MedKoo Cat#: 466258 | Name: 5-Ph-IAA
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

5-Ph-IAA is a selective and potent "Bump & Hole" TAG Degrader (DC50,6h = 17.0 nM, T1/2 = 62.3 min), for use within an auxin-inducible degron (AID2) system. 5-Ph-IAA is an analog (the “Bump”) of natural auxin that induces rapid degradation of a target protein tagged with a single-point mutant OsTIR1F74G F-box protein (the "Hole" or mini AID). The induced degradation is reversible 3 hours after washout with fresh medium. 5-Ph-IAA shows rapid depletion of mAID-tagged nuclear and cytoplasmic proteins in proliferating and non-proliferating mammalian cells with no detectable basal degradation, lower cytotoxicity level, increased potency and faster degradation of the reporter in comparison with the conventional AID system. The AID2 system also works in budding yeast and fission yeast, and it can control protein expression in multiple mouse organs in vivo.

Chemical Structure

5-Ph-IAA
5-Ph-IAA
CAS#168649-23-8

Theoretical Analysis

MedKoo Cat#: 466258

Name: 5-Ph-IAA

CAS#: 168649-23-8

Chemical Formula: C16H13NO2

Exact Mass: 251.0946

Molecular Weight: 251.29

Elemental Analysis: C, 76.48; H, 5.21; N, 5.57; O, 12.73

Price and Availability

Size Price Availability Quantity
100mg USD 450.00 2 Weeks
250mg USD 850.00 2 Weeks
1g USD 1,650.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
5-Ph-IAA; 5Ph-IAA; 5 Ph-IAA; 5-PhIAA; 5-Ph IAA; 5PhIAA; 5 Ph IAA;
IUPAC/Chemical Name
2-(5-phenyl-1H-indol-3-yl)acetic acid
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)
SMILES Code
OC(CC1=CNC2=C1C=C(C=C2)C3=CC=CC=C3)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
DMSO 25.1 100.00
Ethanol 25.1 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 251.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Negishi T, Kitagawa S, Horii N, Tanaka Y, Haruta N, Sugimoto A, Sawa H, Hayashi KI, Harata M, Kanemaki MT. The auxin-inducible degron 2 (AID2) system enables controlled protein knockdown during embryogenesis and development in Caenorhabditis elegans. Genetics. 2022 Feb 4;220(2):iyab218. doi: 10.1093/genetics/iyab218. PMID: 34865044. 2: Hills-Muckey K, Martinez MAQ, Stec N, Hebbar S, Saldanha J, Medwig-Kinney TN, Moore FEQ, Ivanova M, Morao A, Ward JD, Moss EG, Ercan S, Zinovyeva AY, Matus DQ, Hammell CM. An engineered, orthogonal auxin analog/AtTIR1(F79G) pairing improves both specificity and efficacy of the auxin degradation system in Caenorhabditis elegans. Genetics. 2022 Feb 4;220(2):iyab174. doi: 10.1093/genetics/iyab174. PMID: 34739048; PMCID: PMC9097248. 3: Saito Y, Kanemaki MT. Targeted Protein Depletion Using the Auxin-Inducible Degron 2 (AID2) System. Curr Protoc. 2021 Aug;1(8):e219. doi: 10.1002/cpz1.219. PMID: 34370399. 4: Yesbolatova A, Saito Y, Kitamoto N, Makino-Itou H, Ajima R, Nakano R, Nakaoka H, Fukui K, Gamo K, Tominari Y, Takeuchi H, Saga Y, Hayashi KI, Kanemaki MT. 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. PMID: 33177522; PMCID: PMC7659001.