SML3574

5-Ph-IAA

≥97% (HPLC), auxin-inducible degron (AID) ligand, powder

• Synonym(s): 2-(5-Phenyl-1H-indol-3-yl)acetic acid, 5-Phenyl-1H-indole-3-acetic acid, 5-Phenyl-indole-3-acetic acid
• Empirical Formula (Hill Notation): C₁₆H₁₃NO₂
• CAS Number: 168649-23-8
• Molecular Weight: 251.28
• UNSPSC Code: 12352200
• NACRES: NA.21
• MDL number: MFCD21897325
• Assay: ≥97% (HPLC)
• Form: powder

Properties

• Product Name: 5-Ph-IAA, ≥97% (HPLC)
• Quality Segment: 100
• assay: ≥97% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: O=C(CC1=CNC2=CC=C(C3=CC=CC=C3)C=C21)O
• InChI key: ACCCWYHBDGKDKN-UHFFFAOYSA-N

Description

Biochem/physiol Actions

5-Ph-IAA is a bumped auxin-inducible degron (AID) ligand that induces Skp1-Cul1-F-box (SCF) E3 ligase complex-mediated ubiquitinaton of Arabidopsis IAA17-derived mini-AID (mAID) degron-fused target proteins in cells expressing a hole-modified Oryza sativa TIR1 (OsTIR1) mutant (F74G or F74A). Unlike the traditional AID system, 5-Ph-IAA-based AID2 method shows no detectable leaky degradation, requires a 670-times lower ligand concentration, and achieves quicker degradation in cultures (0.2-5 μM) and in vivo (1-10 mg/kg via daily i.p. to mice xenografted with HCT116 CMV-OsTIR1(F74G) cells expressing mAID-tagged BRD4 or TOP2A).

Bumped AID2 system ligand that induces degradation of IAA17-derived mini-AID (mAID) degron-fused target proteins in cultures and in vivo.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable