Evolution of the integral membrane desaturase gene family in moths and flies

Genetics

Volumn 162, Issue 4, 2002, Pages 1737-1752

  Knipple, Douglas C ^a   Rosenfield, Claire Lise ^a   Nielsen, Rasmus ^b   You, Kyung Man ^a,d   Jeong, Seong Eun ^c  

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

^b Department of Obstetrics Gynecology   (United States)

^c Hannam University   (South Korea)

^d Pohang University of Science and Technology (POSTECH)   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

DESATURASE; FATTY ACID DERIVATIVE; MEMBRANE ENZYME; SEX PHEROMONE; UNCLASSIFIED DRUG;

ARTICLE; COLD ACCLIMATIZATION; DROSOPHILA MELANOGASTER; EUKARYOTIC CELL; FLY; GENE SEQUENCE; GENETIC SELECTION; GENOME; HORMONE SYNTHESIS; LEPIDOPTERA; MOLECULAR EVOLUTION; MOTH; MULTIGENE FAMILY; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL;

AMINO ACID MOTIFS; AMINO ACID SEQUENCE; ANIMALS; CONSERVED SEQUENCE; DNA, COMPLEMENTARY; DROSOPHILA MELANOGASTER; DROSOPHILA PROTEINS; EVOLUTION, MOLECULAR; FATTY ACID DESATURASES; FEMALE; GENES, INSECT; INSECT PROTEINS; LEPIDOPTERA; MALE; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; MULTIGENE FAMILY; PHYLOGENY; PROTEIN STRUCTURE, TERTIARY; SEQUENCE HOMOLOGY, AMINO ACID; SEX ATTRACTANTS; SPECIES SPECIFICITY;

ARACHNIDA; DIPTERA; DROSOPHILA MELANOGASTER; EUKARYOTA; HEXAPODA; INSECTA; LEPIDOPTERA; MELANOGASTER;

EID: 0036964071     PISSN: 00166731     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (70)

1. ALTSCHUL, S. F., T. L. MADDEN, A. A. SCHAFFER, J. ZHANG, Z. ZHENG et al., 1997 Gapped Blast and Psi-Blast: a new generation of protein database search programs. Nucleic Acids Res. 25: 3389- 3402.
2. ARN, H., P. M. GUERIN, H. R. BUSER, S. RAUSCHER and E. MANI, 1985 Sex pheromone blend of the codling moth, Cydia pomonella: evidence for a behaviour role of dodecan-1-ol. Experientia 41: 1482-1484.
3. ARN, H., M. TÓTH and E. PRIESSNER, 1992 List of Sex Pheromones of Lepidoptera and Related Attractants, Ed. 2. International Organization for Biological Control, Montfavet, France.
4. ATTYGALLE, A. B., M. HERRIG, O. VOSTROWSKY and H. J. BESTMANN, 1987 Technique for injecting intact glands for analysis of sex pheromones of Lepidoptera by capillary gas chromatography. J. Chem. Ecol, 13: 1299-1311.
5. BJOSTAD, L. B., and W. L. ROELOFS, 1983 Sex pheromone biosynthesis in Trichoplusia ni: key, steps involve Δ11 desaturation and chain shortening. Science 220: 1387-1389.
6. BJOSTAD, L. B., W. A. WOLF and W. L. ROELOFS, 1987 Pheromone biosynthesis in lepidopterans: desaturation and chain shortening, pp. 77-120 in Pheromone Biochemistry, edited by J. D. PRESTWICH and G. J. BLOMQUIST. Academic Press, London.
7. BLOMQUIST, G. J., J. W. DILLWITH and T. S. ADAMS, 1987 Biosynthesis and endocrine regulation of sex pheromone production in Diptera, pp. 217-250 in Pheromone Biochemistry, edited by J. D. PRESTWICH and G. J. BLOMQUIST. Academic Press, London.
8. BORDO, D., and P. ARGOS, 1991 Suggestions for "safe" residue substitutions in site-directed mutagenesis. J. Mol. Biol. 217: 721-729.
9. BRIGGS, D. E. G., M. J. WEEDON and M. A. WHITE, 1993 Arthropoda (Crustacea excluding Ostracoda), pp. 321-342 in The Fossil Record 2, edited by M. J. BENTON. Chapman & Hall, London.
10. CORK, A., K. S. BOO, E. DUNKELBLUM, D. R. HALL, K. JEE-RAJUNGA et al., 1992 Female sex pheromone of oriental tobacco budworm, Helicoverpa assulta (Guen6e) (Lepidoptera: Noctuidae): identification and field testing. J. Chem. Ecol. 18: 403.
11. COYNE, J. A., and R. OYAMA, 1995 Localisation of pheromonal sexual dimorphism in Drosophila melanogaster and its effect on sexual isolation. Proc. Natl. Acad. Sci. USA 92: 9505-9509.
12. COYNE, J. A., C. WICKER-THOMAS and J.-M. JALLON, 1999 A gene responsible for a cuticular hydrocarbon polymorphism in Drosophila melanogaster. Genet. Res. 73: 189-203.
13. DALLÉRAC, R., C. LABEUR, J.-M. JALLON, D. C. KNIPPLE, W. L. ROELOFS et al., 2000 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 97: 9449-9454.
14. FELSENSTEIN, J., 1985 Confidence limits on phylogenies: an approach using the bootstrap. Evolution 39: 783-791.
15. FLYBASE, 1999 The FlyBase database of the Drosophila genome projects and community literature. Nucleic Acids Res. 27: 85-88.
16. FORCE, A., M. LYNCH, F. B. PICKETT, A. AMORES, Y.-L. YAN et al., 1999 Preservation of duplicate genes by complementary, degenerative mutations. Genetics 151: 1531-1545.
17. FOSTER, S. P., and W. L. ROELOFS, 1990 Biosynthesis of a monoene and a conjugated diene sex pheromone component of the lightbrown apple moth by Δ11 desaturation. Experientia 46: 269-273.
18. HAZEL, J. R., and E. E. WILLIAMS, 1990 The role of alterations in membrane lipid composition in enabling physiological adaptation of organisms to their physical environment. Prog. Lipid Res. 29: 167-227.
19. HIGGINS, D. G., J. D. THOMPSON and T. J. GIBSON, 1996 Using CLUSTAL for multiple sequence alignments, pp. 383-401 in Methods in Enzymology, edited by R. F. DOOLITTLE: Academic Press, San Diego.
20. HIROKAWA, T. S., S. BOON-CHIENG and S. MITAKU, 1998 SOSUI: classification and secondary structure prediction system for membrane proteins. Bioinformatics 14: 378-379.
21. HOFMANN, K., and W. STOFFEL, 1993 TMbase - a database of membrane spanning protein segments. Biol. Chem. Hoppe-Seyler 374: 166.
22. HUMMEL, H. E., L. K. GASTON, H. H. SHOREY, R. S. KAAE, K. J. BYRNE et al., 1973 Clarification of the chemical status of the pink bollworm pheromone. Science 181: 873-875.
23. JALLON, J. M., 1984 A few chemical words exchanged by Drosophila during courtship and mating. Behav. Genet. 14: 441-478.
24. JEONG, S. E., Y. LEE, J. H. HWANG and D. C. KNIPPLE, 2001 Effects of the sap of the common oleander Nerium indicum (Apocyanaceae) on male fertility and spermatogenesis in the oriental tobacco budworm Helicoverpa assulta (Lepidoptera, Noctuidae). J. Exp. Biol. 204: 3935-3942.
25. JONES, D. T., W. R. TAYLOR and J. M. THORNTON, 1994 A model recognition approach to the prediction of all-helical membrane protein structure and topology. Biochemistry 33: 3038-3049.
26. JURENKA, R. A., 1997 Biosynthetic pathway for producing the sex pheromone component (Z,E)-9,12-tetradecadienyl acetate in moths involves a Δ12 desaturase. Cell. Mol. Life Sci. 53: 501-505.
27. JURENKA, R. A., E. JACQUIN and W. L. ROELOFS, 1991 Control of the pheromone biosynthetic pathway in Helicoverpa zea by the pheromone biosynthetic activating neuropeptide. Arch. Insect Biochem. Physiol. 17: 81-91.
28. KLUN, J. A., J. R. PLIMMER, B. A. BIERL-LEONHARDT, A. N. SPARKS, M. PRIMIANI et al., 1980 Sex pheromone chemistry of female corn earworm moth, Heliothis zea. J. Chem. Ecol. 6: 165-175.
29. KNIPPLE, D. C., C.-L. ROSENFIELD, S. J. MILLER, W. LIU, J. TANG et al., 1998 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 95: 15287-15292.
30. KOU, R., Y.-S. CHOW and H.-Y. HO, 1992 Chemical composition of sex pheromone gland extract in female oriental armyworm Pseudaletia separata Walker (Lepidoptera: Noctuidae) in Taiwan. Bull. Inst. Zool. Acad. Sin. 31: 246-250.
31. KYTE, J., and R. F. DOOLITTLE, 1982 A simple method for displaying the hydropathic character of a protein. J. Mol. Biol. 157: 105-132.
32. LICHTARGE, O., H. R. BOURNE and F. E. COHEN, 1996 An evolutionary trace method defines binding surfaces common to protein families. J. Mol. Biol. 257: 342-358.
33. LIU, W., P. W. K. MA, P. MARSELLA-HERRICK, C.-L ROSENFIELD, D. C. KNIPPLE et al., 1999 Cloning and functional expression of a cDNA encoding a metabolic acyl-CoA Δ9-desaturase of the cabbage looper moth, Trichoplusia ni. Insect Biochem. Mol. Biol. 29: 435-443.
34. LIU, W., H. JIAO, N. C. MURRAY, M. O'CONNER and W. L. ROELOFS, 2002 Gene characterized for membrane desaturase that produces (E)-11 isomers of mono- and diunsaturated fatty acids. Proc. Natl. Acad. Sci. USA 99: 620-624.
35. LYNCH, M., and A. G. FORCE, 2000 The origin of interspecific genomic incompatibility via gene duplication. Am. Nat. 156: 590-605.
36. MITAKU, S., and T. HIROKAWA, 1999 Physicochemical factors for discriminating between soluble and membrane proteins: hydrophobicity of helical segments and protein length. Protein Eng. 12: 953-957.
37. MITAKU, S., M. ONO, T. HIROKAWA, S. BOON-CHIENG and M. SONOYAMA, 1999 Proportion of membrane proteins in proteomes of 15 single-cell organisms analyzed by the SOSUI prediction system. Biophys. Chem. 82: 165-171.
38. NIELSEN, R., and Z. YANG, 1998 Likelihood models for detecting positively selected amino acid sites and applications to the HIV-1 envelope gene. Genetics 148: 929-936.
39. PARK, K. C., A. CORK and K. S. BOO, 1996 Intrapopulational changes in sex pheromone composition during scotophase in oriental tobacco budworm, Helicoverpa assulta (Guenée) (Lepidoptera: Noctuidae). J. Chem. Ecol. 22: 1201-1210.
40. PENNANEC'H, J., F. FEVEUR, D. B. PHO and J.-M. JALLON, 1991 Insect fatty acid related pheromones. A review of their biosynthesis, hormonal regulation and genetic control. Ann. Soc. Entomol. Fr. 27: 245-263.
41. PENNANEC'H, M., L. BRICARD, G. KUNESH and J. M. JALLON, 1997 Incorporation of fatty acids into cuticular hydrocarbons of male and female Drosophila melanogaster. J. Insect Physiol. 43: 1111- 1116.
42. POPE, M. M., L. K. GASTON and T. C. BAKER, 1984 Composition, quantification, and periodicity of sex pheromone volatiles from individual Heliothis zea females. J. Insect Physiol. 30: 943-945.
43. RODRIGUEZ, F., D. L. HALLAHAN, J. A. PICKETT and F. CAMPS, 1992 Characterization of the Δ11-palmitoyl-CoA desaturase from Spodoptera littoralis (Lepidoptera:Noctuidae). Insect Biochem. Mol. Biol. 22: 143-148.
44. ROELOFS, W. L., and L. BJOSTAD, 1984 Biosynthesis of Lepidopteran pheromones. Bioorg. Chem, 12: 279-298.
45. ROELOFS, W. L., and W. A. WOLF, 1988 Pheromone biosynthesis in Lepidoptera. J. Chem. Ecol. 14: 2019-2031.
46. ROSENFIELD, C.-L., K. M. YOU, P. MARSELLA-HERRICK, W. L. ROELOFS and D. C. KNIPPLE, 2001 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. Mol. Biol. 31: 949-964.
47. SAITOU, N., and M. NEI, 1987 The neighbor-joining method: a new method for reconstructing phylogenetic trees. Mol. Biol. Evol. 4: 406-425.
48. SANGER, F., S. NICKLEN and A. R. COULSEN, 1977 DNA sequencing with chain-terminating inhibitors. Proc. Natl. Acad. Sci. USA 74: 5463-5467.
49. SHANKLIN, J., and E. B. CAHOON, 1998 Desaturation and related modifications of fatty acids. Annu. Rev. Plant Physiol. Plant Mol. Biol. 49: 611-641.
50. SILHACEK, D. L., and G. L. MILLER, 1972 Growth and development of the Indian meal moth, Plodia interpunctella (Lepidoptera, Phycitidae) under laboratory mass-rearing conditions. Ann. Ent. Soc. Am. 65: 1084-1087.
51. SONNHAMMER, E. L. L., G. VON HEIJNE and A. KROGH, 1998 A hidden Markov model for predicting transmembrane helices in protein sequences, pp. 175-182 in Proceedings of Sixth International Conference on Intelligent Systems for Molecular Biology, edited by J. GLASGOW, T. LITTLEJOHN, F. MAJOR, R. LATHROP, D. SANKOFF et al. AAAI Press, Menlo Park, CA.
52. TAKAHASHI, A., S.-C. TSAUR, J. A. COYNE and C.-I WU, 2001 The nucleotide changes governing cuticular hydrocarbon variation and their evolution in Drosophila melanogaster. Proc. Natl. Acad. Sci. USA 98: 3920-3925.
53. TAMAKI, Y., H. NOGUCHI and T. YUSHIMA, 1973 Sex pheromone of Spodoptera litura (F.) (Lepidoptera: Noctuidae): isolation, identification, and synthesis. Appl. Entomol. Zool. 8: 200-203.
54. TEAL, P. E. A., and J. H. TUMLINSON, 1986 Terminal steps in pheromone biosynthesis by Heliothis virescens and Heliothis zea. J Chem. Ecol. 12: 353-366.
55. TEAL, P. E. A., R. R. HEATH, B. D. DUEBEN, J. A. COFFELT and K. W. VICK, 1995 Production and release of (Z,E)-9,12-tetradecadienal by sex pheromone glands of females of Plodia interpunctella (Lepidoptera: Pyralidae). J. Chem. Ecol. 21: 787-799.
56. THOMPSON, J. D., D. G. HIGGINS and T. J. GIBSON, 1994 Improving the sensitivity of progressive multiple sequence alignment through sequence weighting, positions-specific gap penalties and weight matrix choice. Nucleic Acids Res. 22: 4673-4680.
57. TIKU, P. E., A. Y. GRACEY, A. I. MACARTNEY, R. J. BEYTON and A. R. CROSSINS, 1996 Cold-induced expression of Δ9-desaturase in carp by transcriptional and posttranslational mechanisms. Science 271: 815-818.
58. TILLMAN, J. A., S. J. SEYBOLD, R. A. JURENKA and G. J. BLOMQUIST, 1999 Insect pheromones - an overview of biosynthesis and endocrine regulation. Insect Biochem. Mol. Biol. 29: 481-514.
59. TUMLINSON, J. H., E. R. MITCHELL and H. S. YU, 1990 Analysis and field evaluation of volatile blend emitted by calling virgin females of beet armyworm moth, Spodoptera exigua (Huebner). J. Chem. Ecol. 16: 3411-3423.
60. TUSNÁDY, G. E., and I. SIMON, 1998 Principles governing amino acid composition of integral membrane proteins: applications to topology prediction. J. Mol. Biol. 283: 489-506.
61. TUSNADY, G. E., and I. SIMON, 2001 The HMMTOP transmembrane topology prediction server. Bioinformatics 17: 849-850.
62. VIGH, L., D. A. LOS, I. HOVATH and N. MURATA, 1993 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 90: 9090-9094.
63. WICKER-THOMAS, C., C. HENRIET and R. DALLÉRAC, 1997 Partial characterization of a fatty acid desaturase gene in Drosoiphila melanogaster. Insect Biochem. Mol. Biol. 27: 963-972.
64. WOLF, W. A., and W. L. ROELOFS, 1986 Properties of the Δ11-desaturase enzyme used in cabbage looper moth sex pheromone biosynthesis. Arch. Insect Biochem. Physiol. 3: 45-52.
65. WOLF, W. A., and W. L. ROELOFS, 1989 Enzymes involved in the biosynthesis of sex pheromones in moths, pp. 323-331 in Biocatalysis in Agricultural Biotechnology, edited by J. R. WHITAKER and P. E. SONNET. American Chemical Society, Washington, DC.
66. YANG, Z., 2000 Phylogenetic Analysis by Maximum Likelihood (PAML), Version 3.0. University College, London.
67. YANG, Z., and R. NIELSEN, 1998 Synonymous and nonsynonymous rate variation in nuclear genes of mammals. J. Mol. Evol. 46: 409-418.
68. YANG, Z., and R. NIELSEN, 2002 Codon-substitution models for detecting molecular adaptation at individual sites along specific lineages. Mol. Biol. Evol. 19: 908-917.
69. YANG, Z., R. NIELSEN, N. GOLDMAN and A. M. PEDERSEN, 2000 Codon-substitution models for heterogeneous selection pressure at amino acid sites. Genetics 155: 431-449.
70. YOSHIGA, T., K. OKANO, K. MITA, T. SHIMADA and S. MATSOMOTO, 2000 cDNA cloning of acyl-CoA desaturase homologs in the silkworm, Bombyx mori. Gene 246: 339-345.