Chemistry:24-Epibrassinolide
From HandWiki
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| IUPAC name
(22R,23R)-2α,3α,22,23-Tetrahydroxy-6,7-epoxy-6,7-seco-5α-ergostan-6-one
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| Systematic IUPAC name
(1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-1-[(2S,3R,4R,5R)-3,4-Dihydroxy-5,6-dimethylheptan-2-yl]-8,9-dihydroxy-10a,12a-dimethylhexadecahydro-6H-indeno[4,5-d][2]benzoxepin-6-one | |
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3D model (JSmol)
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| Properties | |
| C28H48O6 | |
| Molar mass | 480.686 g·mol−1 |
| Appearance | White powder |
| Melting point | 274 °C (525 °F; 547 K) |
| Hazards | |
| GHS pictograms | 
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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24-Epibrassinolide is a type of brassinosteroid, a natural occurring plant hormone.[1][2] It was first discovered 1979 as a growth promoting substance in rape pollen,[3] and was subsequently discovered in many other plant organs.[4] 24-Epibrassinolide is essential for proper plant development growth and development,[5][6][7][8] is involved in the regulation of cell elongation and division,[9] and has been shown to improve plant functions in salt- and nickel-stressed environments,[10] as well as increasing enzyme activity.[11] It is sold commercially as a white powder for use in plant culture.
References
- ↑ Pubchem. "24-Epibrassinolide" (in en). US: National Center for Biotechnology Information, U.S. National Library of Medicine. https://pubchem.ncbi.nlm.nih.gov/compound/3239.
- ↑ Tanveer, Mohsin; Shahzad, Babar; Sharma, Anket; Biju, Sajitha; Bhardwaj, Renu (2018). "24-Epibrassinolide; an active brassinolide and its role in salt stress tolerance in plants: A review". Plant Physiology and Biochemistry 130: 69–79. doi:10.1016/j.plaphy.2018.06.035. PMID 29966934.
- ↑ Grove, Michael D.; Spencer, Gayland F.; Rohwedder, William K.; Mandava, Nagabhushanam; Worley, Joseph F.; Warthen, J. David; Steffens, George L.; Flippen-Anderson, Judith L. et al. (1979). "Brassinolide, a plant growth-promoting steroid isolated from Brassica napus pollen". Nature (Springer Science and Business Media LLC) 281 (5728): 216–217. doi:10.1038/281216a0. ISSN 0028-0836. Bibcode: 1979Natur.281..216G.
- ↑ Kim, Seong-Ki (1991-11-04). "Natural Occurrences of Brassinosteroids". ACS Symposium Series. 474. Washington, DC: American Chemical Society. pp. 26–35. doi:10.1021/bk-1991-0474.ch003. ISBN 0-8412-2126-X.
- ↑ Staswick, Paul E.; Raskin, Ilya; Arteca, Richard N. (1995). "Jasmonates, Salicylic acid and Brassinosteroids". Plant Hormones. Dordrecht: Springer Netherlands. pp. 179–213. doi:10.1007/978-94-011-0473-9_9. ISBN 978-0-7923-2985-5.
- ↑ Yokota, Takao (1997). "The structure, biosynthesis and function of brassinosteroids". Trends in Plant Science (Elsevier BV) 2 (4): 137–143. doi:10.1016/s1360-1385(97)01017-0. ISSN 1360-1385.
- ↑ Sasse, Jenneth M. (1997). "Recent progress in brassinosteroid research". Physiologia Plantarum (Wiley) 100 (3): 696–701. doi:10.1111/j.1399-3054.1997.tb03076.x. ISSN 0031-9317.
- ↑ Clouse, Steven D.; Sasse, Jenneth M. (1998). "BRASSINOSTEROIDS: Essential Regulators of Plant Growth and Development". Annual Review of Plant Physiology and Plant Molecular Biology (Annual Reviews) 49 (1): 427–451. doi:10.1146/annurev.arplant.49.1.427. ISSN 1040-2519. PMID 15012241.
- ↑ MITCHELL, J. W.; MANDAVA, N.; WORLEY, J. F.; PLIMMER, J. R.; SMITH, M. V. (1970). "Brassins—a New Family of Plant Hormones from Rape Pollen". Nature (Springer Science and Business Media LLC) 225 (5237): 1065–1066. doi:10.1038/2251065a0. ISSN 0028-0836. PMID 16056912. Bibcode: 1970Natur.225.1065M.
- ↑ Ali, B.; Hayat, S.; Fariduddin, Q.; Ahmad, A. (2008). "24-Epibrassinolide protects against the stress generated by salinity and nickel in Brassica juncea". Chemosphere 72 (9): 1387–1392. doi:10.1016/j.chemosphere.2008.04.012. PMID 18499221. Bibcode: 2008Chmsp..72.1387A.
- ↑ Yuan, Lingyun; Yuan, Yinghui; Du, Jing; Sun, Jin; Guo, Shirong (2012). "Effects of 24-epibrassinolide on nitrogen metabolism in cucumber seedlings under Ca(NO3)2 stress". Plant Physiology and Biochemistry 61: 29–35. doi:10.1016/j.plaphy.2012.09.004. PMID 23031845.
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