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5-Ph-IAA

Catalog No.GC61525

5-phenyl-indole-3-acetic acid (5-Ph-IAA) is a derivative of IAA.

Products are for research use only. Not for human use. We do not sell to patients.

5-Ph-IAA Chemical Structure

Cas No.: 168649-23-8

Size Price Stock Qty
10mM (in 1mL DMSO)
$163.00
In stock
1mg
$59.00
In stock
5mg
$140.00
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10mg
$189.00
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25mg
$315.00
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Sample solution is provided at 25 µL, 10mM.

Description of 5-Ph-IAA

5-phenyl-indole-3-acetic acid (5-Ph-IAA) is a derivative of IAA. 5-Ph-IAA is a ligand to establish the auxin-induced degron 2 system (AID2) together with the OsTIR1 (F74G) mutant. Using AID2, degron fusion proteins can now be more precisely controlled, enabling target protein degradation with a half-life of 10 to 45 minutes by adding low doses of 5-Ph-IAA [1]. 5-Ph-IAA shows higher affinity to AtTIR1(F79G).

The mAID-fused targets were rapidly degraded by the addition of 1 μM 5-Ph-IAA and showed significant tumour suppression of mAID-BRD4 xenografts at all doses of 5-Ph-IAA treatment including 0, 1, 3, 10 mg/kg [1]. The treatment with 50 mM 5-Ph-IAA caused a rapid decrease in fluorescence intensity in many embryos (78%, 18/23 embryos), but 5 mM 5-Ph-IAA did not. 5-Ph-IAA can be used for loss-of-function experiments in C. elegans embryos, although treatment with 5-Ph-IAA is not always effective, possibly because the C. elegans embryo develops within the eggshell, which blocks its permeability to many compounds [2].

References:
[1].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.
[2].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.

Protocol of 5-Ph-IAA

Cell experiment [1]:

Cell lines

HCT116 cell

Preparation Method

HCT116 cells were seeded at 1 × 105 cells/well in a six-well plate and grown for 2 days. Cells were treated with 0.5 μg/mL of doxycycline for 24 h, and then 1 μM 5-Ph-IAA was added.

Reaction Conditions

1μM 5-Ph-IAA

Applications

The mAID-fused targets were rapidly degraded by the addition of 1μM 5-Ph-IAA.

Animal experiment [1]:

Animal models

Balb/c-nu female(7 weeks old) weighing 16-20 g

Preparation Method

Indicated HCT116 lines (1 × 10 5 cells for mAID-BRD4 and 2 × 10 5 cells for TOP2A-mAC) were resuspended in 0.1 ml of HBSS containing 0.05 ml of Matrigel. The suspension was injected into the both sides of flank. Six or 7 days after 5-Ph-IAA injection, the mice were randomized and treated daily with the indicated dose of 5-Ph-IAA by IP injection for additional 6 or 7 days. Tumour volume was measured on the indicated days. At the end of the experiment, xenograft tumour was removed and weighed.

Dosage form

5-Ph-IAA by IP injection,0, 1, 3, 10 mg/kg

Applications

significant tumour suppression of mAID-BRD4 xenografts at all doses of 5-Ph-IAA treatment

References:
[1]. 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.

Chemical Properties of 5-Ph-IAA

Cas No. 168649-23-8 SDF
Canonical SMILES O=C(O)CC1=CNC2=C1C=C(C3=CC=CC=C3)C=C2
Formula C16H13NO2 M.Wt 251.28
Solubility DMSO: 125 mg/mL (497.45 mM) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of 5-Ph-IAA

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 3.9796 mL 19.8981 mL 39.7962 mL
5 mM 0.7959 mL 3.9796 mL 7.9592 mL
10 mM 0.398 mL 1.9898 mL 3.9796 mL
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In vivo Formulation Calculator (Clear solution) of 5-Ph-IAA

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

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Average Rating: 5 ★★★★★ (Based on Reviews and 3 reference(s) in Google Scholar.)

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