Molecular cloning and expression of CYP6B8: A xanthotoxin-inducible cytochrome P450 cDNA from Helicoverpa zea

Insect Biochemistry and Molecular Biology

Volumn 30, Issue 1, 2000, Pages 75-84

  Li, Xianchun ^a   Berenbaum, May R ^b   Schuler, Mary A ^b  

^a NANJING AGRICULTURAL UNIVERSITY   (China)

^b UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

cypermethrin; CYP6B8; Cytochrome P450; Furanocoumarins; Helicoverpa zea; Monooxygenase; Xanthotoxin

Indexed keywords

AMINO ACID; CIPERMETHRIN; COMPLEMENTARY DNA; COUMARIN; CYTOCHROME P450; FUROCOUMARIN; INSECTICIDE; MESSENGER RNA; METHOXSALEN; PHENOBARBITAL; PIPERONYL BUTOXIDE; PYRETHROID;

AMINO ACID SEQUENCE; ANIMAL; ARTICLE; CHEMISTRY; CONTROLLED STUDY; DNA LIBRARY; ENZYME ACTIVITY; ENZYME ANALYSIS; GENETICS; INSECT; INSECTICIDE RESISTANCE; LEPIDOPTERA; METABOLISM; MOLECULAR CLONING; MOLECULAR GENETICS; NONHUMAN; NUCLEOTIDE SEQUENCE; PROTEIN EXPRESSION; SEQUENCE ANALYSIS;

AMINO ACID SEQUENCE; ANIMALS; BASE SEQUENCE; CYTOCHROME P-450 ENZYME SYSTEM; DNA, COMPLEMENTARY; INSECTICIDE RESISTANCE; INSECTICIDES; LEPIDOPTERA; METHOXSALEN; MOLECULAR SEQUENCE DATA; PYRETHRINS; SEQUENCE ANALYSIS, DNA;

EID: 0033970812     PISSN: 09651748     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0965-1748(99)00102-2     Document Type: Article

References (34)

1. Abd-Elghafar S.F., Knowles C.O., Wall M.L. Pyrethroid resistance in two field strains of Helicoverpa zea. J. Econ. Entomol. 86:1993;1651-1655.
2. Berenbaum M.R. Effects of linear furanocoumarins on an adapted specialist insect (Papilio polyxenes). Ecol. Entomol. 6:1981;345-351.
3. Berenbaum M.R. Coumarins and caterpillars: a case for coevolution. Evolution. 37:1983;163-179.
4. Berenbaum M.R. Evolution of specialization in insect-umbellifer associations. Ann. Rev. Entomol. 35:1990;319-343.
5. Berenbaum M.R., Cohen M.B., Schuler M.A. Cytochrome P450 in plant-insect interactions: inductions and deductions. Hagedorn H.H., Hildebrand J.G., Kidwell M.G., Law J.H. Molecular Insect Science. 1990;257-262 Plenum Press, New York.
6. Chen, J.-S., Berenbaum, M.R., Schuler, M.A. Role of aromatic-aromatic interactions in the active site of cytochrome P450 CYP6B1 (submitted).
7. Cohen M.B., Schuler M.A., Berenbaum M.R. A host-inducible cytochrome P450 from a host-specific caterpillar: molecular cloning and evolution. Proc. Natl. Acad. Sci. USA. 89:1992;10920-10924.
8. Danielson P.B., Macintyre R.J., Fogleman J.C. Molecular cloning of a family of xenobiotic-inducible drosophilid cytochrome P450s: Evidence for involvement in host-plant allelochemical resistance. Proc. Natl. Acad. Sci. USA. 94:1997;10797-10802.
9. Fitt D.P. The ecology of Heliothis species in relation to agroecosystems. Ann. Rev. Entomol. 34:1989;17-52.
10. Gonzalez F.J., Nebert D.W. Evolution of the P450 gene superfamily. Trends in Genetics. 6:1990;182-186.
11. Gotoh O. Substrate recognition sites in cytochrome P450 family 2 (CYP2) proteins inferred from comparative analyses of amino acid and coding nucleotide sequences. J. Biol. Chem. 267:1992;83-90.
12. Hung C.-F., Prapaipong H., Berenbaum M.R., Schuler M.A. Differential induction of cytochrome P450 transcripts in Papilio polyxenes by linear and angular furanocoumarins. Insect Biochem. Molec. Biol. 25:1995;89-99.
13. Hung C.-F., Harrison T.L., Berenbaum M.R., Schuler M.A. CYP6B3: a second furanocoumarin-inducible cytochrome P450 expressed in Papilio polyxenes. Insect Biochem. Molec. Biol. 4:1995;149-160.
14. Hung C.-F., Holzmacher R., Connolly E., Berenbaum M.R., Schuler M.A. Conserved promoter elements in the CYP6B gene family suggest common ancestry for cytochrome P450 monooxygenases mediating furanocoumarin detoxification. Proc. Natl. Acad. Sci. USA. 93:1996;12200-12205.
15. Hung C.-F., Berenbaum M.R., Schuler M.A. Isolation and characterization of CYP6B4, a furanocoumarin-inducible cytochrome P450 from a polyphagous caterpillar (Lepidoptera: Papilionidae). Insect Biochem. Molec. Biol. 27:1997;337-385.
16. Kogan J.D., Sell K., Stinner R.E., Bradley J.R., Kogan M. A bibliography of Heliothis zea (Boddie) and H. virescens (F.) (Lepidoptera: Noctuidae). INTSOY Series number 17. 1978;International Agricultural Publications, Urbana, IL.
17. Li, X., Zangerl, A.R., Schuler, M.A., Berenbaum, M.R. 1999. Cross-resistance to α-cypermethrin after xanthoingestion in Helicoverpa zea. In revision for J. Econ. Entomol. 92, in press.
18. Lindberg R.L.P., Negishi M. Alteration of mouse cytochrome P450coh substrate specificity by mutation of a single amino-acid residue. Nature. 339:1989;632-634.
19. Lindberg R.L.P., Negishi M. Modulation of specificity and activity in mammalian cytochrome P450. Methods Enzymol. 202:1991;741-752.
20. Ma R., Cohen M.B., Berenbaum M.R., Schuler M.A. Black swallowtail (Papilio polyxenes) alleles encode cytochrome P450s that selectively metabolize linear furanocoumarins. Arch. Biochem. Biophysics. 310:1994;332-340.
21. McCaffery A.R. Resistance to insecticides in heliothine Lepidoptera: a global view. Phil. Trans. Royal Soc. London, Ser. B. 353:1998;1735-1750.
22. Mitter C., Poole R.W., Matthews M. Biosystematics of the Heliothinae. Ann. Rev. Entomol. 38:1993;207-225.
23. Murray R.D.H., Mendez J., Brown S.A. The Natural Coumarins. 1982;J. Wiley and Sons Ltd, Chichester, England. p. 702.
24. Prapaipong H., Berenbaum M.R., Schuler M.A. Transcriptional regulation of the Papilio polyxenes CYP6B1 gene. Nucl. Acids. Res. 22:1994;3210-3217.
25. Prapaipong, H., 1995. Transcriptional regulation of CYP6B1v3, a furanocoumarin-inducible P450 gene from black swallowtail (Papilio polyxenes). Ph.D. thesis, University of Illinois, Urbana-Champaign, IL.
26. Ranasinghe C., Hobbs A.A. Isolation and characterization of two cytochrome P450 cDNA clones for CYP6B6 and CYP6B7 from Helicoverpa armigera (Hübner): possible involvement of CYP6B7 in pyrethroid resistance. Insect Biochem. Molec. Biol. 28:1998;571-580.
27. Ranasinghe C., Campbell B., Hobbs A.A. Over-expression of cytochrome P450 CYP6B7 mRNA and pyrethroid resistance in Australian populations of Helicoverpa armigera (Hübner). Pestic. Sci. 54:1998;195-202.
28. Ravichadran K.G., Boddupalli S.S., Haseman C.A., Peterson J.A., Deisenhofer J. Crystal structure of hemoprotein domain of P450 BM-3, a prototype for microsomal P450s. Science. 261:1993;731-736.
29. Sambrook J., Fritsch E.F., Maniatis T. Molecular Cloning: A Laboratory Manual. 1989;Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY. pp. 7.23-7.26.
30. Savonet V., Maenhaut C., Miot F., Prison I. Pitfalls in the use of several "housekeeping" genes as standards for quantitation of mRNA: The example of thyroid cells. Anal. Biochem. 247:1997;165-167.
31. Schuler M.A. The role of cytochrome P450 monooxygenases in plant-insect interactions. Plant Physiol. 112:1996;1411-1419.
32. Tomita T., Scott J.G. cDNA and deduced protein sequence of CYP6D1: the putative gene for a cytochrome P450 responsible for pyrethroid resistance in house fly. Insect Biochem. Molec. Biol. 25:1995;275-283.
33. Waldbauer G.P., Cohen R.W., Friedman S. An improved procedure for laboratory rearing of the corn earworm, Heliothis zea (Lepidoptera: Noctuidae). Great Lakes Entomol. 17:1984;113-118.
34. Wang X.-P., Hobbs A.A. Isolation and sequence analysis of a cDNA clone for a pyrethroid inducible cytochrome P450 from Helicoverpa armigera. Insect Biochem. Molec. Biol. 25:1995;1001-1009.