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Key Documents

SML3231

Sigma-Aldrich

Auxinole

≥98% (HPLC)

Synonym(s):

α-[2,4-dimethylphenylethyl-2-oxo]-IAA, α-[2-(2,4-Dimethylphenyl)-2-oxoethyl]-1H-indole-3-acetic acid

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About This Item

Empirical Formula (Hill Notation):
C20H19NO3
CAS Number:
Molecular Weight:
321.37
MDL number:
UNSPSC Code:
12352107
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C(C1=CNC2=C1C=CC=C2)CC(C3=C(C=C(C=C3)C)C)=O)O

Biochem/physiol Actions

Auxinole is a potent auxin antagonist that binds to SCF(TIR1) and blocks TIR1-IAA-Aux/IAA complex formation thereby inhibiting auxin-responsive gene expression.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Ken-ichiro Hayashi et al.
ACS chemical biology, 7(3), 590-598 (2012-01-12)
The plant hormone auxin is a master regulator of plant growth and development. By regulating rates of cell division and elongation and triggering specific patterning events, indole 3-acetic acid (IAA) regulates almost every aspect of plant development. The perception of
Julian Dindas et al.
Nature communications, 9(1), 1174-1174 (2018-03-23)
Auxin is a key regulator of plant growth and development, but the causal relationship between hormone transport and root responses remains unresolved. Here we describe auxin uptake, together with early steps in signaling, in Arabidopsis root hairs. Using intracellular microelectrodes
Veronika Smékalová et al.
The New phytologist, 203(4), 1175-1193 (2014-06-14)
The role of YODA MITOGEN ACTIVATED PROTEIN KINASE KINASE KINASE 4 (MAPKKK4) upstream of MITOGEN ACTIVATED PROTEIN KINASE 6 (MPK6) was studied during post-embryonic root development of Arabidopsis thaliana. Loss- and gain-of-function mutants of YODA (yda1 and ΔNyda1) were characterized

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