Elicitor induced activation of the methylerythritol phosphate pathway toward phytoalexins biosynthesis in rice

Plant Molecular Biology

Volumn 65, Issue 1-2, 2007, Pages 177-187

  Okada, Atsushi ^a   Shimizu, Takafumi ^a   Okada, Kazunori ^a   Kuzuyama, Tomohisa ^a   Koga, Jinichiro ^b   Shibuya, Naoto ^c   Nojiri, Hideaki ^a   Yamane, Hisakazu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

^b MEIJI SEIKA KAISHA LTD   (Japan)

^c MEIJI UNIVERSITY   (Japan)

Author keywords

Disease resistance; Diterpenoid phytoalexins; Elicitor; MEP pathway; Oryza sativa; Rice

Indexed keywords

ESCHERICHIA COLI; ORYZA SATIVA;

DEOXYXYLULOSE 5 PHOSPHATE SYNTHASE; DEOXYXYLULOSE-5-PHOSPHATE SYNTHASE; DRUG DERIVATIVE; ERYTHRITOL; ISOMERASE; MEMBRANE PROTEIN; PHYTOALEXINS; SUGAR PHOSPHATE; TERPENE; TRANSFERASE; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; GENE EXPRESSION PROFILING; GENE EXPRESSION REGULATION; GENETICS; METABOLISM; RICE;

ERYTHRITOL; GENE EXPRESSION PROFILING; GENE EXPRESSION REGULATION, PLANT; INTRAMOLECULAR LYASES; MEMBRANE GLYCOPROTEINS; ORYZA SATIVA; SUGAR PHOSPHATES; TERPENES; TRANSFERASES;

EID: 34848919502     PISSN: 01674412     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11103-007-9207-2     Document Type: Article

References (45)

1. Akatsuka T, Takahashi N, Kodama O, Sekido H, Kono Y, Takeuchi S (1985) Novel phytoalexins (Oryzalexins A, B and C) isolated from rice blast leaves infected with Pricularia oryzae. Part 1: isolation, characterization and biological activities of oryzalexins. Agric Biol Chem 49:1689-1694
2. Atawong A, Hasegawa M, Kodama O (2002) Biosynthesis of rice phytoalexin: enzymatic conversion of 3beta-hydroxy-9betapimara-7,15-dien-19,6beta-olide to momilactone A. Biosci Biotechnol Biochem 66:566-570
3. Cartwright D, Langcake P, Pryce R, Leworthy D, Ride J (1981) Isolation and characterization of two phytoalexins from rice as momilactones A and B. Phytochemistry 20:535-537
4. Cho EM, Okada A, Kenmoku H, Otomo K, Toyomasu T, Mitsuhashi W, Sassa T, Yajima A, Yabuta G, Mori K, Oikawa H, Toshima H, Shibuya N, Nojiri H, Omori T, Nishiyama M, Yamane H (2004) Molecular cloning and characterization of a cDNA encoding ent-cassa-12,15-diene synthase, a putative diterpenoid phytoalexin biosynthetic enzyme, from suspension-cultured rice cells treated with a chitin elicitor. Plant J 37:1-8
5. Duvold T, Bravo JM, Pale-Grosdemange C, Rohmer M (1997) Biosynthesis of 2-C-methyl-D-erythritol, a putative C 5 intermediate in the mevalonate independent pathway for isoprenoid biosynthesis. Tetrahedron Lett 38:4769-4772
6. Guevara-García A, San Román C, Arroyo A, Cortés ME, de la Luz Gutiérrez-Nava M, León P (2005) Characterization of the Arabidopsis clb6 mutant illustrates the importance of posttranscriptional regulation of the methyl-D-erythritol 4-phosphate pathway. Plant Cell 17:628-643
7. Heintz R, Benveniste P, Robinson WH, Coates RM (1972) Plant sterol metabolism. Demonstration and identification of a biosynthetic intermediate between farnesyl PP and squalene in a higher plant. Biochem Biophys Res Commun 49:1547-1553
8. Kato T, Kabuto C, Sasaki N, Tsunagawa M, Aizawa H, Fujita K, Kato Y, Kitahara Y, Takahashi N (1973) Momilactones, growth inhibitors from rice, Oryza sativa L. Tetrahedron Lett 14:3861-3864
9. Kato H, Kodama O, Akatsuka T (1993) Oryzalexin E, a diterpene phytoalexin from UV-irradiated rice leaves. Phytochemistry 33:79-81
10. Kato H, Kodama O, Akatsuka T (1994) Oryzalexin F, a diterpene phytoalexin from UV-irradiated rice leaves. Phytochemistry 36:299-301
11. Kato H, Kodama O, Akatsuka T (1995) Characterization of an inducible P450 hydroxylase involved in the rice diterpene phytoalexin biosynthetic pathway. Arch Biochem Biophys 316:707-712
12. Kim BR, Kim SU, Chang YJ (2005) Differential expression of three 1-deoxy-D:-xylulose-5-phosphate synthase genes in rice. Biotechnol Lett 27:997-1001
13. Kim SM, Kuzuyama T, Chang YJ, Song KS, Kim SU (2006) Identification of class 2 1-deoxy-D-xylulose 5-phosphate synthase and 1-deoxy-D-xylulose 5-phosphate reductoisomerase genes from Ginkgo biloba and their transcription in embryo culture with respect to ginkgolide biosynthesis. Planta Med 72:234-240
14. Kodama O, Suzuki T, Miyakawa J, Akatsuka T (1988a) Ultravioletinduced accumulation of phytoalexins in rice leaves. Agric Biol Chem 52:2469-2473
15. Kodama O, Yamada A, Yamamoto A, Takemoto T, Akatsuka T (1988b) Induction of phytoalexins with heavy metal ions in rice leaves. Nippon Noyaku Gakkaishi 13:615-617
16. Koga J, Shimura M, Oshima K, Ogawa N, Yamauchi T, Ogawasawara N (1995) Phytocassanes A, B, C and D, novel diterpene phytoalexins from rice, Oryza sativa L. Tetrahedron 51:7907-7918
17. Koga J, Ogawa N, Yamauchi T, Kikuchi M, Ogasawara N, Shimura M (1997) Functional moiety for the antifungal activity of phytocassane E, a diterpene phytoalexin from rice. Phytochemistry 44:249-253
18. Kuzuyama T, Shimizu T, Takahashi S, Seto H (1998a) Fosmidomycin, a specific inhibitor of 1-deoxy-D-xylulose 5-phosphate reductoisomerase in the nonmevalonate pathway for terpenoid biosynthesis. Tetrahedron Lett 39:7913-7916
19. Kuzuyama T, Takahashi S, Watanabe H, Seto H (1998b) Direct formation of 2-C-methyl-D-erythritol 4-phosphate from 1-deoxy-D-xylulose 5-phosphate by 1-deoxy-D-xylulose 5-phosphate reductoisomerase, a new enzyme in the non-mevalonate pathway to isopentenyl diphosphate. Tetrahedron Lett 39:4509-4512
20. Kuzuyama T, Takahashi S, Seto H (1999) Construction and characterization of Escherichia coli disruptants defective in the yaeM gene. Biosci Biotechnol Biochem 63:776-778
21. Kuzuyama T, Takagi M, Kaneda K, Dairi T, Seto H (2000) Formation of 4-(cytidine 5′-diphospho)-2-C-methyl-D-erythritol from 2-Cmethyl-D-erythritol 4-phosphate by 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, a new enzyme in the nonmevalonate pathway. Tetrahedron Lett 41:703-706
22. Lange BM, Ghassemian M (2003) Genome organization in Arabidopsis thaliana: a survey for genes involved in isoprenoid and chlorophyll metabolism. Plant Mol Biol 51:925-948
23. Lichtenthaler HK (1999) The 1-deoxy-D-xylulose-5-phosphate pathway of isoprenoid biosynthesis in plants. Annu Rev Plant Physiol Plant Mol Biol 50:47-65
24. Lichtenthaler HK, Schwender J, Disch A, Rohmer M (1997) Biosynthesis of isoprenoids in higher plant chloroplasts proceeds via a mevalonate-independent pathway. FEBS Lett 400:271-274
25. Nemoto T, Cho EM, Okada A, Okada K, Otomo K, Kanno Y, Toyomasu T, Mitsuhashi W, Sassa T, Minami E, Shibuya N, Nishiyama M, Nojiri H, Yamane H (2004) Stemar-13-ene synthase, a diterpene cyclase involved in the biosynthesis of the phytoalexin oryzalexin S in rice. FEBS Lett 571:182-186
26. Nes WD, Venkatramesh M (1999) Enzymology of phytosterol transformations. Crit Rev Biochem Mol Biol 34:81-93
27. Okada K, Saito T, Nakagawa T, Kawamukai M, Kamiya Y (2000) Five geranylgeranyl diphosphate synthases expressed in different organs are localized into three subcellular compartments in Arabidopsis. Plant Physiol 122:1045-1056
28. Okada K, Kawaide H, Kuzuyama T, Seto H, Curtis IS, Kamiya Y (2002) Antisense and chemical suppression of the nonmevalonate pathway affects ent-kaurene biosynthesis in Arabidopsis. Planta 215:339-344
29. Otomo K, Kanno Y, Motegi A, Kenmoku H, Yamane H, Mitsuhashi W, Oikawa H, Toshima H, Itoh H, Matsuoka M, Sassa T, Toyomasu T (2004a) Diterpene cyclases responsible for the biosynthesis of phytoalexins, momilactones A, B, and oryzalexins A-F in rice. Biosci Biotechnol Biochem 68:2001-2006
30. Otomo K, Kenmoku H, Oikawa H, Konig WA, Toshima H, Mitsuhashi W, Yamane H, Sassa T, Toyomasu T (2004b) Biological functions of ent-and syn-copalyl diphosphate synthases in rice: key enzymes for the branch point of gibberellin and phytoalexin biosynthesis. Plant J 39:886-893
31. Peters RJ (2006) Uncovering the complex metabolic network underlying diterpenoid phytoalexin biosynthesis in rice and other cereal crop plants. Phytochemistry 67:2307-2317
32. Rohdich F, Wungsintaweekul J, Eisenreich W, Richter G, Schuhr CA, Hecht S, Zenk MH, Bacher A (2000) Biosynthesis of terpenoids: 4-diphosphocytidyl-2C-methyl-D-erythritol synthase of Arabidopsis thaliana. Proc Natl Acad Sci USA 97:6451-6456
33. Rohmer M (1999) The discovery of a mevalonate-independent pathway for isoprenoid biosynthesis in bacteria, algae and higher plants. Nat Prod Rep 16:565-574
34. Sakakibara H, Kasahara H, Ueda N, Kojima M, Takei K, Hishiyama S, Asami T, Okada K, Kamiya Y, Yamaya T, Yamaguchi S (2005) Agrobacterium tumefaciens increases cytokinin production in plastids by modifying the biosynthetic pathway in the host plant. Proc Natl Acad Sci USA 102:9972-9977
35. Sakata K, Nagamura Y, Numa H, Antonio BA, Nagasaki H, Idonuma A, Watanabe W, Shimizu Y, Horiuchi I, Matsumoto T, Sasaki T, Higo K (2002) RiceGAAS: an automated annotation system and database for rice genome sequence. Nucleic Acids Res 30:98-102
36. Sauret-Güeto S, Botella-Pavi{dotless}́a P, Flores-Pérez U, Marti{dotless}́nez-Garci{dotless}́a JF, San Román C, León P, Boronat A, Rodri{dotless}́guez-Concepción M (2006) Plastid cues posttranscriptionally regulate the accumulation of key enzymes of the methylerythritol phosphate pathway in Arabidopsis. Plant Physiol 141:75-84
37. Scolnik PA, Bartley GE (1994) Nucleotide sequence of an Arabidopsis cDNA for geranylgeranyl pyrophosphate synthase. Plant Physiol 104:1469-1470
38. Stoessl A (1980) Phytoalexins: a biogenetic perspective. Phytopathol Z 99:251-272
39. Subba R, Strange RN (1994) Chemistry, biology, and role of groundnut phytoalexins in resistance to fungal attack. In: Daniel M, Purkayastha RP (eds) Handbook of phytoalexin metabolism and action. Marcel Dekker, New York, pp 199-227
40. Takahashi S, Kuzuyama T, Watanabe H, Seto H (1998) A 1-deoxy-Dxylulose 5-phosphate reductoisomerase catalyzing the formation of 2-C-methyl-D-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis. Proc Natl Acad Sci USA 95:9879-9884
41. Tamogami S, Mitani M, Kodama O, Akatsuka T (1993) Oryzalexin S structure: a new stemarane-type rice plant phytoalexin and its biogenesis. Tetrahedron 49:2025-2032
42. Tamogami S, Rakwal R, Kodama O (1997) Phytoalexin production elicited by exogenously applied jasmonic acid in rice leaves (Oryza sativa L.) is under the control of cytokinins and ascorbic acid. FEBS Lett 412:61-64
43. VanEtten HD, Mansfield JW, Bailey JA, Farmer EE (1994) Two classes of plant antibiotics: phytoalexins versus "phytoanticipins". Plant Cell 6:1191-1192
44. Walter MH, Hans J, Strack D (2002) Two distantly related genes encoding 1-deoxy-D-xylulose 5-phosphate synthases: differential regulation in shoots and apocarotenoid-accumulating mycorrhizal roots. Plant J 31:243-254
45. Yajima A, Mori K (2000) Diterpenoid total synthesis, XXXII synthesis and absolute configuration of (-)-phytocassane D, a diterpene phytoalexin isolated from the rice plant, Oryza sativa. Eur J Org Chem 2000:4079-4091