Biosynthesis and metabolism of brassinosteroids

Physiologia Plantarum

Volumn 100, Issue 3, 1997, Pages 710-715

  Fujioka, Shozo ^a   Sakurai, Akira ^a  

^a INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

Author keywords

Biosynthesis; Brassinolide; Brassinosteroids; Catharanthus roseus; Early C6 oxidation pathway; Late C6 oxidation pathway; Lycopersion esculentum; Metabolism; Ornithopus sativus

Indexed keywords

EID: 0030840947     PISSN: 00319317     EISSN: None     Source Type: Journal    
DOI: 10.1034/j.1399-3054.1997.1000335.x     Document Type: Article

References (48)

1. Abe, H., Honjo, C., Kyokawa, Y., Asakawa, S., Natsume, M. & Narushima, M. 1994. 3-Oxoteasterone and the epimerization of teasterone: Identification in lily anthers and Distylium racemosum leaves and its biotransformation into typhasterol - Biosci. Biotech. Biochem. 58: 986-989.
2. _ , Asakawa, S. & Natsume, M. 1996. Interconvertible metabolism between teasterone and its conjugate with fatty acid in cultured cells of lily. - Proceedings of the Plant Growth Regulator Society of America, July, 1996, Calgary. p. 9.
3. Abe, H., Takatsuto, S., Nakayama, M. & Yokota, T. 1995a. 28-Homotyphasterol, a new natural brassinosteroid from rice (Oryza sativa L.) bran. - Biosci. Biotech. Biochem. 59: 176-178.
4. _ , Takatsuto, S., Okuda, R. & Yokota, T. 1995b. Identification of castasterone, 6-deoxocastasterone, and typhasterol in the pollen of Robinia pseudo-acacia L. - Biosci. Biotech. Biochem. 59: 309-310.
5. Asakawa, S., Abe, H., Kyokawa, Y., Nakamura, S. & Natsume, M. 1994. Teasterone 3-myristate: A new type of brassinosteroid derivative in Lilium longiflorum anther. - Biosci. Biotech. Biochem. 58: 219-220.
6. _ , Abe, H., Nishikawa, N., Natsume, M. & Koshioka, M. 1996. Purification and identification of new acyl-conjugated teasterones in lily pollen. - Biosci. Biotech. Biochem. 60: 1416-1420.
7. Choi, Y.-H., Inoue, T., Fujioka, S., Saimoto, H. & Sakurai, A. 1993. Identification of brassinosteroid-like active substances in plant-cell cultures. - Biosci. Biotech. Biochem. 57: 860-861.
8. _ , Fujioka, S., Harada, A., Yokota, T., Takatsuto, S. & Sakurai, A. 1996. A brassinolide biosynthetic pathway via 6-deoxocastasterone. - Phytochemistry 43: 593-596.
9. _ , Fujioka, S., Nomura, T., Harada, A., Yokota, T., Takatsuto, S. & Sakurai, A. 1997. An alternative brassinolide biosynthetic pathway via late C6-oxidation. - Phytochemistry 44: 609-613.
10. Clouse, S. D. 1996. Molecular genetic studies confirm the role of brassinosteroids in plant growth and development. - Plant J. 10: 1-8.
11. Cutler, H. G., Yokota, T. & Adam, G. 1991. Brassinosteroids -Chemistry, Bioactivity, and Applications (ACS Symposium Series 474). pp. 1-358. - American Chemical Society, Washington, DC. ISBN 0-8412-2126-X.
12. Dyas, L. & Goad, L. J. 1993. Steryl fatty acyl esters in plants. -Phytochemistry 34: 17-29.
13. Endo, A., Kuroda, M. & Tsujita, Y. 1976. ML-236A, ML-236B, and ML-236C, new inhibitors of cholesterogenesis produced by Penicillium citrinum. - J. Antibiot. 29: 1346-1348.
14. Fujioka, S. & Sakurai, A. 1997. Brassinosteroids. - Nat. Prod. Rep. 14: 1-10.
15. _ , Inoue, T., Takatsuto, S., Yanagisawa, T., Yokota, T. & Sakurai, A. 1995a. Identification of a new brassinosteroid, cathasterone, in cultured cells of Catharanthus roseus as a biosynthetic precursor of teasterone. - Biosci. Biotech. Biochem. 59: 1543-1547.
16. _ , Inoue, T., Takatsuto, S., Yanagisawa, T., Yokota, T. & Sakurai, A. 1995b. Biological activities of biosynthetically-related congeners of brassinolide. - Biosci. Biotech. Biochem. 59: 1973-1975.
17. _ , Choi, Y.-H., Takatsuto, S., Yokota, T., Li, J., Chory, J. & Sakurai, A. 1996. Identification of castasterone, 6-deoxocastasterone, typhasterol and 6-deoxotyphasterol from the shoots of Arabidopsis thaliana. - Plant Cell Physiol. 37: 1201-1203.
18. Griffiths, P. G., Sasse, J. M., Yokota, T. & Cameron, D. W. 1995. 6-Deoxotyphasterol and 3-dehydro-6-deoxoteasterone, possible precursors to brassinosteroids in the pollen of Cupressus arizonica. - Biosci. Biotech. Biochem. 59: 956-959.
19. Grove, M. D., Spencer, G. F., Rohwedder, W. K., Mandava, N., Worley, J. F., Warthen, J. D. Jr, Steffen, G. L., Flippen-Anderson, J. L. & Cook, J. C. Jr. 1979. Brassinolide, a plant growth-promoting steroid isolated from Brassica napus pollen. - Nature 281: 216-217.
20. Hai, T., Schneider, B. & Adam, G. 1995. Metabolic conversion of 24-epi-brassinolide into pentahydroxylated brassinosteroid glucosides in tomato cell cultures. - Phytochemistry 40: 443-448.
21. Hooley, R. 1996. Plant steroid hormones emerge from the dark. - Trends Genet. 12: 281-283.
22. Kauschmann, A., Jessop, A., Koncz, C., Szekeres, M., Willmitzer, L. & Altmann, T. 1996. Genetic evidence for an essential role of brassinosteroids in plant development. - Plant J. 9: 701-713.
23. Kolbe, A., Schneider, B., Porzel, A., Voigt, B., Krauss, G. & Adam, G. 1994. Pregnane-type metabolites of brassinosteroids in cell suspension cultures of Ornithopus sativus. -Phytochemistry 36: 671-673.
24. _ , Schneider, B., Porzel, A., Schmidt, J. & Adam, G. 1995. Acyl-conjugated metabolites of brassinosteroids in cell suspension cultures of Ornithopus sativus. - Phytochemistry 38: 633-636.
25. _ , Schneider, B., Porzel, A. & Adam, G. 1996. Metabolism of 24-epi-castasterone and 24-epi-brassinolide in cell suspension cultures of Ornithopus sativus. - Phytochemistry 41: 163-167.
26. Li, J., Nagpal, P., Vitart, V., McMorris, T. C. & Chory, J. 1996. A role for brassinosteroids in light-dependent development of Arabidopsis. - Science 272: 398-401.
27. Mandava, N. B. 1988. Plant growth-promoting brassinosteroids. - Annu. Rev. Plant Physiol. Plant Mol. Biol. 39: 23-52.
28. Milner, N. P. & Rees, H. H. 1985. Involvement of 3-dehydro-ecdysone in the 3-epimerization of ecdysone. - Biochem. J. 231: 369-374.
29. Nomura, T., Nakayama, M., Reid, J. B., Takeuchi, Y. & Yokota, T. 1997. Blockage of brassinosteroid biosynthesis and sensitivity causes dwarfism in Pisum sativum. - Plant Physiol. 113: 31-37.
30. Park, K.-H., Saimoto, H., Nakagawa, S., Sakurai, A., Yokota, T., Takahashi, N. & Syono, K. 1989. Occurrence of brassinolide and castasterone in crown gall cells of Catharanthus roseus. - Agric. Biol. Chem. 53: 805-811.
31. Sakurai, A. & Fujioka, S. 1993. The current status of physiology and biochemistry of brassinosteroids. - Plant Growth Regul. 13: 147-159.
32. _ & Fujioka, S. 1997. Studies on biosynthesis of brassinosteroids. - Biosci. Biotech. Biochem. (In press)
33. Schmidt, J. S., Voigt, B. & Adam, G. 1995. 2-Deoxybrassinolide - a naturally occurring brassinosteroid from Apium graveolens. - Phytochemistry 40: 1041-1043.
34. Schneider, B., Kolbe, A., Porzel, A. & Adam, G. 1994. A metabolite of 24-epi-brassinolide in cell suspension cultures of Lycopersicon esculentum. - Phytochemistry 36: 319-321.
35. Spengler, B., Schmidt, J., Voigt, B. & Adam, G. 1995. 6-Deoxo-28-norcastasterone and 6-deoxo-24-epicastasterone - two new brassinosteroids from Ornithopus sativus. - Phytochemistry 40: 907-910.
36. Suzuki, H., Fujioka, S., Takatsuto, S., Yokota, T., Murofushi, N. & Sakurai, A. 1993a. Biosynthesis of brassinolide from castasterone in cultured cells of Catharanthus roseus. - J. Plant Growth Regul. 12: 101-106.
37. _ , Kim, S.-K., Takahashi, N. & Yokota, T. 1993b. Metabolism of castasterone and brassinolide in mung bean explants. -Phytochemistry 33: 1361-1367.
38. _ , Fujioka, S., Takatsuto, S., Yokota, T., Murofushi, N. & Sakurai, A. 1994a. Biosynthesis of brassinolide from teasterone via typhasterol and castasterone in cultured cells of Catharanthus roseus. - J. Plant Growth Regul. 13: 21-26.
39. _ , Inoue T., Fujioka, S., Takatsuto, S., Yanagisawa, T., Yokota, T., Murofushi, N. & Sakurai, A. 1994b. Possible involvement of 3-dehydroteasterone in the conversion of teasterone to typhasterol in cultured cells of Catharanthus roseus. - Biosci. Biotech. Biochem. 58: 1186-1188.
40. _ , Fujioka, S., Takatsuto, S., Yokota, T., Murofushi, N. & Sakurai, A. 1995a. Biosynthesis of brassinosteroids in the seedlings of Catharanthus roseus, Nicotiana tabacum, and Oryza sativa. - Biosci. Biotech. Biochem. 59: 168-172.
41. _ , Inoue, T., Fujioka, S., Saito, T., Takatsuto, S., Yokota, T., Murofushi, N., Yanagisawa, T. & Sakurai, A. 1995b. Conversion of 24-methylcholesterol to 6-oxo-24-methylcholestanol, a putative intermediate of the biosynthesis of brassinosteroids, in cultured cells of Catharanthus roseus. -Phytochemistry 40: 1391-1397.
42. Szekeres, M., Nemeth, K., Koncz-Kalman, Z., Mathur, J., Kauschmann, A., Altmann, T., Redei, G. P., Nagy, F., Schell, J. & Koncz, C. 1996. Brassinosteroids rescue the deficiency of CYP90, a cytochrome P450, controlling cell elongation and de-etiolation in Arabidopsis. - Cell 85: 171-182.
43. Takatsuto, S. 1994. Brassinosteroids: Distribution in plants, bioassay and microanalysis by gas chromatography-mass spectrometry. - J. Chromatogr. A 658: 3-15.
44. Yokota, T., Kim, S.-K., Kosaka, Y., Ogino, Y. & Takahashi, N. 1987. Conjugation of brassinosteroids. - In Conjugated Plant Hormones, Structure, Metabolism and Function (K. Schreiber, H. R. Schutte and G. Sembdner, eds), pp. 288-296. VEG Deutcher Verlag der Wissenschaften, Berlin. ISBN 3-910084-001-1.
45. _ , Ogino, Y., Takahashi, N., Saimoto, H., Fujioka, S. & Sakurai, A. 1990. Brassinolide is biosynthesized from castaster-one in Catharanthus roseus crown gall cells. - Agric. Biol. Chem. 54: 1107-1108.
46. _ , Higuchi, K., Kosaka, Y. & Takahashi, N. 1992. Transport and metabolism of brassinosteroids in rice. - In Progress in Plant Growth Regulation (C. M. Karssen, L. C. van Loon and D. Vreugdenhil, eds), pp. 298-305. Kluwer Academic Publishers, Dordrecht. ISBN 0-7923-1617-7
47. _ , Matsuoka, T., Koarai, T. & Nakayama, M. 1996. 2-Deoxybrassinolide, a brassinosteroid from Pisum sativum seed. -Phytochemistry 42: 509-511.
48. _ , Nakayama, M., Wakisaka, T., Schmidt, T. & Adam, G. 1994. 3-Dehydroteasterone, a 3,6-diketobrassinosteroid as a possible biosynthetic intermediate of brassinolide from wheat grain. - Biosci. Biotech. Biochem. 58: 1183-1185.