOI] [PubMed] [Google Scholar]
  19. Mastropaolo W., Yourno J. An ultraviolet spectrophotometric assay for alpha-naphthyl acetate and alpha-naphthyl butyrate esterases. Anal Biochem. 1981 Jul 15;115(1):188–193. doi: 10.1016/0003-2697(81)90544-3. [DOI] [PubMed] [Google Scholar]
  20. Mentlein R., Berge R. K., Heymann E. Identity of purified monoacylglycerol lipase, palmitoyl-CoA hydrolase and aspirin-metabolizing carboxylesterase from rat liver microsomal fractions. A comparative study with enzymes purified in different laboratories. Biochem J. 1985 Dec 1;232(2):479–483. doi: 10.1042/bj2320479. [DOI] [PMC free article] [PubMed] [Google Scholar]
  21. Mentlein R., Reuter G., Heymann E. Specificity of two different purified acylcarnitine hydrolases from rat liver, their identity with other carboxylesterases, and their possible function. Arch Biochem Biophys. 1985 Aug 1;240(2):801–810. doi: 10.1016/0003-9861(85)90089-x. [DOI] [PubMed] [Google Scholar]
  22. Mentlein R., Suttorp M., Heymann E. Specificity of purified monoacylglycerol lipase, palmitoyl-CoA hydrolase, palmitoyl-carnitine hydrolase, and nonspecific carboxylesterase from rat liver microsomes. Arch Biochem Biophys. 1984 Jan;228(1):230–246. doi: 10.1016/0003-9861(84)90064-x. [DOI] [PubMed] [Google Scholar]
  23. Mouchès C., Magnin M., Bergé J. B., de Silvestri M., Beyssat V., Pasteur N., Georghiou G. P. Overproduction of detoxifying esterases in organophosphate-resistant Culex mosquitoes and their presence in other insects. Proc Natl Acad Sci U S A. 1987 Apr;84(8):2113–2116. doi: 10.1073/pnas.84.8.2113. [DOI] [PMC free article] [PubMed] [Google Scholar]
  24. Mouchès C., Pasteur N., Bergé J. B., Hyrien O., Raymond M., de Saint Vincent B. R., de Silvestri M., Georghiou G. P. Amplification of an esterase gene is responsible for insecticide resistance in a California Culex mosquito. Science. 1986 Aug 15;233(4765):778–780. doi: 10.1126/science.3755546. [DOI] [PubMed] [Google Scholar]
  25. Oehm H. C., de Looze S., Ronai A., von Deimling O. Purification and characterization of esterase 6A, a trimeric esterase of the house mouse (Mus musculus). Eur J Biochem. 1982 Dec;129(1):157–163. doi: 10.1111/j.1432-1033.1982.tb07034.x. [DOI] [PubMed] [Google Scholar]
  26. Raymond M., Beyssat-Arnaouty V., Sivasubramanian N., Mouchès C., Georghiou G. P., Pasteur N. Amplification of various esterase B's responsible for organophosphate resistance in Culex mosquitoes. Biochem Genet. 1989 Aug;27(7-8):417–423. doi: 10.1007/BF02399670. [DOI] [PubMed] [Google Scholar]
  27. Raymond M., Callaghan A., Fort P., Pasteur N. Worldwide migration of amplified insecticide resistance genes in mosquitoes. Nature. 1991 Mar 14;350(6314):151–153. doi: 10.1038/350151a0. [DOI] [PubMed] [Google Scholar]
  28. Robbi M., Beaufay H. Purification and characterization of various esterases from rat liver. Eur J Biochem. 1983 Dec 1;137(1-2):293–301. doi: 10.1111/j.1432-1033.1983.tb07828.x. [DOI] [PubMed] [Google Scholar]
  29. Scott K., Zerner B. Carboxylesterases from chicken, sheep, and horse liver. Methods Enzymol. 1975;35:208–221. doi: 10.1016/0076-6879(75)35156-2. [DOI] [PubMed] [Google Scholar]
  30. Talcott R. E. Hepatic and extrahepatic malathion carboxylesterases. Assay and localization in the rat. Toxicol Appl Pharmacol. 1979 Jan;47(1):145–150. doi: 10.1016/0041-008x(79)90081-4. [DOI] [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES