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N-Acetyl-L-tryptophan

Alias: N-AcetylL tryptophan; N Acetyl L tryptophan; N-Acetyl-L-tryptophan; 1218-34-4; Ac-Trp-OH; Acetyl-L-tryptophan; L-Tryptophan, N-acetyl-; acetyltryptophan; Acetyl-L-trp; (S)-N-Acetyltryptophan;
Cat No.:V38493 Purity: ≥98%
N-Acetyl-L-tryptophan is an endogenously produced metabolite.
N-Acetyl-L-tryptophan
N-Acetyl-L-tryptophan Chemical Structure CAS No.: 1218-34-4
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
10g
Other Sizes
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description
N-Acetyl-L-tryptophan is an endogenously produced metabolite.
N-Acetyl-L-tryptophan (CAS#: 1218-34-4) is a derivative of the essential amino acid L-tryptophan with the molecular formula C13H14N2O3 and a molecular weight of 246.27. It is also known as Ac-Trp-OH. This compound can be used as a competitive inhibitor to identify and characterize tryptophanases. N-Acetyl-L-tryptophan (l-NAT) has a hepatoprotective effect and may help to develop a novel therapeutic intervention. It appears as a white to light yellow to light red powder.
Biological Activity I Assay Protocols (From Reference)
Targets
Endogenous Metabolite
N-Acetyl-L-tryptophan targets tryptophanase enzymes, acting as a competitive inhibitor. Tryptophanases are enzymes that catalyze the cleavage of tryptophan to indole, pyruvate, and ammonia. By inhibiting these enzymes, N-acetyl-L-tryptophan can modulate tryptophan metabolism. The compound may also have hepatoprotective effects, suggesting it may interact with other targets involved in liver function and oxidative stress.
ln Vitro
N-acetyl-L-tryptophan is a N-acetyl-L-amino acid that is the N-acetyl derivative of L-tryptophan. It has a role as a metabolite. It is a L-tryptophan derivative and a N-acetyl-L-amino acid. It is a conjugate acid of a N-acetyl-L-tryptophanate. It is an enantiomer of a N-acetyl-D-tryptophan.[1]
N-Acetyl-L-tryptophan is a natural product found in Salsola collina and Kali collinum with data available.
In vitro, N-Acetyl-L-tryptophan is used as a competitive inhibitor to identify and characterize tryptophanases. It inhibits the enzymatic activity of tryptophanases in a concentration-dependent manner. The compound's hepatoprotective effect suggests it may have antioxidant or anti-inflammatory activities in vitro. However, detailed in vitro activity data, including IC50 values for tryptophanase inhibition, are limited. It is primarily used as a research tool in enzymology studies.
ln Vivo
In vivo, N-Acetyl-L-tryptophan has been reported to have a hepatoprotective effect. It may help to develop a novel therapeutic intervention for liver diseases. However, comprehensive in vivo studies evaluating its pharmacokinetic properties, efficacy, and safety in animal models are limited. The compound is a derivative of L-tryptophan and is metabolized as part of normal amino acid metabolism. Its hepatoprotective effects warrant further investigation.
Enzyme Assay
In vitro enzyme assays for N-Acetyl-L-tryptophan typically involve measuring its inhibitory activity against tryptophanases. The enzyme is incubated with the substrate (tryptophan) and various concentrations of the inhibitor. The production of indole or other products is measured using colorimetric or fluorescence-based methods. Dose-response curves are generated to calculate the IC50 or Ki values. The compound's specificity for tryptophanases over other enzymes may also be assessed.
Cell Assay
In vitro cellular experiments for N-Acetyl-L-tryptophan typically involve studying its effects on hepatocytes or other cell lines to evaluate its hepatoprotective effects. Cells are treated with the compound, and markers of liver injury, oxidative stress, or inflammation are measured. The compound's effects on cell viability and proliferation are also assessed. Cytotoxicity assays are performed to ensure that the observed effects are not due to cell death.
Animal Protocol
In vivo animal experiments for N-Acetyl-L-tryptophan would typically involve administering the compound to rodents via oral gavage or intraperitoneal injection. Liver injury models, such as those induced by carbon tetrachloride or acetaminophen, could be used to assess the compound's hepatoprotective effects. Markers of liver function and oxidative stress would be measured. However, comprehensive in vivo studies are limited.
ADME/Pharmacokinetics
Pharmacokinetic properties of N-Acetyl-L-tryptophan have not been extensively characterized. With a molecular weight of 246.27, the compound is expected to have moderate lipophilicity. It is a derivative of L-tryptophan and is likely metabolized as part of amino acid metabolism. Detailed studies on its absorption, distribution, metabolism, and excretion are limited. The compound is stable and should be stored at 2-8°C.
Toxicity/Toxicokinetics
Toxicological data for N-Acetyl-L-tryptophan indicate that it is generally well-tolerated. It is a derivative of the essential amino acid L-tryptophan and is considered to have low toxicity. However, comprehensive toxicology studies have not been extensively reported. Standard safety precautions for handling amino acid derivatives apply, including the use of personal protective equipment and working in a well-ventilated area.
References
[1]. https://pubchem.ncbi.nlm.nih.gov/compound/700653
Additional Infomation
N-acetyl-L-tryptophan is an N-acetyl-L-amino acid, an N-acetyl derivative of L-tryptophan. It is a metabolite. It is a derivative of L-tryptophan and also an N-acetyl-L-amino acid. It is the conjugate acid of N-acetyl-L-tryptophan. It is an enantiomer of N-acetyl-D-tryptophan. N-acetyl-L-tryptophan has been reported in Saltweed and Kali collinum, and relevant data are available.
N-Acetyl-L-tryptophan is a research compound that has not entered clinical trials or received regulatory approval for therapeutic use. It is primarily used as a research tool to study tryptophanases and as a hepatoprotective agent in preclinical studies. The compound is also known as Ac-Trp-OH. Further research is needed to explore its potential therapeutic applications, particularly in liver diseases.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₁₃H₁₄N₂O₃
Molecular Weight
246.26
Exact Mass
246.1
CAS #
1218-34-4
PubChem CID
700653
Appearance
Typically exists as white to off-white solids at room temperature
Density
1.3±0.1 g/cm3
Boiling Point
586.6±45.0 °C at 760 mmHg
Melting Point
190ºC
Flash Point
308.6±28.7 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.645
LogP
0.7
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
4
Heavy Atom Count
18
Complexity
332
Defined Atom Stereocenter Count
1
SMILES
CC(N[C@H](C(O)=O)CC1=CNC2=CC=CC=C12)=O
InChi Key
DZTHIGRZJZPRDV-LBPRGKRZSA-N
InChi Code
InChI=1S/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)/t12-/m0/s1
Chemical Name
(2S)-2-acetamido-3-(1H-indol-3-yl)propanoic acid
Synonyms
N-AcetylL tryptophan; N Acetyl L tryptophan; N-Acetyl-L-tryptophan; 1218-34-4; Ac-Trp-OH; Acetyl-L-tryptophan; L-Tryptophan, N-acetyl-; acetyltryptophan; Acetyl-L-trp; (S)-N-Acetyltryptophan;
HS Tariff Code
2934.99.9001
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~406.07 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.15 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (10.15 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (10.15 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0607 mL 20.3037 mL 40.6075 mL
5 mM 0.8121 mL 4.0607 mL 8.1215 mL
10 mM 0.4061 mL 2.0304 mL 4.0607 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.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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