| Identification | Back Directory | [Name]
1H-Indole-3-acetic acid, 5-phenyl- | [CAS]
168649-23-8 | [Synonyms]
5-Ph-IAA
1H-Indole-3-acetic acid, 5-phenyl- | [Molecular Formula]
C16H13NO2 | [MDL Number]
MFCD21897325 | [MOL File]
168649-23-8.mol | [Molecular Weight]
251.28 |
| Chemical Properties | Back Directory | [Boiling point ]
521.3±35.0 °C(Predicted) | [density ]
1.291±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: 125 mg/mL (497.45 mM) | [form ]
A solid | [pka]
4.47±0.30(Predicted) | [color ]
White to off-white | [InChI]
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) | [InChIKey]
ACCCWYHBDGKDKN-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C(C3=CC=CC=C3)C=C2)C(CC(O)=O)=C1 |
| Hazard Information | Back Directory | [Uses]
5-Ph-IAA is a derivative of IAA. 5-Ph-IAA, a ligand, establishes the auxin-inducible degron 2 (AID2) system together with an OsTIR1 (F74G) mutant. AID2 induces rapid and efficient depletion of mAID-fused proteins to study protein function in living cells, causing tumor suppression[1]. | [Biological Activity]
5-Ph-IAA is a derivative of IAA. 5-Ph-IAA is a ligand that together with the OsTIR1 (F74G) mutant establishes the auxin-inducible degron 2 system (AID2). AID2 induces rapid and efficient depletion of mAID fusion proteins to study protein function in living cells. AID2 can suppress tumors. | [in vitro]
HCT116 cells constitutively expressing OsTIR1(F74G) are exposed to 5-Ph-IAA (1 μM; 6 hours), leading to DHC1-mAC degradation, which means the AID2 system better than the original AID system in generating conditional mutant cell lines. Western Blot Analysis | Cell Line: | HCT116 cells | | Concentration: | 1 μM | | Incubation Time: | 6 hours | | Result: | Depleted DHC1-mAC efficiently in HCT116 cells constitutively expressing OsTIR1(F74G). | | [in vivo]
5-Ph-IAA (0-10 mg/kg; intraperitoneally injection; every day; 7 days), used for the AID2 system , is sufficient to deplete mAID-BRD4 and TOP2A-mAC, leading to tumor suppression. | Animal Model: | Balb/c-nu female mice (7 weeks old; 16–20 g ) bearing mAID-BRD4 and TOP2A-mAC xenograft tumours cells | | Dosage: | 0 mg/kg, 1 mg/kg , 3 mg/kg and 10 mg/kg | | Administration: | Intraperitoneally injection; every day; 7 days | | Result: | Displayed significant tumor suppression of mAID-BRD4 xenografts and TOP2A-mAC xenografts . | | [storage]
Store at -20°C | [References]
[1] Aisha Yesbolatova, et al. The auxin-inducible degron 2 technology provides sharp degradation control in yeast, mammalian cells, and mice. Nat Commun. 2020 Nov 11;11(1):5701. DOI:10.1038/s41467-020-19532-z |
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