5-Ph-IAA-AM

For research use only. Not for therapeutic Use.

  • CAT Number: I045220
  • CAS Number: 2990123-10-7
  • Molecular Formula: C19H17NO4
  • Molecular Weight: 323.34
  • Purity: ≥95%
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5-Ph-IAA-AM(Cat No.:I045220)is a cell-permeable, acetoxymethyl ester–protected derivative of 5-phenyl-indole-3-acetic acid (5-Ph-IAA), designed for use in auxin-inducible degron (AID) systems. The AM ester enhances membrane permeability, allowing efficient intracellular delivery, where it is hydrolyzed by cellular esterases to release active 5-Ph-IAA. This molecule binds engineered plant-derived TIR1 F-box proteins, promoting targeted ubiquitination and proteasomal degradation of degron-tagged proteins. 5-Ph-IAA-AM is a valuable chemical biology tool for conditional, rapid, and reversible protein depletion in live cells, enabling precise control of protein function in mechanistic and functional studies.


CAS Number 2990123-10-7
Synonyms

acetyloxymethyl 2-(5-phenyl-1H-indol-3-yl)acetate

Molecular Formula C19H17NO4
Purity ≥95%
IUPAC Name acetyloxymethyl 2-(5-phenyl-1H-indol-3-yl)acetate
InChI InChI=1S/C19H17NO4/c1-13(21)23-12-24-19(22)10-16-11-20-18-8-7-15(9-17(16)18)14-5-3-2-4-6-14/h2-9,11,20H,10,12H2,1H3
InChIKey FGVMSTLYCNILJO-UHFFFAOYSA-N
SMILES CC(=O)OCOC(=O)CC1=CNC2=C1C=C(C=C2)C3=CC=CC=C3
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