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L-Tryptophan-13C11 (Tryptophan-13C11; Tryptophane-13C11)

Cat No.:V72603 Purity: ≥98%
L-Tryptophan-13C11 is L-Tryptophan labeled with 13C.
L-Tryptophan-13C11 (Tryptophan-13C11; Tryptophane-13C11)
L-Tryptophan-13C11 (Tryptophan-13C11; Tryptophane-13C11) Chemical Structure CAS No.: 202114-65-6
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
5mg
Other Sizes

Other Forms of L-Tryptophan-13C11 (Tryptophan-13C11; Tryptophane-13C11):

  • Tryptophan
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
L-Tryptophan-13C11 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-13C11 (CAS: 202114-65-6) is a stable isotope-labeled form of L-tryptophan, an essential aromatic amino acid. In this compound, all eleven carbon atoms are replaced with the heavier carbon-13 (13C) isotope. L-tryptophan serves as the metabolic precursor for serotonin, melatonin, and vitamin B3 (niacin). The 13C-labeled version is used as a tracer in metabolic research and as an internal standard for LC-MS quantification.
Biological Activity I Assay Protocols (From Reference)
Targets
L-Tryptophan-13C11 has no independent pharmacological target as a stable isotope tracer. L-Tryptophan itself is a precursor for the biosynthesis of serotonin via tryptophan hydroxylase (TPH) and aromatic L-amino acid decarboxylase (AADC), and for melatonin via serotonin N-acetyltransferase (AANAT) and hydroxyindole O-methyltransferase (HIOMT). The 13C-labeled version follows the same metabolic pathways and is used for pathway tracing.
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].
As a stable isotope tracer, L-Tryptophan-13C11 is not tested for in vitro pharmacological activity. In cell cultures, it is used to trace tryptophan metabolism through the kynurenine pathway and serotonin synthesis pathway. The 13C label enables mass spectrometry detection of metabolic intermediates. The non-labeled L-tryptophan is an essential nutrient with documented effects on sleep and mood regulation when supplemented.
ln Vivo
L-Tryptophan-13C11 has no in vivo pharmacological activity as a therapeutic agent. It is used as a tracer to study tryptophan metabolism in animals, including conversion to serotonin in the brain and kynurenine pathway metabolites in the periphery. The 13C-labeled version enables tracking of metabolic fluxes with high specificity using LC-MS/MS detection of isotope enrichment in downstream metabolites.
Enzyme Assay
For in vitro tracer experiments, L-Tryptophan-13C11 is dissolved in culture medium at defined concentrations (e.g., 10-100 microM) to replace or supplement natural tryptophan. Cells are cultured in the labeled medium for periods of 1-48 hours. At specified time points, cell culture supernatants and cell lysates are collected. Metabolites are extracted by protein precipitation with methanol or acetonitrile and analyzed by LC-MS/MS to detect 13C-labeled tryptophan and its downstream metabolites.
Cell Assay
Cells (neuronal, immune, or intestinal cell lines) are seeded in standard medium (DMEM with 10% FBS, 2 mM glutamine) at appropriate densities. After 24 hours, medium is replaced with defined medium containing L-Tryptophan-13C11 (10-100 microM). Cells are incubated for up to 48 hours. At selected time points (e.g., 0, 6, 12, 24, 48 hours), supernatants are collected, and cells are lysed in methanol:water (80:20). Extracts are centrifuged and analyzed by LC-MS/MS to quantify labeled tryptophan, kynurenine, kynurenic acid, serotonin, and other metabolites.
Animal Protocol
For in vivo tracer studies, L-Tryptophan-13C11 is administered to rodents via intravenous injection, intraperitoneal injection (50-200 mg/kg), or oral gavage. Blood samples are collected at multiple time points (e.g., 0, 5, 15, 30, 60, 120, 240 minutes). At terminal time points, brain regions (e.g., hippocampus, prefrontal cortex, striatum), liver, and other tissues are harvested. Tissues are homogenized, and tryptophan and its metabolites are extracted and analyzed by LC-MS/MS to determine 13C enrichment and metabolic flux.
ADME/Pharmacokinetics
L-Tryptophan-13C11 is a stable isotope tracer and has no established PK parameters as a separate entity. It follows the same ADME properties as natural L-tryptophan. Tryptophan is absorbed from the small intestine via amino acid transporters, bound to albumin in circulation (≈80-90% bound), distributed to all tissues, and crosses the blood-brain barrier via the large neutral amino acid transporter (LAT1). It is metabolized primarily via the kynurenine pathway (≈95%).
Toxicity/Toxicokinetics
L-Tryptophan is a naturally occurring essential amino acid with low toxicity at nutritional doses. The LD50 of tryptophan in rodents is >1,000 mg/kg. At very high doses, tryptophan supplementation has been associated with eosinophilia-myalgia syndrome (EMS), a rare adverse reaction linked to contaminants in manufacturing processes. The 13C-labeled version is chemically identical and has the same safety profile. No toxicity specific to the 13C label is known.
References

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

Additional Infomation
L-Tryptophan-13C11 is not a drug but a stable isotope-labeled research reagent. It has no approved therapeutic status, no clinical trial history as an independent agent, and is not intended for human consumption. It is used exclusively as a tracer for metabolic studies and as an internal standard for LC-MS quantification of tryptophan and its metabolites in biological samples. Available in high isotopic enrichment (≥98% purity, 99 atom% 13C).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H12N2O2
Molecular Weight
204.23
Exact Mass
215.126
CAS #
202114-65-6
Related CAS #
L-Tryptophan;73-22-3
PubChem CID
162642150
Appearance
Off-white to light yellow 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
[13C](O)(=O)[13C@H]([13CH2][13C]1[13C]2[13C](=[13CH][13CH]=[13CH][13CH]=2)N[13CH]=1)N
InChi Key
QIVBCDIJIAJPQS-WQQZOYGJSA-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/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1
Chemical Name
(2S)-2-amino-3-(1H-indol-3-yl)(1,2,3-13C3)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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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: ~12.5 mg/mL (~58.1 mM; with ultrasonication)
H2O: < 0.1 mg/mL (insoluble)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (5.81 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 DMSO stock solution (12.5 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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: ≥ 1.25 mg/mL (5.81 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 DMSO stock solution (12.5 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.8964 mL 24.4822 mL 48.9644 mL
5 mM 0.9793 mL 4.8964 mL 9.7929 mL
10 mM 0.4896 mL 2.4482 mL 4.8964 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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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.
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