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| Other Sizes |
| Targets |
Indoleacetyl phenylalanine targets the auxin transport system in plants. As an indole-3-acetyl-amino acid conjugate, it is involved in the regulation of auxin activity. By disrupting auxin transport, it interferes with the plant's natural regulatory systems, leading to growth suppression. Its mechanism of action is related to its role as a plant growth regulator.
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| ln Vitro |
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
Indoleacetyl phenylalanine is a potent plant growth regulator. Its in vitro activity is characterized by its ability to disrupt auxin transport and inhibit plant growth. It has been extensively studied for its biological activity in plant systems. Its effects on plant development and stress responses have been investigated. |
| ln Vivo |
Indoleacetyl phenylalanine is not a drug and does not have in vivo pharmacological activity in animals. Its effects are observed in plant systems, where it acts as a growth regulator. Research into its broader applications, including possible effects in animal or human systems, is limited. It is not administered to animals or humans for therapeutic purposes.
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| Enzyme Assay |
As a plant growth regulator, Indoleacetyl phenylalanine does not have a typical enzyme/receptor binding assay in the context of mammalian pharmacology. Its activity is assessed in plant-based bioassays that measure its effects on auxin transport and plant growth. These assays involve treating plant tissues or seedlings with the compound and measuring growth parameters.
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| Cell Assay |
In vitro cellular experiments for Indoleacetyl phenylalanine are conducted using plant cell cultures or tissues. These assays measure the compound's effects on auxin transport, cell elongation, and gene expression. The compound's ability to disrupt auxin signaling can be assessed using reporter gene assays in plant cells.
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| Animal Protocol |
In vivo animal experiments are not relevant for Indoleacetyl phenylalanine, as it is a plant growth regulator and not a pharmaceutical agent. Its effects are studied in plant models, where it is applied to seedlings or mature plants to assess its effects on growth and development.
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| ADME/Pharmacokinetics |
Indoleacetyl phenylalanine has a molecular weight of 322.36 g/mol and a molecular formula of C19H18N2O3. It is a small molecule that is typically used as a research reagent in plant biology. Its purity is typically ≥98%. The compound is also known as N-(3-Indolylacetyl)-L-phenylalanine.
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| Toxicity/Toxicokinetics |
Toxicological data for Indoleacetyl phenylalanine is not detailed in the provided sources, as it is not intended for human use. As a plant growth regulator, its toxicity to mammals is not a primary focus of study. Standard safety precautions should be followed when handling.
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| References | |
| Additional Infomation |
Indole-3-acetyl-L-phenylalanine is a derivative of phenylalanine.
Indoleacetyl phenylalanine (IAA-Phe) is a potent plant growth regulator that disrupts auxin transport and suppresses plant growth. It is an indole-3-acetyl-amino acid conjugate formed from indole-3-acetic acid and L-phenylalanine. The compound is involved in regulatory mechanisms for the control of auxin activity. It is available from various chemical suppliers for research purposes in plant biology. |
| Molecular Formula |
C19H18N2O3
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|---|---|
| Molecular Weight |
322.36
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| Exact Mass |
322.132
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| CAS # |
57105-50-7
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| PubChem CID |
644227
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| Appearance |
White to off-white solid powder
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| Density |
1.311 g/cm3
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| Boiling Point |
658.9ºC at 760 mmHg
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| Melting Point |
154-156 °C(lit.)
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| Flash Point |
352.3ºC
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| Index of Refraction |
1.667
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| LogP |
2.913
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
24
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| Complexity |
448
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| Defined Atom Stereocenter Count |
1
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| SMILES |
C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)CC2=CNC3=CC=CC=C32
|
| InChi Key |
BUGQHORRADGONS-KRWDZBQOSA-N
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| InChi Code |
InChI=1S/C19H18N2O3/c22-18(11-14-12-20-16-9-5-4-8-15(14)16)21-17(19(23)24)10-13-6-2-1-3-7-13/h1-9,12,17,20H,10-11H2,(H,21,22)(H,23,24)/t17-/m0/s1
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| Chemical Name |
(2S)-2-[[2-(1H-indol-3-yl)acetyl]amino]-3-phenylpropanoic acid
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| Synonyms |
Indoleacetylphenylalanine; Indoleacetyl-phenylalanine; Indoleacetyl phenylalanine
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~100 mg/mL (~310.21 mM)
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.1021 mL | 15.5106 mL | 31.0212 mL | |
| 5 mM | 0.6204 mL | 3.1021 mL | 6.2042 mL | |
| 10 mM | 0.3102 mL | 1.5511 mL | 3.1021 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution 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 stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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