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
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About This Item
Empirical Formula (Hill Notation):
C16H13NO2
CAS Number:
Molecular Weight:
251.28
UNSPSC Code:
12352200
NACRES:
NA.21
MDL number:
Product Name
5-Ph-IAA, ≥97% (HPLC)
Quality Level
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
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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The auxin-inducible degron 2 (AID2) system enables controlled protein knockdown during embryogenesis and development in Caenorhabditis elegans
Genetics, 220(2), iyab218-iyab218 (2022)
SIN-Like Pathway Kinases Regulate the End of Mitosis in the Methylotrophic Yeast Ogataea polymorpha
Cells, 11(9), 1519-1519 (2022)
An engineered, orthogonal auxin analog/AtTIR1(F79G) pairing improves both specificity and efficacy of the auxin degradation system in Caenorhabditis elegans
Genetics, 220(2), iyab174-iyab174 (2022)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML3574-5MG | 04065269067368 |
| SML3574-25MG | 04065269067351 |