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brassinolide
Sign in to saveAlso known as (22R,23R)-2alpha,3alpha,22,23-tetrahydroxy-6,7-seco-5alpha-campestano-6,7-lactone
Brassinolide is a plant hormone. The first isolated brassinosteroid, it was discovered when it was shown that pollen from rapeseed (Brassica napus) could promote stem elongation and cell division. The biologically active component was isolated and named brassinolide.
Chemical data
- Formula
- C28H48O6
- Molecular weight
- 480.7 g/mol
- IUPAC name
- (1S,2R,4R,5S,7S,11S,12S,15R,16S)-15-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one
via PubChem
Research
1,212 papers- The acyltransferase PMAT1 malonylates brassinolide glucoside.The Journal of biological chemistry · 2021
- 24-Epibrassinolide; an active brassinolide and its role in salt stress tolerance in plants: A review.Plant physiology and biochemistry : PPB · 2018
- Brassinolide inhibits flavonoid biosynthesis and red-flesh coloration via the MdBEH2.2-MdMYB60 complex in apple.Journal of experimental botany · 2021
- Brassinosteroids.Current biology : CB · 2001
- From squalene to brassinolide: the steroid metabolic and signaling pathways across the plant kingdom.Molecular plant · 2013
via PubMed
~8 min read
Encyclopedic overview
9 sectionsContents
- Biosynthesis
- Mechanism of Action
- Signal Transduction
- Homeostasis
- Cell growth
- Cross talk with other phytohormones
- Gibberellin
- Jasmonic acid
- References
Brassinolide is a plant hormone. The first isolated brassinosteroid, it was discovered when it was shown that pollen from rapeseed (Brassica napus) could promote stem elongation and cell division. The biologically active component was isolated and named brassinolide.
== Biosynthesis == The production of brassinolide begins with a closely related sterol called campesterol, which is found in the cell membrane. Initially, it is reduced by an enzyme called DET2. This is followed by a series of oxidation reactions, facilitated by cytochrome P-450 enzymes, which add hydroxyl groups to the molecule. The most biologically significant of these reactions is the C6 oxidation, where a ketone is formed at the C6 carbon position. This single reaction increases the biological activity of the molecule by a factor of 200. Depending on when this C6 oxidation occurs, it is referred to as either the early or late C6 oxidation pathway. Both of these synthetic pathways have been observed in Arabidopsis seedlings. It appears that the late C6 oxidation pathway predominates when the seedlings are exposed to light, while the early pathway is active in the absence of light. If the plant cannot perform C6 oxidation, it results in the "Dwarf phenotype," characterized by severe growth deficits.
Excerpted from Wikipedia’s “brassinolide” article, available under the CC BY-SA 4.0 licence.