Lipoxygenation of fatty acids in plants
Abstract
About the Authors
A. B. GolovanovRussian Federation
G. I. Miagkova
Russian Federation
N. V. Groza
Russian Federation
References
1. Feussner, I. The lipoxygenase-dependent degradation of storage lipids / I. Feussner, H. Kuhn, С. Wasternack // Trends in Plant Science. - 2001. - Vol. 6. - P. 262-267.
2. Feussner, I. The lipoxygenase pathway / I. Feussner, С. Wasternack // Annu. Rev. Plant Biol. - 2002. - Vol. 53. - P. 275-297.
3. Feussner, I. Lipoxygenase catalyzed oxygenation of lipids / I. Feussner, С. Wasternack // Fett-Lipid. - 1998. - Vol. 100. - P. 146-152.
4. Заболоцкий, Д. А. Ингибиторы липоксигеназной трансформации полиеновых кислот / Д. А. Заболоцкий, Г. И. Мягкова, Р. П. Евстигнеева // Успехи химии. - 1990. - Т. 59. - С. 827-861.
5. A lipoxygenase in rabbit reticulocytes which attacks phospholipids and intact mitochondria / T. Schewe [et al.] // FEBS Lett. - 1974. - Vol. 60. - P. 149-152.
6. Demonstration by EPR spectroscopy of the functional role of iron in soybean lipoxygenase-1 / H. Kunh [et al.] // Biochim. Biophys. Acta. - 1975. - Vol. 377. - P. 71-79.
7. Bild, G. S. Dioxygenation by lipoxygenase of lipids of lipids containing all-cis-1,4,7-octatrien moieties/ G. S. Bild, C. S. Ramadoss, B. Axelrod // Arch. Biochem. Biophys. - 1977. - Vol. 184 - P. 36-41.
8. Shibata, D. Plant lipoxygenases / D. Shibata, B. Axelrod // J. Lipid Mediat. Cell Signal. - 1995. - Vol. 12. - P. 213-237.
9. Crystal structure of soybean lipoxygenase L-1 at 1.4 Е resolution / W. Minor [et al.] // Biochemistry. - 1996. - Vol. 35. - P. 10687-10701.
10. Structure of soybean lipoxygenase L3 and a comparison with its L1 isoenzyme / E. Skrzypczak-Jankun [et al.] // Proteins. - 1997. - Vol. 29. - P. 15-18.
11. The structure of mammalian 15-lipoxygenase reveals similarity to the lipases and the determinants of the substrate specificity / S. A. Gillmor [et al.] // Nat. Struct. Biol. - 1997. - Vol. 4. - P. 1003-1004.
12. Mutagenesis modeling of linoleate-binding to pea seed lipoxygenase / R. K. Hughes [et al.] // Eur. J. Biochem. - 2001. - Vol. 268. - P. 1030-1035.
13. Oliw, E. H. Plant and fungal lipoxygenases / E. H. Oliw // Prostaglandins & other Mediators. - 2002. - Vol. 68-69. - P. 313-323.
14. Grechkin, A. Recent developments in biochemistry of plant lipoxygenase pathway / A. Grechkin // Prog. Lipid Res. - 1998. - Vol. 37. - С. 317-352.
15. Gadner, H. W. Lipoxygenase as a versatile biocatalyst / H. W. Gadner // J. Am. Oil Chem. Soc. - 1996 - Vol. 73 - P. 1347-1357.
16. Hamberg, M. Hydroperoxide-dependent epoxidation of unsaturated fatty acids in the broad bean (Vicia faba L.) / M. Hamberg, G. Hamberg // Archiv. Biochem. Biophys. - 1990. - Vol. 283. - P. 409-416.
17. Blee, E. Regio- and enantioselectivity of soybean fatty acid epoxide hydrolase / E. Blee, F. Schuber // J. Biol. Chem. - 1990. - Vol. 265. - P. 12887-12894.
18. Blee, E. Stereochemistry of the epoxidation of fatty acids catalyzed by soybean peroxygenase / E. Blee, F. Schuber // Biochem. Biophys. Res. Commun. - 1990. - Vol. 173. - P. 1354-1360.
19. Kolattukudy, P. E. Immunocytochemical localization and time course of appearance of an anionic peroxidase associated with suberezation in wound-healing potato tuber tissue / P. E. Kolattukudy // Annu. Rev. Plant. Physiol. - 1981. - Vol. 32. - P. 539-567.
20. Phytooxylipins and plant defense reactions / E. Blee [et al.] // Prog. Lipid Res. - 1998. - Vol. 37. - P. 33-72.
21. Self defensive substances in rice plant against rice blast disease / T. Kato [et al.] // Tetrahedron Lett. - 1983. - Vol. 24. - P. 4715-4718.
22. Oxygenated fatty acids with anti-rice blast fungus activity in rice plants / T. Namai // Biosci. Biotech. Biochem. - 1993. - Vol. 57. - P. 283-287.
23. Gardner, H. W. Recent investigations into the lipoxygenase pathway of plants / H. W. Gardner // Biochim. Biophys. Acta. - 1991. - Vol. 1084. - P. 221-239.
24. Siedow, J. N. Plant lipoxygenase: structure and function / J. N. Siedow // Annu. Rev. Plant Physiol. Plant Mol. Biol. - 1991. - Vol. 42. - P. 145-188.
25. Sempdner, G. The biochemistry and the physiological and molecular actions of jasmonates / G. Sempdner, B. Parthier // Annu. Rev. Plant Physiol. Plant Mol. Biol. - 1993. - Vol. 44 - P. 569-589.
26. Wasternack, C. Jasmonate signaled plant gene expression / C. Wasternack, B. Pathier // Trends Plant Sci. - 1997. - Vol. 2 - P. 302-307.
27. Hamberg, M. Oxylipin pathway to jasmonates: biochemistry and biological significance / M. Hamberg, H. W. Gardner // Biochim. Biophys. Acta. - 1992. - Vol. 1165. - P. 1-18.
28. Song, We. Molecular cloning of an allene oxide synthase: a cytochrome P450 specialized for the metabolism of fatty acid hydroperoxides / We Song, E. Funk, A. R. Brash // Proc. Natl. Acad. Sci. USA. - 1993. - Vol. 90. - P. 8519-8523.
29. Hamberg, M. Pathways in the biosynthesis of oxylipins in plants / M. Hamberg // J. Lipid Mediators. - 1993. - Vol. 6. - P. 375-384.
30. Hatanaka, A. Biosynthetic pathway for C6-aldehydes formation from linolenic acid in green leaves / A. Hatanaka, T. Kajiwara, J. Sekiya // Chem. Phys. Lipids. - 1987. - Vol. 44. - P. 341-361.
31. Bell pepper fruit fatty acid hydroperoxide lyase is a cytochrome P450 (CYP74B) / K. Matsui [et al.] // FEBS Lett. - 1996. - Vol. 394. - P. 21-24.
32. Zimmerman, D. C. Identification of traumatin, a wound hormone, as 12-oxo-trans-10-dodecenoic acid / D. C. Zimmerman, C. A. Coudron // Plant Physiol. - 1979. - Vol. 63. - P. 536-541.
33. Gardner, H. W. Hexanal, trans-2-hexenal, and trans-2-nonenal inhibit soybean, Glycine max, seed germination / H. W. Gardner, D. L. Dornbos, A. E. Desjardins // J. Agric. Food Chem. - 1990. - Vol. 38. - P. 1316-1320.
34. Alkenals, volatile defense substances in plants, their properties and activities / H. Lyr [et al.] // Acta Phytopathol. Acad. Sci. Hung. - 1983. - Vol. 18. - P. 3-12.
35. Lipoxygenase-derived aldehydes inhibit fungi pathogenic on soybean / S.F. Vaughn [et al.] // J. Chem. Ecol. - 1993. - Vol. 19. - P. 2337-2345.
36. Oxylipin profiling reveals the preferential stimulation of the 9-lipoxygenase pathway in elicitor-treated potato cells / A. J. Slusarenko // Lipoxygenase and Lipoxygenase Pathway Enzymes (Piazza, G. J., ed.), AOCS Press, Champaign, IL, 1997. - P. 176-197.
37. Oxylipins as developmental and host-fungal communication signals / I. Dimitros [et al.] // Trends in Microbiol. - 2007. - Vol. 15, № 3. - P. 109-118.
Review
For citations:
Golovanov A.B., Miagkova G.I., Groza N.V. Lipoxygenation of fatty acids in plants. Fine Chemical Technologies. 2008;3(6):26-33. (In Russ.)