Molecular biological investigations of pheromone desaturases

Insect Pheromone Biochemistry and Molecular Biology

Volumn , Issue , 2003, Pages 81-106

  Knipple, Douglas C ^a   Roelofs, Wendell L ^a  

^a New York State Agricultural Experiment Station   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84902626285     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-012107151-6/50006-2     Document Type: Chapter

References (51)

1. Altschul S.F., Madden T.L., Schaffer A.A., Zhang J., Zheng Z., Miller W., Lipman D.J. Gapped blast and psi-blast: a new generation of protein database search programs. Nucleic Acids Res. 1997, 25:3389-3402.
2. Bjostad L.B., Linn C.E., Du J.-W., Roelofs W.L. Identification of new sex pheromone components in Trichoplusia ni, predicted from biosynthetic precursors. J. Chem. Ecol. 1984, 10:1309-1323.
3. Bjostad L.B., Roelofs W.L. Sex pheromone biosynthesis from radiolabeled fatty acids in the red banded leafroller moth. J. Biol. Chem. 1981, 256:7936-7940.
4. Bjostad L.B., Roelofs W.L. Sex pheromone biosynthesis in Trichoplusia ni: key steps involve δ11 desaturation and chain shortening. Science 1983, 220:1387-1389.
5. Bjostad L.B., Roelofs W.L. Sex pheromone biosynthesis in the red banded leafroller moth studied by mass-labeling with stable isotopes and analysis with mass spectrometry. J. Chem. Ecol. 1986, 12:431-450.
6. Blomquist G.J., Dillwith J.W., Adams T.S. Biosynthesis and endocrine regulation of sex pheromone production in Diptera. Pheromone Biochemistry 1987, 217-250. Academic Press, London. C.D. Prestwich, G.J. Blomquist (Eds.).
7. Buser H.R., Arn H., Guerin P., Rauscher S. Determination of double bond position in mono-unsaturated acetates by mass spectrometry of dimethyl disulfide adducts. Anal. Chem. 1983, 55:818-822.
8. Choi M.-Y., Han K.S., Boo K.S., Jurenka R.A. Pheromone biosynthetic pathways in the moths Helicoverpa zea and Helicoverpa assulta. Insect Biochem. Molec. Biol. 2002, 32:1353-1359.
9. Coyne J.A., Oyama R. Localisation of pheromonal sexual dimorphism in Drosophila melanogaster and its effect on sexual isolation. Proc. Natl. Acad. Sci. USA 1995, 92:9505-9509.
10. Coyne J.A., Wicker-Thomas C., Jallon J.-M. A gene responsible for a cuticular hydrocarbon polymorphism in Drosophila melanogaster. Genet. Res. Camb. 1999, 73:189-203.
11. Dallérac R., Labeur C., Jallon J.-M, Knipple D.C., Roelofs W.L., Wicker-Thomas C. A δ9 desaturase gene with a different substrate specificity is responsible for the cuticular diene hydrocarbon polymorphism in Drosophila melanogaster. Proc. Natl. Acad. Sci. USA 2000, 97:9449-9454.
12. Felsenstein J. Confidence limits on phylogenies: an approach using the bootstrap. Evolution 1985, 39:783-791.
13. FlyBase The FlyBase database of the Drosophila genome projects and community literature. Nucleic Acids Research 1999, 27:85-88.
14. Foster S.P., Roelofs W.L. Sex pheromone biosynthesis in the leafroller moth Planotortrix excessana by D10 desaturation. Arch. Insect Biochem. Physiol. 1988, 8:1-9.
15. Foster S.P., Roelofs W.L. Biosynthesis of a monoene and a conjugated diene sex pheromone component of the lightbrown apple moth by δ11 desaturation. Experientia 1990, 46:269-273.
16. Hao G., Liu W., O'Connor M., Roelofs W.L. Acyl-CoA Z9-and Z10-desaturase genes from a New Zealand leafroller moth species, Planotortrix octo. Insect Biochem. Molec. Biol. 2002, 32:961-966.
17. Hazel J.R., Williams E.E. The role of alterations in membrane lipid composition in enabling physiological adaptation of organisms to their physical environment. Progress in Lipid Research 1990, 29:167-227.
18. Jallon J.-M. A few chemical words exchanged by Drosophila during courtship and mating. Behaviour Genetics 1984, 14:441-478.
19. Jeffcoat R. The biosynthesis of unsaturated fatty acids and its control in mammalian liver. Essays Biochem. 1979, 15:1-36.
20. Jones D.T., Taylor W.R., Thornton J.M. A model recognition approach to the prediction of all-helical membrane protein structure and topology. Biochemistry 1994, 33:3038-3049.
21. Jurenka R.A., Haynes K.F., Adlof R.O., Bengtsson M., Roelofs W.L. Sex pheromone component ratio in the cabbage looper moth altered by a mutation affecting the fatty acid chain-shortening reactions in the pheromone bisoynthetic pathway. Insect Biochem. Molec. Biol. 1994, 24:373-381.
22. Jurenka R.A., Jacquin E., Roelofs W.L. Control of the pheromone biosynthetic pathway in Helicoverpa zea by the Pheromone Biosynthetic Activating Neuropeptide. Arch. Insect Biochem. Physiol. 1991, 17:81-91.
23. Kaestner K.H., Ntambi J.M., Kelly T.J., Lane M.D. Differentiation-induced gene expression in 3T3-L1 preadipocytes-a second differentially expressed gene encoding stearoyl-CoA desaturase. J. Biol. Chem. 1989, 264:14755-14761.
24. Klun J.A., Plimmer J.R., Bierl-Leonhardt B.A., Sparks A.N., Primiani M., Chapman O.L., Lee G.H., Lepone G. Sex pheromone chemistry of female corn earworm moth, Heliothis zea. J. Chem. Ecol. 1980, 6:165-175.
25. Knipple D.C., Rosenfield C.-L., Miller S.J., Liu W., Tang J., Ma P.W.K., Roelofs W.L. Cloning and functional expression of a cDNA encoding a pheromone gland-specific acyl-CoA δ11-desaturase of the cabbage looper moth, Trichoplusia ni. Proc. Natl. Acad. Sci. USa 1998, 95:15287-15292.
26. Knipple D.C., Rosenfield C.-L., You K.M., Jeong S.E. Evolution of the integral membrane desaturase gene family in moths and flies. Genetics 2002, 162:1737-1752.
27. Kyte J., Doolittle R.F. A simple method for displaying the hydropathic character of a protein. J. Mol. Biol. 1982, 157:105-132.
28. Lichtarge O., Bourne H.R., Cohen F.E. An evolutionary trace method defines binding surfaces common to protein families. J. Mol. Biol. 1996, 257:342-358.
29. Liu W., Jiao H., Murray N.C., O'Conner M., Roelofs W.L. Gene characterized for membrane desaturase that produces (E)-11 isomers of mono- and diunsaturated fatty acids. Proc. Natl. Acad. Sci. USA 2002, 99:620-624.
30. Liu W., Ma P.W.K., Marsella-Herrick P., Rosenfield C.-L., Knipple D.C., Roelofs W.L. Cloning and functional expression of a cDNA encoding a metabolic acyl-CoA δ9-desaturase of the cabbage looper moth, Trichoplusia ni. Insect Biochem. Molec. Biol. 1999, 29:435-443.
31. Ntambi J.M., Buhrow S.A., Kaestner K.H., Christy R.J., Sibley E., Kelly T.J., Lane M.D. Differentiation-induced gene expression in 3T3-L1 preadipocytes. J. Biol. Chem. 1988, 263:17291-17300.
32. Pennanec'h M., Bricard L., Kunesh G., Jallon J.-M. Incorporation of fatty acids into cuticular hydrocarbons of male and famale Drosophila melanogaster. J. Insect Physiol. 1997, 43:1111-1116.
33. Pennanec'h M., Feveur J.F, Pho D.B., Jallon J.-M. Insect fatty acid related pheromones. A review of their biosynthesis, hormonal regulation and genetic control. Annales de la Société Entomologique de France 1991, 27:245-263.
34. Pope M.M., Gaston L.K., Baker T.C. Composition, quantification, and periodicity of sex pheromone volatiles from individual Heliothis zea females. Journal of Insect Physiology 1984, 30:943-945.
35. Rodriguez F., Hallahan D.L., Pickett J.A., Camps F. Characterization of the delta-11 palmitoyl-CoA-desaturase from Spodoptera littoralis (Lepidoptera, Noctuidae). Insect Biochem. Molec. Biol. 1992, 22:143-148.
36. Rosenfield C.-L., You K.M., Marsella-Herrick P., Roelofs W.L., Knipple D.C. Structural and functional conservation and divergence among acyl-CoA desaturase-encoding genes of two noctuid species, the corn earworm, Helicoverpa zea, and the cabbage looper, Trichoplusia ni. Insect Biochem. Molec. Biol. 2001, 31:949-964.
37. Shanklin J., Whittle E., Fox B.G. Eight histidine residues are catalytically essential in a membrane associated iron enzyme, stearoyl-CoA desaturase and are conserved in alkane hydroxylase and xylene monooxygenase. Biochem. 1994, 33:12787-12794.
38. Strittmatter P., Spatz L., Corcoran D., Rogers M.J., Setlow B., Redline R. Purification and properties of rat liver microsomal stearoyl coenzyme A desaturase. Proc. Natl. Acad. Sci. USa 1974, 71:4565-4569.
39. Strittmatter P., Thiede M.A., Hackett C.S., Ozols J. Bacterial synthesis of active rat stearoyl-CoA desaturase lacking the 26-residue amino-terminal amino acid sequence. J. Biol. Chem. 1988, 263:2532-2535.
40. Stukey J.E., McDonough V.M., Martin C.E. Isolation and characterization of OLE1, a gene affecting fatty acid desaturation from Saccharomyces cerevisiae. J. Biol. Chem. 1989, 264:16537-16544.
41. Stukey J.E., McDonough V.M., Martin C.E. The OLE1 gene of Saccharomyces cerevisiae encodes the δ9 fatty acid desaturase and can be functionally replaced by the rat stearoyl-CoA desaturase gene. J. Biol. Chem. 1990, 265:20144-20149.
42. Takahashi A., Tsaur S.-C., Coyne J.A., Wu C.I. The nucleotide changes governing cuticular hydrocarbon variation and their evolution in Drosophila melanogaster. Proc. Natl. Acad. Sci. USa 2001, 98:3920-3925.
43. Tang J., Wolf W.A., Roelofs W.L., Knipple D.C. The development of functionally competent cabbage looper moth sex pheromone glands. Insect Biochem. 1991, 21:573-581.
44. Teal P.E.A., Tumlinson J.H. Terminal steps in pheromone biosynthesis by Heliothis virescens and Heliothis zea. J. Chem. Ecol. 1986, 12:353-366.
45. Thiede M.A., Ozols J., Strittmatter P. Construction and sequence of cDNA for rat liver stearoyl coenzyme A desaturase. J. Biol. Chem. 1986, 261:13230-13235.
46. Tiku P.E., Gracey A.Y., Macartney A.I., Beyton R.J., Crossins A.R. Cold-induced expression of δ9-desaturase in carp by transcriptional and posttranslational mechanisms. Science 1996, 271:815-818.
47. Tillman J.A., Seybold S.J., Jurenka R.A., Blomquist G.J. Insect pheromones- an overview of biosynthesis and endocrine regulation. Insect Biochem. 1999, 29:481-514.
48. Vigh L., Los D.A., Hovath I., Murata N. The primary signal in the biological perception of temperature: Pd-catalyzed hydrogenation of membrane lipids stimulated the expression of the desA gene in Synechocystis PCC6803. Proc. Natl. Acad. Sci. USA 1993, 90:9090-9094.
49. Wicker-Thomas C., Henriet C., Dallérac R. Partial characterization of a fatty acid desaturase gene in Drosophila melanogaster. Insect Biochem. Molec. Biol. 1997, 27:963-972.
50. Wolf W.A., Roelofs W.L. Properties of the δ11-desaturase enzyme used in cabbage looper moth sex pheromone biosynthesis. Arch. Insect Biochem. Physiol. 1986, 3:45-52.
51. Yoshiga T., Okano K., Mita K., Shimada T., Matsomoto S. cDNA cloning of acyl-CoA desaturase homologs in the silkworm, Bombyx mori. Gene 2000, 246:339-345.