Inhibition of sex pheromone production in female lepidopteran moths by 2-halofatty acids

Journal of Lipid Research

Volumn 38, Issue 10, 1997, Pages 1988-1994

  Hernanz, David ^a   Fabrias, Gemma ^a   Camps, Francisco ^a  

^a DEPT OF ENVIRONMENTAL CHEMISTRY   (Spain)

Author keywords

oxidation; Biosynthesis; Bombyx mori; Bromohexadecanoic acid; Inhibition; Reductase; Sex pheromone; Spodoptera littoralis; Thaumetopoea pityocampa

Indexed keywords

2 BROMOHEXADECANOIC ACID; 2 BROMOOCTANOIC ACID; 2 BROMOTETRADECANOIC ACID; DIMETHYL SULFOXIDE; FATTY ACID DERIVATIVE; PALMITIC ACID DERIVATIVE; SEX PHEROMONE; UNCLASSIFIED DRUG;

ARTICLE; FEMALE; HORMONE SYNTHESIS; LEPIDOPTERA; NONHUMAN; PRIORITY JOURNAL; PROTEIN SYNTHESIS INHIBITION; SILKWORM;

ACETYLTRANSFERASES; ANIMALS; BOMBYX; CAPRYLATES; CHLORINE COMPOUNDS; ENZYME INHIBITORS; FATTY ACID DESATURASES; FATTY ACIDS; FEMALE; MOTHS; MYRISTATES; NEUROPEPTIDES; PALMITATES; SEX ATTRACTANTS; SPODOPTERA;

EID: 0030691049     PISSN: 00222275     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (24)

1. Roelofs, W. L., and L. Bjostad. 1984. Biosynthesis of lepidopleran pheromones. Bioorg. Chem. 12: 279-298.
2. Raina, A. K. 1993. Neuroendocrine control of sex pheromone biosynthesis in Lepidoptera. Annu. Rev. Entomol. 38: 329-349.
3. Tang, J. D., R. E. Charlton, R. A. Jurenka, W. A. Wolf, P. L. Phelan, L. Sreng, and W. L. Roelofs. 1989. Regulation of pheromone biosynthesis by a brain hormone in two moth species. Proc. Natl. Acad. Sci. U.S.A. 86: 1806-1810.
4. Jurenka, R. A., E. Jacquin, and W. L. Roelofs. 1991. Control of the pheromone biosynthetic pathway in Helicoverpa zea by the pheromone biosynthesis activating neuropeptide (PBAN). Arch. Insect Biochem. Physiol. 17: 81-91.
5. Jacquin, E., R. A. Jurenka, H. Ljungberg, P. Nagnan, C. Löfstedt, C. Descoins, and W. L. Roelofs. 1994. Control of sex pheromone biosynthesis in the moth Mamestra brassicae by the pheromone biosynthesis activating neuropeptide. Insect Biochem. Molec. Biol. 24: 203-211.
6. Alstein, M., M. Harel, and E. Dunkelblum. 1989. Effect of a neuroendocrine factor on sex pheromone biosynthesis in the tomato looper, Chrysodeixis chalcites (Lepidoptera: Noctuidae). Insect Biochem. 19: 645-649.
7. Martínez, T., G. Fabriàs, and F. Camps. 1990. Sex pheromone biosynthetic pathway in Spodoptera littoralis and its activation by a neurohormone. J. Biol. Chem. 265: 1381-1387.
8. Fabriàs, G., M. Barrot, and F. Camps. 1995. Control of the sex pheromone biosynthetic pathway in Thaumetopoea pityocampa by the pheromone biosynthesis activating neuropeptide. Insect Biochem. Molec. Biol. 25: 655-660.
9. Arima, R., K. Takahara, T. Kadoshima, F. Numazaki, T. Ando, M. Uchiyama, H. Nagasawa, A. Kitamura, and A. Suzuki. 1991. Hormonal regulation of pheromone biosynthesis in the silkworm moth, Bombyx mori (Lepidoptera, Bombycidae). Appl. Entomol. Zool. 26: 137-147.
10. Fabrias, G., L. Gosalbo, J. Quintana, and F. Camps. 1996. Direct inhibition of (Z)-9 desaturation of (E)-11-tetradecenoic acid by methylenehexadecenoic acids in the biosynthesis of Spodoptera littoralis sex pheromone. J. Lipid Res. 37: 1503-1509.
11. Coleman, R. A., P. Rao, R. J. Fogelsong, and E. S-G. Bardes. 1992. 2-Bromopalmitoyl-CoA and 2-bromopalmitate: promiscuous inhibitors of membrane-bound enzymes. Biochim. Biophys. Acta. 1125: 203-209.
12. Riendeau, D., and E. Meighen. 1985. Enzymalic reduction of fatty acids and acyl-CoA to long chain aldehydes and alcohols. Experientia. 41: 707-713.
13. Rossell, G., S. Hospital, F. Camps, and A. Guerrero. 1992. Inhibition of chain shortening step in the biosynthesis of the sex pheromone of the Egyptian armyworm Spodoptera littoralis. Insect Biochem. Molec. Biol. 22: 679-685.
14. Meyers, J., and T. Miller, 1969. Starvation-induced activity in cockroach Malpighian tubules. Ann. Entomol. Soc. Am. 62: 725-730.
15. Bjostad, L. B., W. A. Wolf, and W. L. Roelofs. 1981. Total lipid analysis of the sex pheromone gland of the red-banded leafroller moth, Argyrotaenia velutinana, with reference to pheromone biosynthesis. Insect Biochem. 11: 73-79.
16. Raaka, B. M., and J. M. Lowenstein. 1979. Inhibition of fatty acid oxidation by 2-bromooctanoate. J. Biol. Chem. 254: 3303-3310.
17. Buechler, K. F., and J. M. Lowenstein. 1990. The involvement of carnitine intermediates in peroxisomal fatty acid oxidation: a study with 2-bromofatty acids. Arch. Biochem. Biophys. 281: 233-238.
18. Pande, S., A. W. Siddiqui, and A. Gattereau. 1971. Inhibition of long-chain fatty acid activation by 2-bromopalmitate and phytanate. Biochim. Biophys. Acta. 248: 156-166.
19. Fabrias, G., M. P. Marco, and F. Camps. 1994. Effect of the pheromone biosynthesis activating neuropeptide on sex pheromone biosynthesis in Spodoptera littoralis isolated glands. Arch. Insect Biochem. Physiol. 27: 77-87.
20. Bestmann, H. J., M. Herrig, and A. B. Attygalle. 1987. Terminal acetylation in pheromone biosynthesis by Mamestra brassicae L. (Lepidoptera:Noctuidae). Experientia. 43: 1033-1034.
21. Teal, P. E. A., and J. H. Tumlinson. 1986. Terminal steps in pheromone biosynthesis by Heliothys virescens and H. zea. J. Chem. Ecol. 12: 353-365.
22. Martinez, T., and F. Camps. 1988. Stimulation of sex pheromone production by head extracts in Spodoptera littoralis at different times of the photoperiod. Arch. Insect Biochem. Physiol 9: 211-220.
23. Ando, T., T. Hase, R. Arima, and M. Uchiyama. 1988. Biosynthetic pathway of bombykol, the sex pheromone of the female silkworm moth. Agric. Biol. Chem. 52: 473-478.
24. Ozawa, R. A., T. Ando, H. Nagasawa, H. Kataoka, and A. Suzuki. 1993. Reduction of the acyl group - the critical step in bombykol biosynthesis that is regulated in vitro by the neuropeptide hormone in the pheromone gland of Bombyx mori. Biosci. Biotechnol. Biochem. 57: 2144-2147.