5-Ph-IAA

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Cat.No. 7392 - 5-Ph-IAA | C16H13NO2 | CAS No. 168649-23-8
Description: Selective and potent TAG Degrader for auxin-inducible degron 2 system
Chemical Name: 5-Phenyl-1H-indole-3-acetic acid
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature (3)

Biological Activity for 5-Ph-IAA

5-Ph-IAA is a selective and potent "Bump & Hole" TAG Degrader (DC50,6h = 17.0 nM, T1/2 = 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 a single-point mutant OsTIR1F74G F-box protein (the "Hole" or mini AID). 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.

To enquire about custom knock-in cell lines for the AID2 platform, please email TPD@bio-techne.com

Plasmid vectors for the AAV transfection and CRISPR-mediated knock-in of OsTIR1F74G and 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 Data 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.98 mL 19.9 mL 39.79 mL
5 mM 0.8 mL 3.98 mL 7.96 mL
10 mM 0.4 mL 1.99 mL 3.98 mL
50 mM 0.08 mL 0.4 mL 0.8 mL

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References for 5-Ph-IAA

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

Yeung et al (2021) One-step multiplex toolkit for efficient generation of conditional gene silencing human cell lines. Mol.Biol.Cell 32 1320 PMID: 33979199

Yesbolatova et al (2020) The auxin-inducible degron 2 technology provides sharp degradation control in yeast, mammalian cells, and mice. Nat.Commun. 11 5701 PMID: 33177522

Zhang et al (2021) An improved auxin-inducible degron system for fission yeast. G3 Genes|Genomes|Genetics 12 PMID: 34849776


If you know of a relevant reference for 5-Ph-IAA, please let us know.

Keywords: 5-Ph-IAA, 5-Ph-IAA supplier, Bump, Hole, auxin-inducible, degron, AID2, AID, TAG, Degrades, Degraders, degradation, target, fusion, protein, mAID, Degradation, Platform, Molecular, Glues, 7392, Tocris Bioscience

Citations for 5-Ph-IAA

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Targeted Protein Degradation Research Product Guide

Targeted Protein Degradation Research Product Guide

This brochure highlights the tools and services available from Bio-Techne to support Targeted Protein Degradation research, including:

  • Active Degraders
  • TAG Degradation Platform
  • Degrader Building Blocks
  • Custom Degrader Services
  • Ubiquitin-Proteasome System Proteins and Assays
  • Assays for Protein Degradation
Targeted Protein Degradation Poster

Targeted Protein Degradation Poster

Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia

Validating Targets for TPD Using dTAG Poster

Validating Targets for TPD Using dTAG Poster

The dTAG platform offers a generalizable strategy to degrade, in principle, any intracellular protein of interest (POI) and is a useful strategy for exploration and validation of targets. This poster presents a workflow solution for target validation, from custom TAG knock-in cell-lines for your POI, different dTAG Degraders to knockdown you POI, to automated assays for protein degradation using Simple WesternTM instruments. Data are also presented on the use of an antibody that recognizes the TAG domain (FKBP12F36V) for detection of degradation. Presented at TPD Europe, March 2022, London, UK.