Auxinole

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Description: Auxin antagonist of TIR1/AFB receptors; also OsTIR1 inhibitor in auxin-inducible degron (AID) system
Chemical Name: α-[2-(2,4-Dimethylphenyl)-2-oxoethyl]-1H-indole-3-acetic acid
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature (2)

Biological Activity for Auxinole

Auxinole is an auxin antagonist of TIR1/AFB receptors. Binds to TIR1 to block the formation of the TIR1-IAA-Aux/IAA complex and inhibit auxin-responsive gene expression. Auxinole competitively inhibits various auxin responses in planta. Auxinole also inhibits OsTIR1 that suppresses leaky degradation of degron-fused proteins. Can be used as a control compound with 5-Ph-IAA (Cat. No. 7392) in the AID2 degron system to switch off degradation.

Technical Data for Auxinole

M. Wt 321.37
Formula C20H19NO3
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 86445-22-9
PubChem ID 13077496
InChI Key HGUYAIJBXSQXGV-UHFFFAOYSA-N
Smiles O=C(O)C(C1=CNC=2C=CC=CC21)CC(=O)C3=CC=C(C=C3C)C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Auxinole

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 32.14 100
ethanol 6.43 20 with gentle warming

Preparing Stock Solutions for Auxinole

The following data is based on the product molecular weight 321.37. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.11 mL 15.56 mL 31.12 mL
5 mM 0.62 mL 3.11 mL 6.22 mL
10 mM 0.31 mL 1.56 mL 3.11 mL
50 mM 0.06 mL 0.31 mL 0.62 mL

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References for Auxinole

References are publications that support the biological activity of the product.

Hayashi et al (2012) Rational design of an auxin antagonist of the SCF(TIR1) auxin receptor complex. ACS Chem.Biol. 7 590 PMID: 22234040

Yesbolatova et al (2019) Generation of conditional auxin-inducible degron (AID) cells and tight control of degron-fused proteins using the degradation inhibitor auxinole. Methods 164 73 PMID: 31026591


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Citations for Auxinole

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Literature in this Area

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