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SML1406

Sigma-Aldrich

Brassinazole

≥98% (HPLC), powder, brassinosteroid biosynthesis inhibitor

Synonym(s):

β-[(4-chlorophenyl)methyl]-α-methyl-α-phenyl-1H-1,2,4-triazole-1-ethanol, (αR,βS)-rel-β-[(4-chlorophenyl)methyl]-α-methyl-α-phenyl-1H-1,2,4-triazole-1-ethanol

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About This Item

Empirical Formula (Hill Notation):
C18H18ClN3O
CAS Number:
280129-83-1
Molecular Weight:
327.81
UNSPSC Code:
51111800
PubChem Substance ID:
329825853
NACRES:
NA.77

product name

Brassinazole, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

ClC1=CC=C(C[C@@H](N2N=CN=C2)[C@@](C)(O)C3=CC=CC=C3)C=C1

InChI

1S/C18H18ClN3O/c1-18(23,15-5-3-2-4-6-15)17(22-13-20-12-21-22)11-14-7-9-16(19)10-8-14/h2-10,12-13,17,23H,11H2,1H3/t17-,18+/m1/s1

InChI key

YULDTPKHZNKFEY-MSOLQXFVSA-N

Application

Brassinazole has been used in phenotype analyses to detect morphological changes in G-protein β subunit agb1 mutants.

Biochem/physiol Actions

Brassinazole induces dwarfism and morphological changes in Arabidopsis, which results in similarity with brassinosteroid deficient mutants. These changes were neutralized by brassinolide treatment, indicating that brassinazole leads to brassinolide deficiency in Arabidopsis.
Brassinazole is an inhibitor of the biosynthesis of brassinosteroids, steroid hormones essential for plant growth and development. It has been used to study brassinosteroids function.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T Asami et al.
Plant physiology, 123(1), 93-100 (2000-05-12)
Screening for brassinosteroid (BR) biosynthesis inhibitors was performed to find chemicals that induce dwarfism in Arabidopsis, mutants that resembled BR biosynthesis mutants that can be rescued by BR. Through this screening experiment, the compound brassinazole was selected as the most
Zhongtao Jia et al.
Plant physiology, 183(3), 998-1010 (2020-05-14)
Root developmental plasticity enables plants to adapt to limiting or fluctuating nutrient conditions in the soil. When grown under nitrogen (N) deficiency, plants develop a more exploratory root system by increasing primary and lateral root length. However, mechanisms underlying this
Lijiang Hou et al.
Plant & cell physiology, 60(8), 1761-1777 (2019-05-18)
Brassinosteroid (BR) plays an important role in plant development and biotic and abiotic stress tolerance, but its specific function remains largely unknown in wheat (Triticum aestivum L.), preventing its utilization in this important crop. In this study, the function of
Arabidopsis G-Protein β Subunit AGB1 Interacts with BES1 to Regulate Brassinosteroid Signaling and Cell Elongation.
Zhang T, et al.
Frontiers in Plant Science, 8, 2225-2225 (2018)
Xuejiao Cheng et al.
The Plant cell, 32(4), 923-934 (2020-02-16)
Six subspecies of hexaploid wheat (Triticumaestivum) have been identified, but the origin of Indian dwarf wheat (Triticum sphaerococcum), the only subspecies with round grains, is currently unknown. Here, we isolated the grain-shape gene Tasg-D1 in Tsphaerococcum via positional cloning. Tasg-D1
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