5-Ph-IAA is an analogue of IAA. 5-Ph-IAA is a ligand that together with the OsTIR1 (F74G) mutant establishes the auxin-induced degron 2 system (AID2). AID2 induces rapid and efficient depletion of mAID fusion proteins to study protein function in living cells. AID2 suppresses tumors.

Physicochemical Properties

Molecular Formula	C16H13NO2
Molecular Weight	251.28
Exact Mass	251.095
CAS #	168649-23-8
PubChem CID	15207491
Appearance	White to light yellow solid powder
LogP	3.462
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Heavy Atom Count	19
Complexity	325
Defined Atom Stereocenter Count	0
InChi Key	ACCCWYHBDGKDKN-UHFFFAOYSA-N
InChi Code	InChI=1S/C16H13NO2/c18-16(19)9-13-10-17-15-7-6-12(8-14(13)15)11-4-2-1-3-5-11/h1-8,10,17H,9H2,(H,18,19)
Chemical Name	2-(5-phenyl-1H-indol-3-yl)acetic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	In HCT116 cells constitutively expressing OsTIR1 (F74G), 5-Ph-IAA (1 μM; 6 hours) promotes DHC1-mac degradation, suggesting that the AID2 system is more effective than the original AID system at producing conditionally altered cell lines [1].
ln Vivo	Tumor suppression results from 5-Ph-IAA (0-10 mg/kg; i.p.; daily; 7 days) administration to the AID2 system, which is sufficient to deplete mAID-BRD4 and TOP2A-mAC[1].
Cell Assay	Western Blot Analysis[1] Cell Types: HCT116 cells Tested Concentrations: 1 µM Incubation Duration: 6 hrs (hours) Experimental Results: Depleted DHC1-mAC efficiently in HCT116 cells constitutively expressing OsTIR1(F74G).
Animal Protocol	Animal/Disease Models: Balb/c-nu female mice (7 weeks old; 16–20 g ) bearing mAID-BRD4 and TOP2A-mAC xenograft tumours cells[1] Doses: 0 mg/kg, 1 mg/kg, 3 mg/kg and 10 mg/kg Route of Administration: intraperitoneally (ip) injection; every day; 7 days Experimental Results: Displayed significant tumor suppression of mAID-BRD4 xenografts and TOP2A-mAC xenografts.
References	[1]. The auxin-inducible degron 2 technology provides sharp degradation control in yeast, mammalian cells, and mice. Nat Commun. 2020 Nov 11;11(1):5701.

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (397.96 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (8.28 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (8.28 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (8.28 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 4: 1 mg/mL (3.98 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication (<60°C).  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.9796 mL	19.8981 mL	39.7962 mL
	5 mM	0.7959 mL	3.9796 mL	7.9592 mL
	10 mM	0.3980 mL	1.9898 mL	3.9796 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.