Auxinole

For research use only. Not for therapeutic Use.

  • CAT Number: I020263
  • CAS Number: 86445-22-9
  • Molecular Formula: C20H19NO3
  • Molecular Weight: 321.37
  • Purity: ≥95%
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Auxinole is a potent auxin antagonist of TIR1/AFB receptors, binding TIR1 to block the formation of the TIR1-IAA-Aux/IAA complex and so inhibits auxin-responsive gene expression.
Auxinole is a potent auxin antagonist of TIR1/AFB receptors, and binds TIR1 to block the formation of the TIR1-IAA-Aux/IAA complex and then inhibits auxin-responsive gene expression. In addition, Auxinole competitively inhibits various auxin responses in planta[1]. Auxinole causes reduction in IAA-triggered depolarization in root hair cells. Auxinole (20 μM) also represses the transient increase in [Ca2+]cyt completely, and blocks Ca2+ response[2].


Catalog Number I020263
CAS Number 86445-22-9
Synonyms

4-(2,4-dimethylphenyl)-2-(1H-indol-3-yl)-4-oxobutanoic acid

Molecular Formula C20H19NO3
Purity ≥95%
InChI InChI=1S/C20H19NO3/c1-12-7-8-14(13(2)9-12)19(22)10-16(20(23)24)17-11-21-18-6-4-3-5-15(17)18/h3-9,11,16,21H,10H2,1-2H3,(H,23,24)
InChIKey HGUYAIJBXSQXGV-UHFFFAOYSA-N
SMILES CC1=CC(=C(C=C1)C(=O)CC(C2=CNC3=CC=CC=C32)C(=O)O)C
Reference

[1]. Hayashi K, et al. Rational design of an auxin antagonist of the SCF(TIR1) auxin receptor complex. ACS Chem Biol. 2012 Mar 16;7(3):590-8.
 [Content Brief]

[2]. Dindas J, et al. AUX1-mediated root hair auxin influx governs SCFTIR1/AFB-type Ca2+ signaling. Nat Commun. 2018 Mar 21;9(1):1174.
 [Content Brief]

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