| Size | Price | Stock | Qty |
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| 25mg |
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| 50mg |
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| 100mg |
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| Targets |
(S)-N-(1H-Indole-3-acetyl)tryptophan (indole-3-acetyl-L-tryptophan) is a tryptophan derivative that targets beta-D-glucosidase, a glycoside hydrolase enzyme that cleaves the beta-glycosidic bond in beta-D-glucosides. It is a weak inhibitor of beta-D-glucosidase. In plants, this compound is an indole-3-acetyl-amino acid conjugate involved in the regulation of auxin (indole-3-acetic acid, IAA) activity. Auxin conjugates serve as storage or transport forms of the active auxin. No specific mammalian targets have been identified; it is primarily a plant metabolite.
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| ln Vitro |
In vitro, (S)-N-(1H-Indole-3-acetyl)tryptophan (compound 4a) is a tryptophan derivative that weakly inhibits beta-D-glucosidase. No specific IC50 value is reported; the inhibition is described as weak. The compound has been reported to be present in Glycine max (soybean) and Solanum lycopersicum (tomato). It is an indole-3-acetyl-amino acid conjugate involved in regulatory mechanisms for the control of auxin activity in plants. No cellular activity data in mammalian cells are reported. The compound is a research tool for studying auxin regulation in plants.
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| ln Vivo |
No in vivo activity data for (S)-N-(1H-Indole-3-acetyl)tryptophan are reported. In plants, indole-3-acetyl-amino acid conjugates are involved in auxin homeostasis. The compound could be used in plant physiology research to study auxin signaling and transport. In animals, there are no reported in vivo studies. The compound is not a therapeutic agent and is not intended for use in animals.
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| Enzyme Assay |
The binding of (S)-N-(1H-Indole-3-acetyl)tryptophan to beta-D-glucosidase is measured by standard in vitro enzyme activity assays using purified beta-D-glucosidase (e.g., from almonds, sweet almonds, or other sources). The compound is incubated with the enzyme and a chromogenic substrate such as p-nitrophenyl-beta-D-glucopyranoside (pNPG) or a fluorogenic substrate (e.g., 4-methylumbelliferyl-beta-D-glucoside). The reaction is stopped, and the absorbance (p-nitrophenol at 405 nm) or fluorescence is measured. The IC50 is calculated from dose-response curves (0.1-1000 ug/mL). No specific IC50 value is reported in the search results. The weak inhibition is noted.
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| Cell Assay |
No cellular experiments for (S)-N-(1H-Indole-3-acetyl)tryptophan are described in the search results. For studies of auxin conjugation, plant cell cultures (e.g., Arabidopsis thaliana or soybean cell suspensions) are treated with the compound (10-100 uM) for 1-24 hours. The levels of free IAA, IAA-aspartate, and IAA-glutamate are measured by HPLC-MS/MS. Gene expression of auxin-responsive genes (e.g., IAA1, IAA2, ARF5) is measured by qPCR. For beta-D-glucosidase inhibition studies, plant or mammalian cell lysates containing beta-D-glucosidase activity are incubated with the compound, and enzyme activity is measured as described. No such data are provided.
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| Animal Protocol |
No animal experiments for (S)-N-(1H-Indole-3-acetyl)tryptophan are described in the search results. The compound is a plant metabolite and is not typically used in animal studies. For pharmacokinetic studies, if administered to animals, the compound would likely be rapidly metabolized, and IAA (a plant auxin) would be released. IAA has been studied as a potential biomarker for certain diseases, but no specific animal data are available.
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| ADME/Pharmacokinetics |
(S)-N-(1H-Indole-3-acetyl)tryptophan (C21H1₉N3O3, MW = 361.39, purity 99.87% (HPLC), CAS 57105-53-0) is a solid powder (white to off-white). The compound is also known as indole-3-acetyl-L-tryptophan, N-(1H-indol-3-ylacetyl)-L-tryptophan, or 3-Indoleacetic acid- (indole-3-acetyl)tryptophan conjugate. For storage, the powder should be kept at -20degC for up to 3 years, sealed, and protected from light. For in vitro use, stock solutions in DMSO (100 mg/mL, 276.71 mM) can be stored at -80degC for up to 6 months or at -20degC for 1 month. The compound is soluble in DMSO. It is hygroscopic and should be protected from moisture. No detailed PK parameters are reported.
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| Toxicity/Toxicokinetics |
No specific toxicity data for (S)-N-(1H-Indole-3-acetyl)tryptophan are reported. As a research-grade compound, it is not intended for human or veterinary use. Standard laboratory safety precautions for handling chemicals should be followed, including the use of gloves, lab coat, and safety goggles. The compound is a tryptophan derivative and is likely to have low toxicity. No LD50 or formal toxicology studies are available.
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| References | |
| Additional Infomation |
Reports indicate that soybeans and tomatoes contain (2S)-3-(1H-indol-3-yl)-2-[[2-(1H-indol-3-yl)acetyl]amino]propionic acid, and relevant data are available for reference.
(S)-N-(1H-Indole-3-acetyl)tryptophan (also known as indole-3-acetyl-L-tryptophan, IAA-L-tryptophan) is a naturally occurring indole-3-acetyl-amino acid conjugate. Indole-3-acetic acid (IAA) is the most common naturally occurring plant hormone (auxin). Auxins regulate plant growth and development, including cell elongation, division, differentiation, and tropisms. IAA is often conjugated to amino acids (e.g., aspartate, glutamate, tryptophan) to form inactive storage or transport forms. These conjugates can be hydrolyzed to release free IAA when needed. The compound is a weak inhibitor of beta-D-glucosidase. It is for research use only and has no therapeutic applications. |
| Molecular Formula |
C21H19N3O3
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|---|---|
| Molecular Weight |
361.39
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| Exact Mass |
361.143
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| CAS # |
57105-53-0
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| PubChem CID |
644228
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.399±0.06 g/cm3
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| Boiling Point |
767.2±60.0 °C
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| Melting Point |
181-183 °C
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| Flash Point |
417.8℃
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| LogP |
3.844
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| Hydrogen Bond Donor Count |
4
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
27
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| Complexity |
555
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| Defined Atom Stereocenter Count |
1
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| SMILES |
C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NC(=O)CC3=CNC4=CC=CC=C43
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| InChi Key |
FOSPCYZZRVNHJS-IBGZPJMESA-N
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| InChi Code |
InChI=1S/C21H19N3O3/c25-20(10-14-12-23-18-8-4-2-6-16(14)18)24-19(21(26)27)9-13-11-22-17-7-3-1-5-15(13)17/h1-8,11-12,19,22-23H,9-10H2,(H,24,25)(H,26,27)/t19-/m0/s1
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| Chemical Name |
(2S)-3-(1H-indol-3-yl)-2-[[2-(1H-indol-3-yl)acetyl]amino]propanoic acid
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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) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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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 | 2.7671 mL | 13.8355 mL | 27.6709 mL | |
| 5 mM | 0.5534 mL | 2.7671 mL | 5.5342 mL | |
| 10 mM | 0.2767 mL | 1.3835 mL | 2.7671 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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