Abstract
Castasterone (CS) and brassinolide (BL) were administered to mung bean (Vigna radiata) explants, Arabidopsis thaliana seedlings, and cultured Catharanthus roseus cells, and the glucosylated metabolites were analyzed using LC/MS/MS. In mung bean and C. roseus, CS-2-O-glucoside (CS-2G), -3-O-glucoside (CS-3G), -22-O-glucoside (CS-22G), and -23-O-glucoside (CS-23G) were identified as metabolites of CS, whereas BL-2G, BL-3G, and BL-23G were identified as metabolites of BL. In A. thaliana, CS and BL were converted into their respective 2-O- and 23-O-glucosides. Of the metabolites identified with BL and CS administration, BL-23G was the predominant metabolite in mung bean and A. thaliana, whereas the 3-O-glucoside of BL was abundant in C. roseus. This is the first report of the metabolic conversion of CS into CS-2G, CS-3G, CS-22G, and CS-23G, and of BL into BL-2G and BL-3G. Our results indicate that the glucosylation profiles of BL and CS vary with plant species, and that the glucosylation of CS is rather limited quantitatively, compared with that of BL.
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Clouse SD. 2002. Brassinosteroids—plant counterparts to animal steroid hormones? Vitamins Hormones 65:195–223
Fujioka S, Sakurai A. 1997. Brassinosteroids. Natural Product Rep 14:1–10
Fujioka S, Yokota T. 2003. Biosynthesis and metabolism of brassinosteroids. Annu Rev Plant Biol 54:137–164
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
Hai T, Schneider B, Porzel A, Adam G. 1996. Metabolism of 24-epi-castasterone in cell suspension cultures of Lycopersicon esculentum. Phytochemistry 41:197–201
Kolbe A, Porzel A, Schneider B, Adam G. 1997. Diglycosidic metabolites of 24-epi-teasterone in cell suspension cultures of Lycopersicon esculentum L. Phytochemistry 46:1019–1022
Kolbe A, Schneider B, Porzel A, Adam G. 1998. Metabolic inversion of the 3-hydroxy function of brassinosteroids. Phytochemistry 48:467–470
Noguchi T, Fujioka S, Choe S, Takatsuto S, Tax FE, et al. 2000. Biosynthetic pathways of brassinolide in Arabidopsis. Plant Physiol 124:201–209
Poppenberger B, Fujioka S, Soeno K, George GL, Vaistij FE, et al. 2005. The UGT73C5 of Arabidopsis thaliana glucosylates brassinosteroids. Proc Natl Acad Sci USA 102:15253–15258
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
Soeno K, Kyokawa Y, Natsume M, Abe H. 2000. Teasterone-3-O-β-D-glucopyranoside, a new conjugated brassinosteroid metabolite from lily cell suspension cultures and its identification in lily anthers. Biosci Biotechnol Biochem 64:702–709
Suzuki H, Fujioka S, Takatsuto S, Yokota T, Murofushi N, et al. 1993a. Biosynthesis of brassinosteroids from castasterone in culture cells of Catharanthus roseus. J Plant Growth Regul 12:101–106
Suzuki H, Kim SK, Takahashi N, Yokota T. 1993b. Metabolism of castasterone and brassinolide in mung bean explant. Phytochemistry 33:1361–1367
Yokota T. 1999. Brassinosteroids. In: Hooykaas PJJ, Hall MA, Libbenga KR (eds.) Biochemistry and Molecular Biology of Plant Hormones. Elsevier Science, Amsterdam, the Netherlands, p 277–293
Yokota T, Kim SK, Kosaka Y, Ogino Y, Takahashi N. 1987. Conjugation of brassinosteroids. In: Schreiber K, Schütte HR, Sembdner G, editors. Proceedings of the International Symposium. Berlin, Germany, VEB Deutscher Verlag der Wissenschaften, pp 288–296
Yokota T, Ogino Y, Takahashi N, Saimoto H, Fujioka S., et al. 1990. Brassinolide is biosynthesized from castasterone in Catharanthus roseus crown gall cells. Agric Biol Chem 54:1107–1108
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Soeno, K., Fujioka, S., Hiranuma, S. et al. Metabolic Conversion of Castasterone and Brassinolide into Their Glucosides in Higher Plants. J Plant Growth Regul 25, 195–202 (2006). https://doi.org/10.1007/s00344-006-0005-x
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DOI: https://doi.org/10.1007/s00344-006-0005-x