Identification and characterization of novel short-chain acid esters as surface lipid components of Heliothis virescens pupae. Effects of sorbic acid in the diet

Insect Biochemistry and Molecular Biology

Volumn 27, Issue 6, 1997, Pages 551-561

  Mardaus, Marcia C ^a   Buckner, James S ^a  

^a NORTH DAKOTA STATE UNIVERSITY   (United States)

Author keywords

(E.E) 2,4 Hexadienoic acid; Capillary gas chromatography mass spectrometry; Proton magnetic resonance spectroscopy; Tobacco budworm

Indexed keywords

SHORT CHAIN FATTY ACID;

ARTICLE; LEPIDOPTERA; LIPID COMPOSITION; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; THIN LAYER CHROMATOGRAPHY;

EID: 0030828385     PISSN: 09651748     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0965-1748(97)00030-1     Document Type: Article

References (33)

1. 1H FT NMR Spectra, 1st edn. (1993) (Pouchert, C. J. and Behnke, J., eds), Vol. 1, pp. 988.
2. Bell R. A., Nelson D. R., Borg T. K. and Cardwell D. L. (1975) Wax secretion in non-diapausing and diapausing pupae of the tobacco hornworm Manduca sexta. J. Insect Physiol. 21, 1725-1729.
3. Berger, R. S. (1963) Laboratory techniques for rearing Heliothis species on artificial medium. United States Department of Agriculture Agricultural Research Service, ARS 33-84, 1-4.
4. Bowie J. H. and Cameron D. W. (1965) Colouring matters of the Aphididae. Part XXV. A comparison of aphid constituents with those of their host plants. A glyceride of sorbic acid. J. Chem. Soc. 00, 5651-5657.
5. Buckner J. S., Nelson D. R., Fatland C. L., Hakk H. and Pomonis J. G. (1984a) Novel surface lipids of diapausing Manduca sexta pupae. J. Biol. Chem. 259, 8461-8470.
6. Buckner J. S., Nelson D. R., Hakk H. and Pomonis J. G. (1984b) Long-chain oxoaldehydes and oxoalcohols from esters as major constituents of the surface lipids of Manduca sexta pupae in diapause. J. Biol. Chem. 259, 8452-8460.
7. Buckner J. S., Nelson D. R. and Mardaus M. C. (1994) The lipid composition of the wax particles from adult whiteflies, Bemisia tabaci and Trialeurodes vaporariorum. Insect Biochem. Mol. Biol. 24, 977-987.
8. Buckner J. S., Mardaus M. C. and Nelson D. R. (1996) Cuticular lipid composition of Heliothis virescens and Helicoverpa zea pupae. Comp. Biochem. Physiol. 114B, 207-216.
9. Coudron T. A. and Nelson D. R. (1978) Hydrocarbons in the surface lipids of pupal tobacco budworms, Heliothis virescens. Insect Biochem. 8, 59-66.
10. Crowell E. A. and Guymon J. F. (1975) Wine constituents arising from sorbic acid addition, and identification of 2-ethoxyhexa-3,5-diene as source of geranium like off-odor. Am. J. Enol. Viticul. 26, 97-102.
11. Danehower D. A. and Bordner J. (1984) Cuticular wax of Epilachna varivestis. Insect Biochem. 14, 671-676.
12. Deuel H. J., Calbert C. E., Anisfeld L. and Blunden H. D. (1954) Sorbic acid as a fungistatic agent for foods. II. Metabolism of α,β-unsaturated fatty acids with emphasis on sorbic acid. Food Res. 19, 13-19.
13. Dillwith, J. W., Neese, P. A. and Brigham, D. L. (1993) Lipid biochemistry in aphids. In Insect Lipids: Chemistry, Biochemistry and Biology (Edited by Stanley-Samuelson, D. W. and Nelson, D. R.), pp. 389-434. University of Nebraska Press, Lincoln.
14. Espelie K. E. and Bernays E. A. (1989) Diet-related differences in the cuticular lipids of Manduca sexta larvae. J. Chem. Ecol. 15, 2003-2016.
15. Fallon W. E. and Shimizu Y. (1977) Sorbic acid containing triglycerides in aphids and their fractionation by high pressure liquid chromatography. Lipids 12, 765-768.
16. Febvay G., Pageaux J.-F. and Bonnot G. (1992) Lipid composition of the pea aphid, Acyrthosiphon pisum (Harris) (Homoptera: Aphididae), reared on host plant and on artificial media. Arch. Insect Biochem. Physiol. 21, 103-118.
17. Greenway A. R., Griffiths D. C., Furk C. and Prior R. N. B. (1974) Composition of triglycerides from aphids of six different families and from different seasonal forms of Aphis evonymi. J. Insect Physiol. 20, 2423-2431.
18. Gueldner R. C., Nordlund D. A., Lewis W. J., Thean J. E. and Wilson D. M. (1984) Kairomones and their use for management of entomophagous insects. XV. Identification of several acids in scales of Heliothis zea moths and comments on their possible role as kairomones for Trichogramma pretiosum. J. Chem. Ecol. 10, 245-251.
19. Hatton P. V. and Kinderlerer J. L. (1988) Detoxification of sorbic acid by Penicillium cyclopium. J. Appl. Bacteriol. 65, xxiv.
20. Hegdekar B.M. (1979) Epicuticular wax secretion in diapause and nondiapause pupae of the Bertha Armyworm. Ann. Entomol. Soc. Am. 72, 13-15.
21. Jackson, L. L. and Blomquist, G. J. (1976) Insect waxes. In Chemistry and Biochemistry of Natural Waxes (Edited by Kolattududy, P. E.), pp. 201-233. Elsevier Scientific Publishing Company, Amsterdam.
22. Kunau W.-H. and Dommes P. (1978) Degradation of unsaturated fatty acids. Eur. J. Biochem. 91, 533-544.
23. Kurogochi S., Tahara S. and Mizutani J. (1974) Fungal metabolites of sorbic acid. Agric. Biol. Chem. 38, 893-895.
24. Kurogochi S., Tahara S. and Mizutani J. (1975) Fungal reduction of C6 α,β-unsaturated carboxylic acids. Agric. Biol. Chem. 39, 825-832.
25. Liewen M. B. and Marth E. H. (1985) Growth of microorganisms in the presence of sorbic acid: a review. J. Food Protect. 48, 364-375.
26. Lockey K. H. (1988) Lipids of the insect cuticle: origin, composition and function. Comp. Biochem. Physiol. 89B, 595-645.
27. Mardaus, M. C. (1994) The identification of novel cuticular pupal lipids of the tobacco budworm, Heliothis virescens. Master of Science Thesis, North Dakota State University, Fargo, ND.
28. Marth E. H., Capp C. M., Hasenzahl L., Jackson H. W. and Hussong R. V. (1966) Degradation of potassium sorbate by Penicillium species. J. Dairy Sci. 49, 1197-1205.
29. Mukherjee S. (1952) Studies of degradation of fats by microorganisms: III. The metabolism of butyric acid by A. niger. Arch. Biochem. 35, 34-59.
30. Silverstein, R. M., Bassler, G. C. and Morrill, T. C. (1974) Spectrometric Identification of Organic Compounds. John Wiley and Sons Inc., New York. 340 pp.
31. Takanami S., Shinha Y., Yoshida T. and Nakajima T. (1978) Composition of organic acids in pickles and behavior of volatile fatty acids in "Yamagobozuke" added with sorbic acid during storage. Nippon Shokuhin Kogyo Gakkaishi 25, 9-13.
32. Vig O. P., Sharma M. L., Kumari S. and Vohra N. (1985) A new synthesis of (Z)-7,8-epoxy-2-methyloctadecane (Dispalure). Indian J. Chem. 24, 860-861.
33. Walters F. S., Mullin C. A. and Gildow F. E. (1994) Biosynthesis of sorbic acid in aphids: an investigation into symbiont involvement and potential relationship with aphid pigments. Arch. Insect Biochem. Physiol. 26, 49-67.