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Abstract

It was in 1979 when GROVE et al. isolated from pollen of rape (Brassica napus) a highly active plant growth promoter, named it brassinolide and elucidated its structure as (22R,23R,24S)-2α,3α, 22,23-tetrahydroxy-24-methyl-B-homo-6a-oxa-5α-cholestan-6-one (1) by spectroscopic methods including X-ray analysis (1). The original structural features of this compound and its unique high biological activity at very low concentrations stimulated intense research activities in many laboratories. Such efforts were directed towards the search for similar compounds in the plant kingdom, their chemical synthesis, biochemistry and biological mode of action leading up to their practical application in agriculture and horticulture. As a result of this interdisciplinary and rapidly processing research, brassinosteroids can nowadays be regarded as a new class of plant hormones with ubiquitous occurrence in the plant kingdom. Especially, recent molecular biological studies demonstrated their essential role for normal plant growth and development. A series of reviews have been published (2–11). Whereas the first book on brassinosteroid research covers developments up to 1990 (12), two up-to-date publications about this topic have appeared very recently (13, 14). The present article covers the literature up to December 1998 with special consideration of phytochemical, analytical and biochemical aspects.

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References

  1. Grove, M.D., G.F. Spencer, W.K. Rowedder, N. Mandava, J.F. Worley, J.D. Warthen, Jr., G.L. Steffens, J.L. Flippen-Anderson, and J.K. Cook, Jr.: Brassinolide, a Plant Growth-Promoting Steroid Isolated from Brassica napus Pollen. Nature, 281, 216 (1979).

    CAS  Google Scholar 

  2. Yokota, T., and N. Takahashi: Chemistry, Physiology and Agriculture Application of Brassinolide and Related Steroids. In: Plant Growth Substances (M. Bopp, ed.), p. 129. Berlin, Heidelberg, New York: Springer-Verlag. 1986.

    Google Scholar 

  3. Adam, G., and V. Marquardt: Brassinosteroids. Phytochemistry, 25, 1787 (1986).

    CAS  Google Scholar 

  4. Mandava, N.B.: Plant Growth-Promoting Brassinosteroids. Annu. Rev. Plant Physiol. Plant Mol. Biol., 39, 23 (1988).

    CAS  Google Scholar 

  5. Marquardt, V., and G. Adam: Recent Advances in Brassinosteroid Research. In: Chemistry of Plant Protection, 7 (W. Ebing, H. Börner, O. Martin, V. Sjut, H.-J. Stan, and J. Stetter, eds.), p. 103. Berlin, Heidelberg: Springer-Verlag. 1991.

    Google Scholar 

  6. Sakurai, A., and S. Fujioka: The Current Status of Physiology and Biochemistry of Brassinosteroids. Plant Growth Regul., 13, 147 (1993).

    CAS  Google Scholar 

  7. Adam, G., A. Porzel, J. Schmidt, B. Schneider, and B. Voigt: New Developments in Brassinosteroid Research. In: Studies in Natural Products Chemistry (Atta-Ur-Rahman, ed.), p. 495. Amsterdam: Elsevier Science. 1996.

    Google Scholar 

  8. Yokota, T.: Structure, Biosynthesis and Function of Brassinosteroids. Trends Plant Sci., 2, 137 (1997).

    Google Scholar 

  9. Sasse, J.M.: Recent Progress in Brassinosteroid Research. Physiol. Plant., 100, 696 (1997).

    CAS  Google Scholar 

  10. Fujioka, S., and A. Sakurai: Brassinosteroids. Nat. Prod. Rep., 14, 1 (1997).

    CAS  Google Scholar 

  11. Clouse, S.D., and J.M. Sasse: Brassinosteroids: Essential Regulators of Plant Growth and Development. Annu. Rev. Plant Physiol. Plant Mol. Biol., 49, 427 (1998).

    CAS  Google Scholar 

  12. Cutler, H.G., T. Yokota, and G. Adam (eds.): Brassinosteroids — Chemistry, Bioactivity, and Applications, Washington, DC: American Chemical Society. 1991.

    Google Scholar 

  13. Khripach, V.A., V.N. Zhabinskii, and A.E. de Groot: Brassinosteroids — A New Class of Plant Hormones. San Diego: Academic Press. 1999.

    Google Scholar 

  14. Sakurai, A., T. Yokota, and S. Clouse (eds.): Brassinosteroids, Steroidal Plant Hormones. Tokyo: Springer-Verlag. 1999.

    Google Scholar 

  15. Plattner, R.D., S.L. Taylor, and M.D. Grove: Detection of Brassinolide and Castasterone in Alnus glutinosa (European Alder) by Mass Spectrometry/Mass Spectrometry. J. Nat. Prod., 49, 540 (1986).

    CAS  Google Scholar 

  16. Schmidt, J., B. Voigt, and G. Adam: 2-Deoxybrassinolide — A Naturally Occurring Brassinosteroid from Apium graveolens. Phytochemistry, 40, 1041 (1995).

    CAS  Google Scholar 

  17. Fujioka, S., Y.-H. Choi, S. Takatsuto, T. Yokota, J. Li, J. Chory, and A. Sakurai: Identification of Castasterone, 6-Deoxocastasterone, Typhasterol and 6-Deoxotyphasterol from Shoots of Arabidopsis thaliana. Plant Cell Physiol., 37, 1201 (1996).

    CAS  Google Scholar 

  18. Schmidt, J., T. Altmann, and G. Adam: Brassinosteroids from Seeds of Arabidopsis thaliana. Phytochemistry, 45, 1325 (1997).

    CAS  Google Scholar 

  19. Fujioka, S., T. Noguchi, T. Yokota, S. Takatsuto, and S. Yoshida: Brassinosteroids in Arabidopsis thaliana. Phytochemistry, 48, 595 (1998).

    CAS  Google Scholar 

  20. Takatsuto, S.: Brassinosteroids: Distribution in Plants, Bioassay and Microanalysis by Gas Chromatography-Mass Spectrometry. J. Chromatogr. A, 658, 3 (1994).

    CAS  Google Scholar 

  21. Schmidt, J., C. Kuhnt, and G. Adam: Brassinosteroids and Sterols from Beta vulgaris. Phytochemistry, 36, 175 (1994).

    CAS  Google Scholar 

  22. Ikekawa, N., S. Takatsuto, T. Kitsuwa, H. Saito, T. Morishita, and H. Abe: Analysis of Natural Brassinosteroids by Gas Chromatography and Gas Chromatography-Mass Spectrometry. J. Chromatogr., 290, 289 (1984).

    CAS  Google Scholar 

  23. Abe, H., T. Morishita, M. Uchiyama, S. Marumo, K. Munakata, S. Takatsuto, and N. Ikekawa: Identification of Brassinolide-Like Substances in Chinese Cabbage. Agric. Biol. Chem., 46, 2609 (1982).

    CAS  Google Scholar 

  24. Ikekawa, N., S. Takatsuto, S. Marumo, H. Abe, T. Morishita, M. Uchiyama, M. Ikeda, T. Sassa, and T. Kitsuwa: Identification of Brassinolide and its 6-Oxo Analog in Plant Kingdom by Selected Ion Monitoring. Proc. Japan Acad. Ser. B, 59, 9 (1983).

    CAS  Google Scholar 

  25. Abe, H., T. Morishita, M. Uchiyama, S. Takatsuto, N. Ikekawa, M. Ikeda, T. Sassa, T. Kitsuwa, and S. Marumo: Occurrence of Three New Brassinosteroids: Brassinone, (24S)-24-Ethylbrassinone and 28-Norbrassinone, in Higher Plants. Experientia, 39, 351 (1983).

    CAS  Google Scholar 

  26. Takatsuto, S., H. Abe, T. Yokota, K. Shimada, and K. Gamoh: Identification of Castasterone and Teasterone in Seeds of Cannabis sativa L. Nihon Yukagakkaishi, 45, 871 (1996).

    CAS  Google Scholar 

  27. Gamoh, K., H. Abe, K. Shimada, and S. Takatsuto: Liquid Chromatography/Mass Spectrometry with Atmospheric Pressure Chemical Ionization of Free Brassinosteroids. Rap. Commun. Mass Spectrom., 10, 903 (1996).

    CAS  Google Scholar 

  28. Park, K.-H., J.-D. Park, K.-H. Hyun, M. Nakayama, and T. Yokota: Brassinosteroids and Monoglycerides in Immature Seeds of Cassia tora as the Active Principles in the Rice Lamina Inclination Bioassay. Biosci. Biotechnol. Biochem., 58, 1343 (1994).

    CAS  Google Scholar 

  29. Yokota, T., M. Arima, and N. Takahashi: Castasterone, a New Phytosterol with Plant-Hormone Potency, from Chestnut Insect Gall. Tetrahedron Letters, 23, 1275 (1982).

    CAS  Google Scholar 

  30. Arima, M., T. Yokota, and N. Takahashi: Identification and Quantification of Brassinolide-Related Steroids in the Insect Gall and Healthy Tissues of the Chestnut Plant. Phytochemistry, 23, 1587 (1984).

    CAS  Google Scholar 

  31. Ikeda, M., S. Takatsuto, T. Sassa, N. Ikekawa, and M. Nukina: Identification of Brassinolide and its Analogues in Chestnut Gall Tissue. Agric. Biol. Chem., 47, 655 (1983).

    CAS  Google Scholar 

  32. Park, K.-H., H. Saimoto, S. Nakagawa, A. Sakurai, T. Yokota, N. Takahashi, and K. Syono: Occurrence of Brassinolide and Castasterone in Crown Gall Cells of Catharanthus roseus. Agric. Biol. Chem., 53, 805 (1989).

    CAS  Google Scholar 

  33. Choi, Y.-H., T. Inoue, S. Fujioka, H. Saimoto, and A. Sakurai: Identification of Brassinosteroid-Like Substances in Plant Cell Cultures. Biosci. Biotechnol. Biochem., 57, 860 (1993).

    CAS  Google Scholar 

  34. Choi, Y.-H., S. Fujioka, T. Nomura, A. Harada, T. Yokota, S. Takatsuto, and A. Sakurai: An Alternative Brassinolide Biosynthetic Pathway via Late C-6 Oxidation. Phytochemistry, 44, 609 (1997).

    CAS  Google Scholar 

  35. Motegi, C., S. Takatsuto, and K. Gamoh: Identification of Brassinolide and Castasterone in the Pollen of Orange (Citrus sinensis Osbeck). J. Chromatogr. A, 658, 27 (1994).

    CAS  Google Scholar 

  36. Abe, H: Rice-Lamina Inclination, Endogenous Levels in Plant Tissues and Accumulation During Pollen Development of Brassinosteroids. In: ref. 12, p. 200.

    Google Scholar 

  37. Yokota, T., K. Higuchi, N. Takahashi, Y. Kamuro, T. Watanabe, and S. Takatsuto: Identification of Brassinosteroids with Epimeric Substituents and/ or the 23-Oxo Group in Pollen and Anthers of Japanese Cedar. Biosci. Biotechnol. Biochem., 62, 526 (1998).

    CAS  Google Scholar 

  38. Schmidt, J., and G. Adam, unpublished results.

    Google Scholar 

  39. Griffiths, P.G., J.M. Sasse, T. Yokota, and D.W. Cameron: 6-Deoxotyphasterol and 3-Dehydro-6-deoxoteasterone, Possible Precursors to Brassinosteroids in the Pollen of Cupressus arizonica. Biosci. Biotechnol. Biochem., 59, 956 (1995).

    CAS  Google Scholar 

  40. Schmidt, J., A. Porzel, and G. Adam: Brassinosteroids and a Pregnane Glucoside from Daucus carota. Phytochem. Anal., 9, 14 (1998).

    CAS  Google Scholar 

  41. Yokota, T.: Study on Bioorganic Chemistry of Natural Brassinosteroids. Chem. Regul. Plants, Tokyo (Shokobutsu no Kagaku Chosetsu), 22, 10 (1987).

    CAS  Google Scholar 

  42. Abe, H., C. Honjo, Y. Kyokawa, S. Asakawa, M. Natsume, and M. Narushima: 3-Oxoteasterone and the Epimerization of Teasterone: Identification in Lily Anthers and Distylium racemosum Leaves and its Biotransformation into Typhasterol. Biosci. Biotechnol. Biochem., 58, 986 (1994).

    CAS  Google Scholar 

  43. Yokota, T., J. Baba, and N. Takahashi: A new Steroidal Lactone with Plant Growth-Regulatory Activity from Dolichos lablab Seed. Tetrahedron Letters, 23, 4965 (1982).

    CAS  Google Scholar 

  44. Baba, J., T. Yokota, and N. Takahashi: Brassinolide-Related New Bioactive Steroids from Dolichos lablab Seed. Agric. Biol. Chem., 47, 659 (1983).

    CAS  Google Scholar 

  45. Yokota, T., J. Baba, and N. Takahashi: Brassinolide-related Bioactive Sterols in Dolichos lablab: Brassinolide, Castasterone and a New Analog, Homodolicholide. Agric. Biol. Chem., 47, 1409 (1983).

    CAS  Google Scholar 

  46. Yokota, T., J. Baba, S. Koba, and N. Takahashi: Purification and Separation of Eight Steroidal Plant Growth Regulators from Dolichos lablab Seed. Agric. Biol. Chem., 48, 2529 (1984).

    CAS  Google Scholar 

  47. Takatsuto, S., H. Abe, and K. Gamoh: Evidence for Brassinosteroids in Strobilus of Equisetum arvense L. Agric. Biol. Chem., 54, 1057 (1990).

    CAS  Google Scholar 

  48. Yasuta, E., T. Terahata, M. Nakayama, H. Abe, S. Takatsuto, and T. Yokota: Free and Conjugated Brassinosteroids in the Pollen and Anthers of Erythronium japonicum Decne. Biosci. Biotechnol. Biochem., 59, 2156 (1995).

    CAS  Google Scholar 

  49. Takatsuto, S., K. Omote, K. Gamoh, and M. Ishibashi: Identification of Brassinolide and Castasterone in Buckwheat (Fagopyrum esculentum Moench) Pollen. Agric. Biol. Chem., 54, 757 (1990).

    CAS  Google Scholar 

  50. Takatsuto, S., H. Abe, K. Shimada, M. Nakayama, and T. Yokota: Identification of Teasterone and 4-Desmethylsterols in the Seeds of Ginkgo biloba L. Nihon Yukagakkaishi, 45, 1349 (1996).

    CAS  Google Scholar 

  51. Schmidt, J., F. Böhme, and G. Adam: 24-Epibrassinolide from Gypsophila perfoliata. Z. Naturforsch., 51c, 897 (1996).

    Google Scholar 

  52. Takatsuto, S., T. Yokota, K. Omote, K. Gamoh, and N. Takahashi: Identification of Brassinolide, Castasterone and Norcastasterone (Brassinone) in Sunflower (Helianthus annuus L.) Pollen. Agric. Biol. Chem., 53, 2177 (1989).

    CAS  Google Scholar 

  53. Yokota, T., S.-K. Kim, Y Fukui, N. Takahashi, Y Takeuchi, and T. Takematsu: Brassinosteroids and Sterols from a Green Alga, Hydrodictyon reticulatum: Configuration at C-24. Phytochemistry, 26, 503 (1987).

    CAS  Google Scholar 

  54. Suzuki, H., S. Fujioka, T. Yokota, N. Murofushi, and A. Sakurai: Identification of Brassinolide, Castasterone, Typhasterol, and Teasterone from the Pollen of Lilium elegans. Biosci. Biotechnol. Biochem., 58, 2075 (1994).

    CAS  Google Scholar 

  55. Asakawa, S., H. Abe, Y Kyokawa, S. Nakamura, and M. Natsume: Teasterone 3-myristate: A New Type of Brassinosteroid Derivative in Lilium longiflorum Anthers. Biosci. Biotechnol. Biochem., 58, 219 (1994).

    CAS  Google Scholar 

  56. Asakawa, S., H. Abe, N. Nishikawa, M. Natsume, and M. Koshioka: Purification and Identification of New Acyl-conjugated Teasterones in Lily Pollen. Biosci. Biotechnol. Biochem., 60, 1416 (1996).

    CAS  Google Scholar 

  57. Taylor, P.E., K. Spuck, P.M. Smith, J.M. Sasse, T. Yokota, P.G. Griffiths, and D.W. Cameron: Detection of Brassinosteroids in Pollen of Lolium perenne by Immunocytochemistry. Planta, 189, 91 (1993).

    CAS  Google Scholar 

  58. Yokota, T., T. Nomura, and M. Nakayama: Identification of Brassinosteroids that Appear to be Derived from Campesterol and Cholesterol in Tomato Shoots. Plant Cell Physiol., 38, 1291 (1997).

    CAS  Google Scholar 

  59. Friebe, A., A. Volz, J. Schmidt, B. Voigt, G. Adam, and H. Schnabl: 24-Episecasterone and 24-epi-Castasterone from Lychnis viscaria Seeds. In press.

    Google Scholar 

  60. Schmidt, J., B. Spengler, T. Yokota, and G. Adam: The Co-Occurrence of Castasterone and 24-Epicastasterone in Seeds of Ornithopus sativus. Phytochemistry, 32, 1614 (1993).

    CAS  Google Scholar 

  61. Spengler, B., J. Schmidt, B. Voigt, and G. Adam: 6-Deoxo-28-norcastasterone and 6-Deoxo-24-epicastasterone — Two New Brassinosteroids from Ornithopus sativus. Phytochemistry, 40, 907 (1995).

    CAS  Google Scholar 

  62. Abe, H., K. Nakamura, T. Morishita, M. Uchiyama, S. Takatsuto, and N. Ikekawa: Endogenous Brassinosteroids of the Rice Plant: Castasterone and Dolichosterone. Agric. Biol. Chem., 48, 1103 (1984).

    CAS  Google Scholar 

  63. Abe, H., S. Takatsuto, M. Nakayama, and T. Yokota: 28-Homotyphasterol, a New Natural Brassinosteroid from Rice (Oryza sativa L.) Bran. Biosci. Biotechnol. Biochem., 59, 176 (1995).

    CAS  Google Scholar 

  64. Park, K.-H., J.-D. Park, K.-H. Hyun, M. Nakayama, and T. Yokota: Brassinosteroids and Monoglycerides with Brassinosteroid-Like Activity in Immature Seeds of Oryza sativa and Perilla frutescens and in Cultured Cells of Nicotiana tabacum. Biosci. Biotechnol. Biochem., 58, 2241 (1994).

    CAS  Google Scholar 

  65. Shimada, K., H. Abe, S. Takatsuto, M. Nakayama, and T. Yokota: Identification of Castasterone and Teasterone from Seeds of Canary Grass (Phalaris canariensis). Rec. Res. Develop. Chem. Pharm. Sci., 1, 1 (1996).

    Google Scholar 

  66. Suzuki, Y, I. Yamaguchi, and N. Takahashi: Identification of Castasterone and Brassinone from Immature Seeds of Pharbitis purpurea. Agric. Biol. Chem., 49, 49 (1985).

    CAS  Google Scholar 

  67. Yokota, T., S.-K. Kim, Y. Ogino, and N. Takahashi: Various Brassinosteroids from Phaseolus vulgaris Seeds: Structures and Biological Activity. Proc. 14th Annual Meeting Plant Growth Regulator Society of America, Honolulu, p. 28. 1987.

    Google Scholar 

  68. Yokota, T., S.-K. Kim, Y. Kosaka, Y. Ogino, and N. Takahashi: Conjugation of Brassinosteroids. In: Conjugated Plant Hormones — Structure, Metabolism and function (K. Schreiber, H.-R. Schütte, and G. Sembdner, eds), Proc. International Symposium, Berlin. VEB Deutscher Verlag der Wissenschaften. p. 288. 1987.

    Google Scholar 

  69. Kim, S.-K.: Natural Occurrences of Brassinosteroids. In: ref. 12, p. 26.

    Google Scholar 

  70. Yokota, T., M. Morita, and N. Takahashi: 6-Deoxocastasterone and 6-Deoxo-dolichosterone: Putative Precursors for Brassinolide-Related Steroids from Phaseolus vulgaris. Agric. Biol. Chem., 47, 2149 (1983).

    CAS  Google Scholar 

  71. Yokota, T., S. Koba, S.-K. Kim, S. Takatsuto, N. Ikekawa, M. Sakakibara, K. Okada, K. Mori, and N. Takahashi: Diverse Structural Variations of the Brassinosteroids in Phaseolus vulgaris Seed. Agric. Biol. Chem., 51, 1625 (1987).

    CAS  Google Scholar 

  72. Kim, S.-K., T. Yokota, and N. Takahashi: 25-Methyldolichosterone, a New Brassinosteroid with a Tertiary Butyl Group from Immature Seeds of Phaseolus vulgaris. Agric. Biol. Chem., 51, 2303 (1987).

    CAS  Google Scholar 

  73. Zaki, A.K., J. Schmidt, F.M. Hammouda, and G. Adam: Steroidal Constituents from Pollen Grains of Phoenix dactylifera. Planta Med. (Suppl.), 59, A 613 (1993).

    Google Scholar 

  74. Yokota, T., M. Arima, N. Takahashi, and A. Croizier: Steroidal Plant Growth Regulators, Castasterone and Typhasterol (2-Deoxycastasterone) from the Shoots of Sitka Spruce (Picea sitchensis). Phytochemistry, 24, 1333 (1985).

    CAS  Google Scholar 

  75. Kim, S.-K., H. Abe, C.H.A. Little, and R.P. Pharis: Identification of Two Brassinosteroids from the Cambial Region Scots Pine (Pinus silverstris) by Gas Chromatography-Mass Spectrometry, after Detection using a Dwarf Rice Lamina Inclination Bioassay. Plant Physiol., 94, 1709 (1990).

    CAS  Google Scholar 

  76. Yokota, T., M. Arima, N. Takahashi, S. Takatsuto, N. Ikekawa and T. Takematsu: 2-Deoxycastasterone, a new Brassinolide-Related Bioactive Steroid from Pinus Pollen. Agric. Biol. Chem., 47, 2419 (1983).

    CAS  Google Scholar 

  77. Yokota, T., T. Matsuoka, T. Koarai, and M. Nakayama: 2-Deoxybrassinolide, a Brassinosteroid from Pisum sativum Seed. Phytochemistry, 42, 509 (1996).

    CAS  Google Scholar 

  78. Takahito, N., M. Nakayama, J. B. Reid, Y. Takeuchi, and T. Yokota: Blockage of Brassinosteroid Biosynthesis and Sensitivity Causes Dwarfism in Garden Pea. Plant Physiol., 113, 31 (1997).

    Google Scholar 

  79. Schmidt, J., T. Yokota, G. Adam, and N. Takahashi: Castasterone and Brassinolide in Raphanus sativus Seeds. Phytochemistry, 30, 364 (1991).

    CAS  Google Scholar 

  80. Schmidt, J., T. Yokota, B. Spengler, and G. Adam: 28-Homoteasterone — a new Naturally Occurring Brassinosteroid from Seeds of Raphanus sativus. Phytochemistry, 34, 391 (1993).

    CAS  Google Scholar 

  81. Schmidt, J., U. Himmelreich, and G. Adam: Brassinosteroids, Sterols and Lup-20(29)-en-2α,3β,28-triol horn Rheum rhabarbarum. Phytochemistry, 40, 527 (1995).

    CAS  Google Scholar 

  82. Abe, H., S. Takatsuto, R. Okuda, and T. Yokota: Identification of Castasterone, 6-Deoxocastasterone and Typhasterol in the Pollen of Robinia pseudo-acacia L. Biosci. Biotechnol. Biochem., 59, 309 (1995).

    CAS  Google Scholar 

  83. Schmidt, J., B. Spengler, T. Yokota, M. Nakayama, S. Takatsuto, B. Voigt, and G. Adam: Secasterone, the First Naturally Occurring 2,3-Epoxybrassinosteroid from Secale cereale. Phytochemistry, 38, 1095 (1995).

    CAS  Google Scholar 

  84. Morishita, T., H. Abe, M. Uchiyama, S. Marumo, S. Takatsuto, and N. Ikekawa: Evidence for Plant Growth Promoting Brassinosteroids in Leaves of Thea sinensis. Phytochemistry, 22, 1051 (1983).

    CAS  Google Scholar 

  85. Abe, H., T. Morishita, M. Uchiyama, S. Takatsuto, and N. Ikekawa: A new Brassinolide-Related Steroid in Leaves of Thea sinensis. Agric. Biol. Chem., 48, 2171 (1984).

    CAS  Google Scholar 

  86. Yokota, T., M. Nakayama, T. Wakisaki, J. Schmidt, and G. Adam: 3-Dehydro-teasterone, a 3,6-Diketobrassinosteroid as a Possible Biosynthetic Intermediate of Brassinolide from Wheat Grain. Biosci. Biotechnol. Biochem. 58, 1183 (1994).

    CAS  Google Scholar 

  87. Schneider, J.A., K. Yoshihara, K. Nakanishi, and N. Kato: Typhasterol (2-Deoxycastasterone): A New Plant Growth Regulator from Cat-Tail Pollen. Tetrahedron Letters, 24, 3859 (1983).

    CAS  Google Scholar 

  88. Park, K.-H., T. Yokota, A. Sakurai, and N. Takahashi: Occurrence of Castasterone, Brassinolide and Methyl 4-Chloroindole-3-acetate in Immature Vicia faba Seeds. Agric. Biol. Chem., 51, 3081 (1987).

    CAS  Google Scholar 

  89. Ikekawa, N., F. Nishiyama, and Y. Fujimoto: Identification of 24-Epibrassinolide in Bee Pollen of the Broad Bean, Vicia faba L.. Chem. Pharm. Bull., 36, 405 (1988).

    CAS  Google Scholar 

  90. Gamoh, K., N. Omote, N. Okamoto, and S. Takatsuto: High-Performance Liquid Chromatography of Brassinosteroids in Plants with Derivatization Using 9-Phenan-threneboronic Acid. J. Chromatogr., 469, 424 (1989).

    CAS  Google Scholar 

  91. Suzuki, Y, I. Yamaguchi, T. Yokota, and N. Takahashi: Identification of Castasterone, Typhasterol and Teasterone from the Pollen of Zea mays. Agric. Biol. Chem., 50, 3133 (1986).

    CAS  Google Scholar 

  92. Gamoh, K., N. Okamoto, S. Takatsuto, and I. Teijima: Determination of Traces of Natural Brassinosteroids as Dansylaminophenylboronates by Liquid Chromatography with Fluorimetric Detection. Anal. Chim. Acta, 228, 101 (1990).

    CAS  Google Scholar 

  93. Park, K.-H., S.-J. Kim, and T. Yokota: Identification of Brassinosteroids in Immature Seeds of Zea mays by GC-MS Analysis. Han’guk Nonghwa Hakhoechi, 38, 179 (1995).

    CAS  Google Scholar 

  94. Wada, K., S. Marumo, N. Ikekawa, M. Morisaki, and K. Mori: Brassinolide and Homobrassinolide Promotion of Lamina Inclination of Rice Seedlings. Plant Cell Physiol., 22, 323 (1981).

    CAS  Google Scholar 

  95. Wada, K., S. Marumo, H. Abe, T. Morishita, K. Nakamura, M. Uchiyama, and K. Mori: A Rice Lamina Inclination Test — a Micro-Quantitative Bioassay for Brassinosteroids. Agric. Biol. Chem., 48, 719 (1984).

    CAS  Google Scholar 

  96. Wada, K., H. Kondo, and S. Marumo: A Simple Bioassay of Brassinosteroids: A Wheat Leaf-Unrolling Test. Agric. Biol Chem., 49, 2249 (1985).

    CAS  Google Scholar 

  97. Yokota, T., S. Watanabe, Y. Ogino, I. Yamaguchi, and N. Takahashi: Radioimmunoassay for Brassinosteroids and its Use for Comparative Analysis of Brassinosteroids in Stems and Seeds of Phaseolus vulgaris. J. Plant Growth Regul., 9, 151 (1990).

    CAS  Google Scholar 

  98. Takatsuto, S., B. Ying, M. Morisaki, and N. Ikekawa: Microanalysis of Brassinolide and its Analogues by Gas Chromatography and Gas Chromatography-Mass Spectrometry. J. Chromatogr., 239, 233 (1982).

    CAS  Google Scholar 

  99. Ikekawa, N., and S. Takatsuto: Microanalysis of Brassinosteroids in Plants by Gas Chromatography/Mass Spectrometry. Mass Spectroscopy (Japan), 32, 55 (1984).

    CAS  Google Scholar 

  100. Schmidt, J., B. Spengler, B. Voigt, and G. Adam: New Brassinosteroids from European Cultivated Plants. Proc. 23rd Annual Meeting Plant Growth Regulator Society of America, Calgary, p. 61. 1996.

    Google Scholar 

  101. Goad, L.J.: Phytosterols. In: Methods in Plant Biochemistry (P.M. Dey, and J.B. Harborne, eds.), p. 369. London: Academic Press. 1991.

    Google Scholar 

  102. Gamoh, K., T. Kitsuwa, S. Takatsuto, Y. Fujimoto, and N. Ikekawa: Determination of Trace Brassinosteroids by High Performance Liquid Chromatography. Anal. Sci., 4, 533 (1988).

    CAS  Google Scholar 

  103. Gamoh, K., and S. Takatsuto: A Boronic Acid Derivative as a Highly Sensitive Fluorescence Derivatization Reagent for Brassinosteroids in Liquid Chromatography. Anal. Chim. Acta, 222, 201 (1989).

    CAS  Google Scholar 

  104. Gamoh, K., S. Takatsuto, and N. Ikekawa: Effective Separation of C-24 Epimeric Brassinosteroids by Liquid Chromatography. Anal. Chim. Acta, 256, 319 (1992).

    CAS  Google Scholar 

  105. Gamoh, K., H. Sawamoto, S. Takatsuto, Y. Watabe, and H. Arimoto: Ferroceneboronic Acid as a Derivatization Reagent for the Determination of Brassinosteroids by High-Performance Liquid Chromatography with Electrochemical Detection. J. Chromatogr., 515, 227 (1990).

    CAS  Google Scholar 

  106. Gamoh, K., M.C. Prescott, L.J. Goad, and S. Takatsuto: Analysis of Brassinosteroids by Liquid Chromatography-Mass Spectrometry. Bunseki Kagaku, 45, 523 (1996).

    CAS  Google Scholar 

  107. Porzel, A., V. Marquardt, G. Adam, G. Massiot, and D. Zeigan: 1H and 13C NMR Analysis of Brassinosteroids. Magn. Res. Chem., 30, 651 (1992).

    CAS  Google Scholar 

  108. Ando, T., M. Aburatani, N. Koseki, S. Asakawa, T. Mouri, and H. Abe: 13CNMR Assignments of Brassinosteroids by Two-Dimensional Techniques. Magn. Res. Chem., 31, 94 (1993).

    CAS  Google Scholar 

  109. Fung, S., and J.B. Siddall: Stereoselective Synthesis of Brassinolide: A Plant Promoting Steroidal Lactone. J. Amer. Chem. Soc., 102, 6581 (1980).

    Google Scholar 

  110. Ishiguro, M., S. Takatsuto, M. Morisaki, and N. Ikekawa: Synthesis of Brassinolide, a Steroidal Lactone with Plant Growth Promoting Activity. Chem. Comm., 20, 962 (1980).

    Google Scholar 

  111. Thompson, M.J., N.B. Mandava, W.J. Meudt, W.R. Lusby, and D.W. Spaulding: Synthesis and Biological Activity of Brassinolide and its 22β,23β-lsomer: Novel Plant Growth Steroids. Steroids, 38, 567 (1981).

    CAS  Google Scholar 

  112. Zhou, W.-S.: Synthesis of Brassinosteroid. Pure Appl. Chem., 61, 431 (1989).

    CAS  Google Scholar 

  113. Lakhvich, F.A., V.A. Khripach, and V.N. Zhabinskii: Synthesis of Brassinosteroids — A New Class of Plant Hormones. Usp. Khim. 60, 1299 (1991).

    Google Scholar 

  114. Back, T.G.: Stereoselective Synthesis of Brassinosteroids. In: Studies in Natural Products Chemistry (Atta-Ur-Rahman, ed.), p. 321. Amsterdam: Elsevier Science. 1995.

    Google Scholar 

  115. Jiang, B., L. Huang, W. Tian, and W. Zhou: Methods for Construction of Side Chain of Brassinosteroids and Application to Synthesis of Brassinosteroids. In: Studies in Natural Products Chemistry (Atta-Ur-Rahman, ed.), p. 245. Amsterdam: Elsevier Science. 1997.

    Google Scholar 

  116. Kovganko, N.V., and S.K. Ananich: Advances in the Chemical Synthesis of Brassinosteroids. Chem. Nat. Comp., 33, 389 (1997).

    CAS  Google Scholar 

  117. Mcmorris, T.C.: Chemical Synthesis of Brassinosteroids. In: ref. 14, p. 69.

    Google Scholar 

  118. Watanabe, T., S. Takatsuto, S. Fujioka, and A. Sakurai: Improved Synthesis of Castasterone and Brassinolide. J. Chem. Research (S), 360 (1997).

    Google Scholar 

  119. Okada, K., and K. Mori: Synthesis of Brassinolide Analogs and Their Plant Growth-Promoting Activity. Agric. Biol. Chem., 47, 89 (1983).

    CAS  Google Scholar 

  120. Amberg, W., Y.L. Bennani, R.K. Chadha, G.A. Crispino, W.D. Davis, J. Hartung, K.-S. Jeong, Y. Ogino, T. Shibata, and K.B. Sharpless: Synthesis and Crystal Structure of the Cinchona Alkaloid Derivatives used as Ligands in the Osmium-Catalyzed Asymmetric Dihydroxylation of Olefins. J. Org. Chem., 58, 844 (1993).

    CAS  Google Scholar 

  121. Marino, J.P., A. Dedios, L.J. Anna, and R.F. Delapradilla: Highly Stereocon-trolled Formal Synthesis of Brassinolide via Chiral Sulfoxide-Directed SN2′ Reactions. J. Org. Chem., 61, 109 (1996).

    CAS  Google Scholar 

  122. Mcmorris, T.C., and P.A. Patil: Improved Synthesis of 24-Epibrassinolide from Ergosterol. J. Org. Chem., 58, 2338 (1993).

    CAS  Google Scholar 

  123. Sakurai, A. and S. Fujioka: Studies on Biosynthesis of Brassinosteroids. Biosci. Biotech. Biochem., 61, 757 (1997).

    CAS  Google Scholar 

  124. Sakurai, A.: Biosynthesis. In: ref. 14, p. 91.

    Google Scholar 

  125. Suzuki, H., T. Inoue, S. Fujioka, T. Saito, S. Takatsuto, T. Yokota, N. Murofushi, T. Yanagisawa, and A. Sakurai: Conversion of 24-Methylcho-lesterol to 6-Oxo-24-methylcholestanol, a Putative Intermediate of the Biosynthesis of Brassinosteroids, in Cultured Cells of Catharanthus roseus. Phytochemistry, 40, 1391 (1995).

    CAS  Google Scholar 

  126. Fujioka, S., T. Inoue, S. Takatsuto, T. Yanagisawa, T. Yokota, and A. Sakurai: Identification of a New Brassinosteroid, Cathasterone, in Cultured Cells of Catharanthus roseus as a Biosynthetic Precursor of Teasterone. Biosci. Biotech. Biochem., 59, 1543 (1995).

    CAS  Google Scholar 

  127. Suzuki, H., S. Fujioka, S. Takatsuto, T. Yokota, N. Murofushi, and A. Sakurai: Biosynthesis of Brassinolide from Teasterone via Typhasterol and Castasterone in Cultured Cells of Catharanthus roseus. J. Plant Growth Regul. 13, 21 (1994).

    CAS  Google Scholar 

  128. Yokota, T., Y. Ogino, N. Takahashi, H. Saimoto, S. Fujioka, and A. Sakurai: Brassinolide is Biosynthesized from Castasterone in Catharanthus roseus Crown Gall Cells. Agric. Biol. Chem. 54, 1107 (1990).

    CAS  Google Scholar 

  129. Suzuki, H., S. Fujioka, S. Takatsuto, T. Yokota, N. Murofushi, and A. Sakurai: Biosynthesis of Brassinolide from Castasterone in Cultured Cells of Catharanthus roseus. J. Plant Growth Regul. 12, 101 (1993).

    CAS  Google Scholar 

  130. Fujioka, S., T. Inoue, S. Takatsuto, T. Yanagisawa, T. Yokota, and A. Sakurai: Biological Activities of Biosynthetically-Related Congeners of Brassinolide. Biosci. Biotech. Biochem., 59, 1973 (1995).

    CAS  Google Scholar 

  131. Choi, Y.-K., S. Fujioka, A. Harada, T. Yokota, S. Takatsuto, and A. Sakurai: A Brassinolide Biosynthetic Pathway via 6-Deoxocastastrone. Phytochemistry, 43, 593 (1996).

    CAS  Google Scholar 

  132. Suzuki, H., S. Fujioka, S. Takatsuto, T. Yokota, N. Murofushi, and A. Sakurai: Biosynthesis of Brassinolide in Seedlings of Catharanthus roseus, Nicotiana tabacum and Oryza sativa. Biosci. Biotech. Biochem., 59, 168 (1995).

    CAS  Google Scholar 

  133. Suzuki, H., T. Inoue, S. Fujioka, S. Takatsuto, T. Yanagisawa, T. Yokota, N. Murofushi, and A. Sakurai: Possible Involvement of 3-Dehydroteasterone in the Conversion of Teasterone to Typhasterol in Cultured Cells of Catharanthus roseus. Biosci. Biotech. Biochem. 58, 1186 (1994).

    CAS  Google Scholar 

  134. Kolbe, A., B. Schneider, A. Porzel, and G. Adam: Metabolic Inversion of the 3-Hydroxy Function in Brassinosteroids. Phytochemistry, 48, 467 (1998).

    CAS  Google Scholar 

  135. Adam, G., and B. Schneider: Uptake, Transport and Metabolism. In: ref. 14, p. 113.

    Google Scholar 

  136. Schneider, B., and G. Adam: A Metabolite of 24-epi-Brassinolide in Cell Suspension Cultures of Lycopersicon esculentum. Phytochemistry, 36, 319 (1994).

    CAS  Google Scholar 

  137. Yokota, T., Y. Ogino, H. Suzuki, N. Takahashi, H. Saimoto, S. Fujioka, and A. Sakurai: Metabolism and Biosynthesis of Brassinosteroids. In: ref. 12, p. 86.

    Google Scholar 

  138. Hai, T., B. Schneider, and G. Adam: Metabolic Conversion of 24-epi-Brassinolide into Pentahydroxylated Brassinosteroid Glucosides in Tomato Cell Cultures. Phytochemistry, 40, 443 (1995).

    CAS  Google Scholar 

  139. Hai, T., B. Schneider, A. Porzel, and G. Adam: Metabolism of 24-epi-Castasterone in Cell Suspension Cultures of Lycopersicon esculentum. Phytochemistry, 41, 197 (1996).

    CAS  Google Scholar 

  140. Winter, J., B. Schneider, D. Strack, and G. Adam: Role of a Cytochrome P450-Dependent Monooxygenase in the Hydroxylation of 24-epi-Brassinolide. Phytochemistry, 45, 233 (1997).

    Google Scholar 

  141. Kolbe, A., B. Schneider, A. Porzel, and G. Adam: Metabolism of 24-epi-Castasterone and 24-epi-Brassinolide in Cell Suspension Cultures of Ornithopus sativus. Phytochemistry, 41, 163 (1996).

    CAS  Google Scholar 

  142. Kolbe, A., B. Schneider, A. Porzel, J. Schmidt, and G. Adam: Acyl-Conjugated Metabolites of Brassinosteroids in Cell Suspension Cultures of Ornithopus sativus. Phytochemistry, 38, 633 (1995).

    CAS  Google Scholar 

  143. Kolbe, A., B. Schneider, A. Porzel, B. Voigt, G. Krauss, and G. Adam: Pregnane-Type Metabolites of Brassinosteroids in Cell Suspension Cultures of Ornithopus sativus. Phytochemistry, 36, 671 (1994).

    CAS  Google Scholar 

  144. Galbraith, M.N., D.H.S. Horn, E.J. Middleton, J.A. Thomson, J.B. Siddall, and W. Hafferl: The Catabolism of Crustecdysone in the Blowfly Calliphora stygia. J. Chem. Soc. Chem. Commun., 1134 (1969).

    Google Scholar 

  145. Lachaise, F., and R. Lafont: Ecdysteroid Metabolism in a Crab: Carcinus maenas. Steroids, 43, 243 (1984).

    CAS  Google Scholar 

  146. Meudt, W.J.: Chemical and Biological Aspects of Brassinolide. In: Ecology and Metabolism of Plant Lipids (G. Fuller, ed.), p. 53. Washington DC: American Chemical Society. 1987.

    Google Scholar 

  147. Adam, G., and U. Petzold: Brassinosteroide — eine neue Phytohormon-Gruppe? Naturwissenschaften, 81, 210 (1994).

    CAS  Google Scholar 

  148. Brosa, C.: Biological Effects of Brassinosteroids. In: Biochemistry and Function of Sterols (E.J. Parish, and W.D. Nes, eds.), p. 201. Boca Raton: CRC Press. 1997.

    Google Scholar 

  149. Sasse, J.: Physiological Actions of Brassinosteroids. In: ref. 14, p. 137.

    Google Scholar 

  150. Takatsuto, S., N. Yazawa, N. Ikekawa, T. Takematsu, Y. Takeuchi, and M. Koguchi: Structure-Activity Relationship of Brassinosteroids. Phytochemistry, 22, 2437 (1983).

    CAS  Google Scholar 

  151. Takatsuto, S., N. Ikekawa, T. Morishita, and H. Abe: Structure-Activity Relationship of Brassinosteroids with Respect to the A/B-Ring Functional Groups. Chem. Pharm. Bull., 39, 211 (1987).

    Google Scholar 

  152. Yokota, T., and K. Mori: Molecular Structure and Biological Activity of Brassinolide and Related Brassinosteroids. In: Molecular Structure and Biological Activity of Steroids (M. Bohl, and W.L. Duax, eds.), p. 317. Boca Raton: CRC. 1992.

    Google Scholar 

  153. Brosa, C.: Structure-Activity Relationship. In: ref 14, p. 191.

    Google Scholar 

  154. Brosa, C., J.M. Capdevila, and I. Zamora: Brassinosteroids: A New Way to Define the Structural Requirements. Tetrahedron, 52, 2435 (1996).

    CAS  Google Scholar 

  155. Brosa, C., I. Zamora, E. Terricabras, L. Soca, R. Peracaula, and C. Rodriguez-Santamarta: Synthesis and Molecular Modeling: Related Approaches to Progress in Brassinosteroid Research. Lipids, 32, 1341 (1997).

    CAS  Google Scholar 

  156. Stoldt, M., A. Porzel, G. Adam, and W. Brandt: Side Chain Conformation of the Growth-Promoting Phytohormones Brassinolide and 24-Epibrassinolide. Magn. Reson. Chem., 35, 629 (1997).

    CAS  Google Scholar 

  157. Drosihn, S., A. Porzel, B. Voigt, W. Brandt, C. Wagner, K. Merzweiler, and G. Adam: Conformational Studies of Two New Brassinosteroid Analogues with a 22,23-trans Diol Function. J. Chem. Soc., Perkin Trans. 2, (in press).

    Google Scholar 

  158. Hamada, K.: Brassinolide: Some Effects for Crop Cultivations. In: Plant Growth Regulators in Agriculture, p. 188. Taipei: FFTC Book Ser. 34. 1986.

    Google Scholar 

  159. Ikekawa, N., and Y.-J. Zhao: Application of 24-Epibrassinolide in Agriculture. In: ref. 12, p. 280.

    Google Scholar 

  160. Cutler, H.G.: Advances in the Use of Brassinosteroids. In: Natural and Engineering Pest Management Agents (P.A. Hedin, J.J. Menn, and R.M. Hollingworth, eds.), p. 85. Washington DC: American Chemical Society. 1994.

    Google Scholar 

  161. Ramraj, V.M., B.N. Vyas, N.B. Godrej, K.B. Mistry, B.N. Swami, and N. Singh: Effects of 28-Homobrassinolide on Yields of Wheat, Rice, Groundnut, Mustard, Potato and Cotton. J. Agr. Sci., 128, 405 (1997).

    CAS  Google Scholar 

  162. Kamuro, Y., and S. Takatsuto: Practical Application of Brassinosteroids in Agricultural Fields. In: ref. 14, p. 223.

    Google Scholar 

  163. Takatsuto, S., F. Futatsuya, K. Kobayashi, and H. Satoh: Synthesis and Biological Activity of 22,23-Epoxybrassinosteroid-2,3-diacetates. Agric. Biol. Chem., 53, 263 (1989).

    CAS  Google Scholar 

  164. Clouse, S.D.: Molecular Genetic Studies Confirm the Role of Brassinosteroids in Plant Growth and Development. Plant Journal, 10, 1 (1996).

    CAS  Google Scholar 

  165. Szekeres, M., and C. Koncz: Biochemical and Genetic Analysis of Brassinosteroid Metabolism and Function in Arabidopsis. Plant Phys. Biochem., 36, 145 (1998).

    CAS  Google Scholar 

  166. Altmann, T.: Molecular Physiology of Brassinosteroids Revealed by the Analysis of Mutants. Planta, 208, 1 (1999).

    CAS  Google Scholar 

  167. Clouse, S.D., and K.A. Feldman: Molecular Genetics of Brassinosteroid Action. In: ref. 14, p.163.

    Google Scholar 

  168. Li, J., P. Nagpal, V. Vitard, T.C. Mcmorris, and J. Chory, A Role of Brassinos-teroids in Light Dependent Development of Arabidopsis. Science, 272, 398 (1996).

    CAS  Google Scholar 

  169. Chory, J., M. Chatterjee, R.K. Cook, T. Elich, C. Fankhauser, J. Li, P. Nagpal, M. Neff, A. Pepper, O. Poole, J. Reed, and V. Vitard: From Seed Germination to Flowering, Light Controls Plant Development via the Pigment Phytochrome. Proc. Natl. Acad. Sci. USA, 93, 12066 (1996).

    CAS  Google Scholar 

  170. Fujioka, S., J. Li, Y.-H. Choi, H. Seto, S. Takatsuto, T. Noguchi, T. Watanabe, H. Kuriyama, T. Yokota, J. Chory, and A. Sakurai: The, Arabidopsis deetiolated2 Mutant is Blocked Early in Brassinosteroid Biosynthesis. Plant Cell, 9, 1951 (1997).

    CAS  Google Scholar 

  171. Szekeres, M., K. Németh, Z. Koncz-Kálman, J. Mathur, A. Kauschmann, T. Altmann, G.P. Rédei, F. Nagy, J. Schell, and C. Koncz: Brassinosteroids Rescue the Deficiency of CYP90, a Cytochrome P450, Controlling Cell Elongation and Deetiolation in Arabidopsis. Cell, 85, 171 (1996).

    CAS  Google Scholar 

  172. Kauschmann, A., A. Jessop, C. Koncz, M. Szekeres, L. Willmitzer, and T. Altmann: Genetic Evidence for an Essential Role of Brassinosteroids in Plant Development. Plant Journal, 9, 701 (1996).

    CAS  Google Scholar 

  173. Mathur, J., G. Molnár, S. Fujioka, S. Takatsuto, A. Sakurai, T. Yokota, G. Adam, B. Voigt, F. Nagy, C. Maas, J. Schell, C. Koncz, and M. Szekeres: Transcription of the Arabidopsis CPD Gene, Encoding a Steroidogenic P450, is Negatively Controlled by Brassinosteroids. Plant Journal, 14, 593 (1998).

    CAS  Google Scholar 

  174. Choe, S., B.P. Dilkes, S. Fujioka, S. Takatsuto, A. Sakurai, and K.A. Feldman: The dwf4 Gene of Arabidopsis Encodes a Cytochrome P450 that Mediates Multiple 22α-Hydroxylation Steps in Brassinosteroid Biosynthesis. Plant Cell, 10, 231 (1998).

    CAS  Google Scholar 

  175. Takahashi, T., A. Gasch, N. Nishizawa, and N.-H. Chua: The DIMINUTO Gene of Arabidopsis is Involved in Regulating Cell Elongation. Genes Devel., 9, 97 (1995).

    CAS  Google Scholar 

  176. Nomura, T., M. Nakayama, J.B. Reid, Y. Takeuchi, and T. Yokota: Blockage of Brassinosteroid Biosynthesis and Sensitivity Causes Dwarfism in Garden Pea. Plant Physiol. 113, 31 (1997).

    CAS  Google Scholar 

  177. Clouse, S.D., A.F. Hall, M. Langford, T.C. Mcmorris, and M.E. Baker: Physiological and Molecular Effects of Brassinosteroids on Arabidopsis thaliana. J. Plant Growth Regul., 12, 61 (1993).

    CAS  Google Scholar 

  178. Clouse, S.D., M. Langford, and T.C. Mcmorris: A Brassinosteroid-Insensitive Mutant in Arabidopsis thaliana Exhibits Multiple Defects in Growth and Development. Plant Physiol., 111, 671 (1996).

    CAS  Google Scholar 

  179. Azpiroz, R., Y. Wu, J.C. Locascio, and K.A. Feldman: An Arabidopsis Brassinosteroid-Dependent Mutant is Blocked in Cell Elongation. Plant Cell, 10, 219 (1998).

    CAS  Google Scholar 

  180. Xu, W., M.M. Purugganan, D.H. Polisensky, D.M. Antonsiewicz, S.C. Fry, and J. Braam: Arabidsopsis TCH4, Regulated by Hormones and the Environment, Encodes a Xyloglucan Endotransglycosylase. Plant Cell, 7, 1555 (1995).

    CAS  Google Scholar 

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Adam, G., Schmidt, J., Schneider, B. (1999). Brassinosteroids. In: Herz, W., Falk, H., Kirby, G.W., Moore, R.E., Tamm, C. (eds) Fortschritte der Chemie organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products. Fortschritte der Chemie organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products, vol 78. Springer, Vienna. https://doi.org/10.1007/978-3-7091-6394-8_1

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