Rice octadecanoid pathway

Biochemical and Biophysical Research Communications

Volumn 317, Issue 1, 2004, Pages 1-15

  Agrawal, Ganesh K ^a,b   Tamogami, Shigeru ^c   Han, Oksoo ^d   Iwahashi, Hitoshi ^e   Rakwal, Randeep ^a,e  

^a Research Laboratory for Agricultural Biotechnology and Biochemistry Nepal   (Nepal)

^b NATIONAL INSTITUTE OF AGROBIOLOGICAL SCIENCES   (Japan)

^c AKITA PREFECTURAL UNIVERSITY   (Japan)

^d Chonnam National University   (South Korea)

^e NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

12 Oxo phytodienoic acid; Defense stress response; Development; Genomic perspective; Jasmonic acid

Indexed keywords

ALLENE OXIDE CYCLASE; ALLENE OXIDE SYNTHASE; CYCLOPENTANONE DERIVATIVE; ENZYME; JASMONIC ACID; JASMONIC ACID METHYL ESTER; LINOLEIC ACID; LIPOXYGENASE; METHYLTRANSFERASE; PHOSPHOLIPASE; SYNTHETASE; UNCLASSIFIED DRUG;

DNA EXTRACTION; ENZYME ACTIVITY; GENE IDENTIFICATION; GENOME; NONHUMAN; NUCLEOTIDE SEQUENCE; PLANT GENETICS; PRIORITY JOURNAL; REVIEW; RICE; UNINDEXED SEQUENCE;

ANIMALS; CYCLOPENTANES; FATTY ACIDS, UNSATURATED; GENE EXPRESSION REGULATION, PLANT; INTRAMOLECULAR OXIDOREDUCTASES; METHYLTRANSFERASES; ORYZA SATIVA; PHOSPHOLIPASES; PHYLOGENY; PLANT PROTEINS;

ANIMALIA; ARABIDOPSIS; ORYZA SATIVA;

EID: 1642545235     PISSN: 0006291X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbrc.2004.03.020     Document Type: Review

References (71)

1. Hamberg M., Gardner H.W. Oxylipin pathway to jasmonates: biochemistry and biological significance. Biochim. Biophys. Acta. 1165:1992;1-18.
2. Beale M.H., Ward J.L. Jasmonates: key players in the plant defence. Nat. Prod. Rep. 15:1998;533-548.
3. Howe G.A. Cyclopentenone signals for plant defense: remodeling the jasmonic acid response. Proc. Natl. Acad. Sci. USA. 98:2001;12317-12319.
4. Schaller F. Enzymes of the biosynthesis of octadecanoid-derived signaling molecules. J. Exp. Bot. 52:2001;11-23.
5. Weber H. Fatty acid-derived signals in plants. Trends Plant Sci. 7:2002;217-224.
6. Wasternack C., Hause B. Jasmonates and octadecanoids: signals in plant stress responses and plant development. Prog. Nucleic Acid Res. 72:2002;165-221.
7. Cheong J.-J., Choi Y.D. Methyl jasmonate as a vital substance in plants. Trends Genet. 19:2003;409-413.
8. Vick B.A., Zimmermann D.C. The biosynthesis of jasmonic acid: a physiological role for plant lipoxygenase. Biochem. Biophys. Res. Commun. 111:1983;470-477.
9. Shimamoto K., Kyozuka J. Rice as a model for comparative genomics of plants. Annu. Rev. Plant Biol. 53:2002;399-419.
10. Goff S.A., Ricke D., Lan T.-H., Presting G., Wang R.et al. A draft sequence of the rice genome (Oryza sativa L. ssp. japonica). Science. 296:2002;92-100.
11. Yu J., Hu S., Wang J., Wong G.K.-S., Li S.et al. A draft sequence of the rice genome (Oryza sativa L. ssp. indica). Science. 296:2002;79-92.
12. Kikuchi S., Satoh K., Nagata T., Kawagashira N., Doi K.et al. Collection, mapping, and annotation of over 28,000 cDNA clones from japonica rice. Science. 301:2003;376-379.
13. The Rice Chromosome 10 Sequencing Consortium, In-depth view of structure, activity, and evolution of rice chromosome 10, Science 300 (2003) 1566-1569
14. Mueller M.J. Radically novel prostaglandins in animals and plants: the isoprostanes. Chem. Biol. 5:1998;R323-R333.
15. Mueller M.J. Enzymes involved in jasmonic acid biosynthesis. Physiol. Plant. 100:1997;653-663.
16. Seo H.S., Song J.T., Cheong J.J., Lee Y.H., Lee Y.W., Hwang I., Lee J.S., Choi Y.D. Jasmonic acid carboxyl methyltransferase: a key enzyme for jasmonate-regulated plant responses. Proc. Natl. Acad. Sci. USA. 98:2001;4788-4793.
17. Feussner I., Wasternack C. The lipoxygenase pathway. Annu. Rev. Plant Biol. Physiol. Plant Mol. Biol. 53:2002;275-279.
18. Weber H., Vick B.A., Farmer E.E. Dinor-oxo-phytodienoic acid: a new hexadecanoid signal in the jasmonate family. Proc. Natl. Acad. Sci. USA. 94:1997;10473-10478.
19. Miersh O., Preiss A., Sembdner G., Schreiber K. (+)-7-Iso-jasmonic acid and related compounds from Botryodiplodia theobromae. Phytochemistry. 26:1987;1037-1039.
20. Gundlach H., Zenk M.H. Biological activity and biosynthesis of pentacyclic oxylipins: the linoleic acid pathway. Phytochemistry. 47:1998;527-537.
21. Tamogami S., Kodama O. Quantification of amino acid conjugates of jasmonic acid in rice leaves by high-performance liquid chromatography- turboionspray tandem mass spectrometry. J. Chromatogr. A. 822:1998;310-315.
22. Rakwal R., Tamogami S., Agrawal G.K., Iwahashi H. Octadecanoid signaling components "burst" in rice (Oryza sativa L.) seedling leaves upon wounding by cut and treatment with fungal elicitor chitosan. Biochem. Biophys. Res. Commun. 295:2002;1041-1045.
23. Farmer E.E., Ryan C.A. Octadecanoid precursors of jasmonic acid activate the synthesis of wound-inducible proteinase inhibitors. Plant Cell. 4:1992;129-1134.
24. McConn M., Browse J. The critical requirement for linolenic acid is pollen development, not photosynthesis, in an Arabidopsis mutant. Plant Cell. 8:1996;403-416.
25. McConn M., Creelman R.A., Bell E., Mullet J.E., Browse J. Jasmonate plays an essential role in plant insect defense. Proc. Natl. Acad. Sci. USA. 94:1997;5473-5477.
26. Wang C., Zien C., Afitlhile M., Welti R., Hildebrand D.F., Wang X. Involvement of phospholipase D in wound-induced accumulation of jasmonic acid in Arabidopsis. Plant Cell. 12:2000;2237-2246.
27. Ishiguro S., Kawai-Oda A., Ueda J., Nishida I., Kiyotaka Okada K. The defective in anther dehiscence1 gene encodes a novel phospholipase A1 catalyzing the initial step of jasmonic acid biosynthesis, which synchronizes pollen maturation, anther dehiscence, and flower opening in Arabidopsis. Plant Cell. 13:2001;2191-2209.
28. Ryu S.B., Wang X. Activation of phospholipase D and the possible mechanism of activation in wound-induced lipid hydrolysis in castor bean leaves. Biochim. Biophys. Acta. 1303:1996;243-250.
29. McGee J.D., Roe J.L., Sweat T.A., Wang X., Guikema J.A., Leach J.E. Rice phospholipase D isoforms show differential cellular location and gene induction. Plant Cell Physiol. 44:2003;1013-1026.
30. Siedow J.N. Plant lipoxygenases: structure and function. Annu. Rev. Plant Physiol. Plant Mol. Biol. 42:1991;145-188.
31. Roshal S. Lipoxygenases in plants: their role in development and stress response. Z. Naturforsch. 51c:1996;123-138.
32. Hildebrand D.F., Hamilton-Kemp T.R., Legg C.S., Bookjans G. Plant lipoxygenase: occurrence, properties and possible functions. Plant Biochem. Physiol. 7:1998;201-219.
33. Brash A.R. Lipoxygenases: occurrence, function, catalysis, and acquisition of substrate. J. Biol. Chem. 274:1999;23679-23682.
34. Melan M.A., Dong X., Endara M.E., Davis K.R., Peterman T.K., Ausubel F.M. An Arabidopsis thaliana lipoxygenase gene can be induced by pathogens, abscisic acid, and methyl jasmonate. Plant Physiol. 101:1993;441-450.
35. Bell E., Mullet J.E. Characterization of an Arabidopsis lipoxygenase gene responsive to methyl jasmonate and wounding. Plant Physiol. 103:1993;1133-1137.
36. Bell E., Creelman R.A., Mullet J.E. A chloroplast lipoxygenase is required for wound-induced jasmonic acid accumulation in Arabidopsis. Proc. Natl. Acad. Sci. USA. 92:1995;8675-8679.
37. Royo J., Vancanneyt G., Perez A.G., Sanz C., Stormann K., Rosahl S., Sanchez-Serrano J.J. Characterization of three potato lipoxygenases with distinct enzymatic activities and different organ-specific and wound-regulated expression patterns. J. Biol. Chem. 271:1996;21012-21019.
38. Heitz T., Bergey D.R., Ryan C.A. A gene encoding a chloroplast targeted lipoxygenase in tomato leaves is transiently induced by wounding, systemin, and methyl jasmonate. Plant Physiol. 114:1997;1085-1093.
39. Voros K., Feussner I., Kuhn H., Lee J., Graner A., Lobler M. Characterization of a methyl jasmonate-inducible lipoxygenase from barley (Hordeum vulgare cv. Salome) leaves. Eur. J. Biochem. 251:1998;36-44.
40. Bachmann A., Hause B., Maucher H., Garbe E., Voros K., Weichert H., Wasternack C., Feussner I. Jasmonate-induced lipid peroxidation in barley leaves initiated by distinct 13-LOX forms of chloroplasts. Biol. Chem. 383:2002;1645-1657.
41. Jensen A.B., Poca E., Rigaud M., Freyssinet G., Pages M. Molecular characterization of L2 lipoxygenase from maize embryos. Plant Mol. Biol. 33:1997;605-614.
42. Peng Y.L., Shirano Y., Ohta H., Hibino T., Tanaka K., Shibata D. A novel lipoxygenase from rice. Primary structure and specific expression upon incompatible infection with rice blast fungus. J. Biol. Chem. 269:1994;3755-3761.
43. Kim E.S., Choi E., Kim Y., Cho K., Lee A., Shim J., Rakwal R., Agrawal G.K., Han O. Dual positional specificity and expression of non-traditional lipoxygenase induced by wounding and methyl jasmonate in maize seedlings. Plant Mol. Biol. 52:2003;1203-1213.
44. Song W.C., Funk C.D., Brash A.R. Molecular cloning of an allene oxide synthase: a cytochrome P450 specialized for the metabolism of fatty acid hydroperoxides. Proc. Natl. Acad. Sci. USA. 90:1993;8519-8523.
45. Laudert D., Pfannschmidt U., Lottspeich F., Holländer-Czytko H., Weiler E.W. Cloning, molecular and functional characterization of Arabidopsis thaliana allene oxide synthase (CYP 74), the first enzyme of the octadecanoid pathway to jasmonates. Plant Mol. Biol. 31:1996;323-335.
46. Howe G.A., Lee G.I., Itoh A., Li L., DeRocher A.E. Cytochrome P450-dependent metabolism of oxylipins in tomato. Cloning and expression of allene oxide synthase and fatty acid hydroperoxide lyase. Plant Physiol. 123:2000;711-724.
47. Maucher H., Hause B., Feussner I., Ziegler J., Wasternack C. Allene oxide synthases of barley (Hordeum vulgare cv. Salome): tissue specific regulation in seedling development. Plant J. 21:2000;199-213.
48. Ha S.B., Lee B.C., Lee D.E., Kuk Y.I., Lee A.Y., Han O., Back K. Molecular characterization of the gene encoding rice allene oxide synthase and its expression. Biosci. Biotechnol. Biochem. 66:2002;2719-2722.
49. Agrawal G.K., Rakwal R., Jwa N.-S., Han K.-S., Agrawal V.P. Molecular cloning and mRNA expression analysis of the first rice jasmonate biosynthetic pathway gene allene oxide synthase. Plant Physiol. Biochem. 40:2002;771-782.
50. Harms K., Atzorn R., Brash A., Kuhn H., Wasternack C., Willmitzer L., Pena-Cortes H. Expression of a flax allene oxide synthase cDNA leads to increased endogenous jasmonic acid (JA) levels in transgenic potato plants but not to a corresponding activation of JA-responding genes. Plant Cell. 7:1995;1645-1654.
51. Laudert D., Schaller F., Weiler E.W. Transgenic Nicotiana tabacum and Arabidopsis thaliana plants overexpressing allene oxide synthase. Planta. 211:2000;163-165.
52. Laudert D., Weiler E.W. Allene oxide synthase: a major control point in Arabidopsis thaliana octadecanoid signalling. Plant J. 15:1998;675-684.
53. Park J.H., Halitschke R., Kim H.B., Baldwin I.T., Feldmann K.A., Feyereisen R. A knock-out mutation in allene oxide synthase results in male sterility and defective wound signal transduction in Arabidopsis due to a block in jasmonic acid biosynthesis. Plant J. 31:2002;1-12.
54. von Malek B., van der Graaff E., Schneitz K., Keller B. The Arabidopsis male-sterile mutant dde2-2 is defective in the allene oxide synthase gene encoding one of the key enzymes of the jasmonic acid biosynthesis pathway. Planta. 216:2002;187-192.
55. Ziegler J., Stenzel I., Hause B., Maucher H., Miersch O., Hamberg M., Grimm M., Ganal M., Wasternack C. Molecular cloning of allene oxide cyclase: the enzyme establishing the stereochemistry of octadecanoids and jasmonates. J. Biol. Chem. 275:2000;19132-19138.
56. Hause B., Stenzel I., Miersch O., Maucher H., Kramell R., Ziegler J., Wasternack C. Tissue-specific oxylipin signature of tomato flowers: allene oxide cyclase is highly expressed in distinct flower organs and vascular bundles. Plant J. 24:2000;113-126.
57. Agrawal G.K., Jwa N.S., Agrawal S.K., Tamogami S., Iwahashi H., Rakwal R. Cloning of novel rice allene oxide cyclase (OsAOC): mRNA expression and comparative analysis with allene oxide synthase (OsAOS) gene provides insight into the transcriptional regulation of octadecanoid pathway biosynthetic genes in rice. Plant Sci. 164:2003;979-992.
58. Stenzel I., Hause B., Miersch O., Kurz T., Maucher H., Weichert H., Ziegler J., Feussner I., Wasternack C. Jasmonate biosynthesis and allene oxide cyclase family of Arabidopsis thaliana. Plant Mol. Biol. 51:2003;895-911.
59. Schaller F., Biesgen C., Mussig C., Altmann T., Weiler E.W. 12-Oxophytodienoic acid reductase 3 (OPR3) is the isoenzyme involved in jasmonate biosynthesis. Planta. 210:2000;979-984.
60. Strassner J., Schaller F., Frick U.B., Howe G.A., Weiler E.W., Amrhein N., Macheroux P., Schaller A. Characterization and cDNA microarray expression analysis of 12-oxyphytodienoate reductases reveals differential roles for octadecanoid biosynthesis in the local versus systemic wound response. Plant J. 32:2002;585-601.
61. Sanders P.M., Lee P.Y., Biesgen C., Boone J.D., Beals T.P., Weiler E.W., Goldberg R.B. The Arabidopsis delayed dehiscence1 gene encodes an enzyme in the jasmonic acid synthesis pathway. Plant Cell. 12:2000;1041-1061.
62. Stintzi A., Browse J.A. The Arabidopsis male-sterile mutant, opr3, lacks the 12-oxophytodienoic acid reductase required for jasmonate synthesis. Proc. Natl. Acad. Sci. USA. 97:2000;10625-10630.
63. Stintzi A., Weber J., Reymond P., Browse J.A., Farmer E.E. Plant defense in the absence of jasmonic acid: the role of cyclopentenones. Proc. Natl. Acad. Sci. USA. 98:2001;12837-12842.
64. Ishiga Y., Funato A., Tachiki T., Toyoda K., Shiraishi T., Yamada T., Ichinose Y. Expression of the 12-oxophytodienoic acid 10,11-reductase gene in the compatible interaction between pea and fungal pathogen. Plant Cell Physiol. 43:2002;1210-1220.
65. Agrawal G.K., Jwa N.S., Shibato J., Han O., Iwahashi H., Rakwal R. Diverse environmental cues transiently regulate OsOPR1 of the "octadecanoid pathway" revealing its importance in rice defense/ stress and development. Biochem. Biophys. Res. Commun. 310:2003;1073-1082.
66. Sobajima H., Takeda M., Sugimori M., Kobashi N., Kiribuchi K.et al. Cloning and characterization of a jasmonic acid-responsive gene encoding 12-oxophytodienoic acid reductase in suspension-cultured rice cells. Planta. 216:2003;692-698.
67. Song J.T., Seo H.S., Song S.I., Lee J.S., Choi Y.D. NTR1 encodes a floral nectary-specific gene in Brassica campestris L. ssp. pekinensis. Plant Mol. Biol. 42:2000;647-655.
68. Agrawal G.K., Iwahashi H., Rakwal R. Rice MAPKs. Biochem. Biophys. Res. Commun. 302:2003;171-180.
69. Jonak C., Okresz L., Bogre L., Hirt H. Complexity, cross talk and integration of plant MAP kinase signalling. Curr. Opin. Plant Biol. 5:2002;415-424.
70. Rakwal R., Agrawal G.K. Wound signaling-coordination of the octadecanoid and MAPK pathways. Plant Physiol. Biochem. 41:2003;855-861.
71. Riemann M., Muller A., Korte A., Furuya M., Weiler E.W., Nick P. Impaired induction of the jasmonate pathway in the rice mutant hebiba. Plant Physiol. 133:2003;1820-1830.