5-Ph-IAA

Name: 5-Ph-IAA
Brand: Tocris Bioscience
SKU: 7392

Tocris Bioscience, part of Bio-Techne | Catalog # 7392

Citations (1)

COA / SDS

Selective and potent TAG Degrader for auxin-inducible degron 2 system

Key Product Details

Description:	Selective and potent TAG Degrader for auxin-inducible degron 2 system
Chemical Name:	5-Phenyl-1H-indole-3-acetic acid
Purity:	≥98% (HPLC)
Molecular Weight:	251.29

View Full Technical Details for 5-Ph-IAA

Technical Data
Citations

Biological Activity for 5-Ph-IAA

5-Ph-IAA is a selective and potent "Bump & Hole" TAG Degrader (DC_50,6h = 17.0 nM, T_1/2 = 62.3 min), for use within an auxin-inducible degron (AID2) system. 5-Ph-IAA is an analog (the “Bump”) of natural auxin that induces rapid degradation of a target protein tagged with mAID F-box protein (the "Hole" or mini AID), and recruits a mutant E3 ligase complex, OsTIR1^(F74G). The induced degradation is reversible 3 h after washout with fresh medium. 5-Ph-IAA shows rapid depletion of mAID-tagged nuclear and cytoplasmic proteins in proliferating and non-proliferating mammalian cells with no detectable basal degradation, lower cytotoxicity level, increased potency and faster degradation of the reporter in comparison with the conventional AID system. The AID2 system also works in budding yeast and fission yeast, and it can control protein expression in multiple mouse organs in vivo.

5-Ph-IAA-AM (Cat. No. 7893), an analog of 5-Ph-IAA, is also available.

Plasmid vectors for the AAV transfection and CRISPR-mediated knock-in of OsTIR1^F74Gand mAID tag are available from Addgene.

Technical Data for 5-Ph-IAA

M. Wt	251.29
Formula	C₁₆H₁₃NO₂
Storage	Store at -20°C
Purity	≥98% (HPLC)
CAS Number	168649-23-8
PubChem ID	15207491
InChi Key	ACCCWYHBDGKDKN-UHFFFAOYSA-N
Smiles	OC(CC1=CNC2=C1C=C(C3=CC=CC=C3)C=C2)=O

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 for 5-Ph-IAA

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	25.13	100
	ethanol	25.13	100

Preparing Stock Solutions for 5-Ph-IAA

The following data is based on the product molecular weight 251.29.

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.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	3.98 mL	19.90 mL	39.79 mL
5 mM	0.80 mL	3.98 mL	7.96 mL
10 mM	0.40 mL	1.99 mL	3.98 mL
50 mM	0.08 mL	0.40 mL	0.80 mL

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References for 5-Ph-IAA

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

Yesbolatova The auxin-inducible degron 2 technology provides sharp degradation control in yeast, mammalian cells, and mice. Nat.Commun. 2020 PMID: 33177522
Zhang An improved auxin-inducible degron system for fission yeast. G3 Genes|Genomes|Genetics 2021 PMID: 34849776
Yeung One-step multiplex toolkit for efficient generation of conditional gene silencing human cell lines. Mol.Biol.Cell 2021 PMID: 33979199