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L-Tryptophan-1-13C (Tryptophan-1-13C; Tryptophane-1-13C)

Cat No.:V72467 Purity: ≥98%
L-Tryptophan-1-13C is L-Tryptophan labeled with 13C.
L-Tryptophan-1-13C (Tryptophan-1-13C; Tryptophane-1-13C)
L-Tryptophan-1-13C (Tryptophan-1-13C; Tryptophane-1-13C) Chemical Structure CAS No.: 81201-92-5
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
1mg
Other Sizes

Other Forms of L-Tryptophan-1-13C (Tryptophan-1-13C; Tryptophane-1-13C):

  • L-Tryptophanylglycine
  • L-Tryptophan-15N2 (Tryptophan-15N2; Tryptophane-15N2)
  • 5-Methyl-DL-tryptophan (5-methyltryptophan)
  • N-Acetyl-5-methyl-L-tryptophan
  • α-Methyl-DL-tryptophan (α-Methyltryptophan)
  • Tryptophan
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
L-Tryptophan-1-13C is L-Tryptophan labeled with 13C. L-Tryptophan (Tryptophan) is an essential amino acid (AA) and the precursor of serotonin, melatonin and vitamin B3.
L-Tryptophan-1-13C (CAS: 81201-92-5) is a stable isotope-labeled form of the essential amino acid L-tryptophan, where the carbon atom of the carboxyl group is enriched with the heavy isotope carbon-13 (13C). This compound is a key research tool used as an internal standard for mass spectrometry (LC-MS) and as a metabolic tracer to study the metabolism, absorption, and distribution of tryptophan in the body.
Biological Activity I Assay Protocols (From Reference)
Targets
L-Tryptophan-1-13C has no independent pharmacological target. The unlabeled L-tryptophan is an essential amino acid that serves as the sole precursor for the neurotransmitter serotonin (5-hydroxytryptamine), the sleep-regulating hormone melatonin, and the vitamin B3 (niacin). It exerts its primary biological effects after being metabolized along the serotonin pathway and the kynurenine pathway, which produces various neuroactive metabolites.
ln Vitro
Drug compounds have included stable heavy isotopes of carbon, hydrogen, and other elements, mostly as quantitative tracers while the drugs were being developed. Because deuteration may have an effect on a drug's pharmacokinetics and metabolic properties, it is a cause for concern [1].
L-Tryptophan-1-13C is used as a tracer, not to measure activity. The unlabeled L-tryptophan plays a crucial role in cellular health. In vitro, it is an essential requirement for the growth and survival of many cell lines in culture. It is also known to modulate immune cell function, promoting a regulatory phenotype in T-cells, and its metabolites can protect neurons from excitotoxicity by acting as N-methyl-D-aspartate (NMDA) receptor antagonists.
ln Vivo
In vivo, L-tryptophan is vital for mood regulation, sleep, and appetite control via its conversion to serotonin. Its metabolism via the kynurenine pathway, activated by inflammatory stimuli, is a key regulator of immune responses and has been implicated in the pathogenesis of several diseases, including cancer, depression, and neurodegenerative disorders. The 13C-labeled version is used to trace this complex metabolic branching.
Enzyme Assay
L-Tryptophan-1-13C is used as an internal standard for in vitro assays. A stock solution is typically prepared by dissolving the compound in a solvent like 0.1% formic acid or methanol. A fixed amount of this standard is spiked into a biological sample (e.g., plasma, cell lysate, tissue homogenate) before any processing. After sample preparation (e.g., protein precipitation), the sample is analyzed by LC-MS to quantify the unlabeled L-tryptophan.
Cell Assay
For in vitro cellular experiments, L-Tryptophan-1-13C can be added to cell culture media as a metabolic tracer. Cells, such as neurons, immune cells, or epithelial cells, are incubated in media containing the labeled tryptophan. After a specific labeling period, the cells are harvested, and the metabolites are extracted. LC-MS is then used to track the 13C label into downstream pathways, such as serotonin (5-HT), melatonin, or kynurenine, providing a snapshot of pathway activity.
Animal Protocol
For in vivo animal experiments, the labeled tryptophan is typically administered to rodents via intraperitoneal (IP) injection or oral gavage. Blood samples are taken at multiple time points, and the plasma is analyzed by LC-MS. The time-dependent appearance of the 13C label in plasma and its metabolites provides critical data on the rate of absorption, systemic clearance, and conversion of the parent amino acid into downstream neuroactive or immunomodulatory compounds.
ADME/Pharmacokinetics
L-Tryptophan-1-13C has the same ADME properties as unlabeled L-tryptophan. It is an essential amino acid with a short plasma half-life (often around 1-2 hours) because it is rapidly taken up by tissues. It crosses the blood-brain barrier via the large neutral amino acid (LNAA) transporter. The majority of tryptophan (over 90%) is metabolized via the kynurenine pathway, primarily in the liver, with a smaller portion used for serotonin and melatonin synthesis.
Toxicity/Toxicokinetics
L-Tryptophan is a naturally occurring, essential amino acid and is generally recognized as safe (GRAS) as a nutrient. It has a long history of use as a dietary supplement for sleep and mood. However, there are safety guidelines regarding its use, as very high doses can lead to side effects like nausea and dizziness. The 13C-labeled version is chemically identical, and the very small amounts used in research studies pose no toxicity risk.
References

[1]. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

Additional Infomation
L-Tryptophan-1-13C is not a drug but a stable isotope-labeled research compound. It is extensively used as an internal standard in clinical laboratories and research to measure tryptophan levels in patient samples, particularly for diagnosing conditions like carcinoid syndrome. It is also a vital tracer in neurochemistry and immunology research for studying the kynurenine and serotonin pathways, which are central to understanding diseases like depression, Alzheimer's, and cancer.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H12N2O2
Molecular Weight
205.217837333679
Exact Mass
205.093
CAS #
81201-92-5
Related CAS #
L-Tryptophan;73-22-3
PubChem CID
71309644
Appearance
White to off-white solid powder
LogP
-1.1
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
15
Complexity
245
Defined Atom Stereocenter Count
1
SMILES
O[13C]([C@H](CC1=CNC2C=CC=CC1=2)N)=O
InChi Key
QIVBCDIJIAJPQS-KYURPWGOSA-N
InChi Code
InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1/i11+1
Chemical Name
(2S)-2-amino-3-(1H-indol-3-yl)(113C)propanoic acid
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 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
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*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 : PEG300Tween 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).
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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)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL 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).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.8728 mL 24.3641 mL 48.7282 mL
5 mM 0.9746 mL 4.8728 mL 9.7456 mL
10 mM 0.4873 mL 2.4364 mL 4.8728 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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