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Pyruvic acid-13C sodium (Acetylformic acid-13C (sodium))

Cat No.:V72402 Purity: ≥98%
Pyruvic acid-13C (sodium) is a 13C (carbon 13)-labeled Pyruvic acid.
Pyruvic acid-13C sodium (Acetylformic acid-13C (sodium))
Pyruvic acid-13C sodium (Acetylformic acid-13C (sodium)) Chemical Structure CAS No.: 87976-70-3
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
5mg
10mg
50mg
Other Sizes

Other Forms of Pyruvic acid-13C sodium (Acetylformic acid-13C (sodium)):

  • Phosphoenolpyruvic acid potassium-13C2
  • Phosphoenolpyruvic acid potassium (potassium phosphoenolpyruvate; Potassium 1-carboxyvinyl hydrogenphosphate)
  • Pyruvic acid-13C,d4 (pyruvic acid-13C,d4; acetoformic acid-13C,d4)
  • Phenylpyruvic acid13C6 sodium (Phenylpyruvic acid 13C6 (sodium salt))
  • Pyruvic acid
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Product Description
Pyruvic acid-13C (sodium) is a 13C (carbon 13)-labeled Pyruvic acid. Pyruvic acid is an intermediate metabolite in carbohydrate, protein and fat metabolism.
Pyruvic acid-13C sodium (CAS: 87976-70-3) is the stable isotope-labeled form of sodium pyruvate, where one carbon atom (either the C1 or C2 position depending on the specific labeling pattern) is enriched with the heavy isotope carbon-13 (13C). It has a molecular formula of C3H3NaO3 and a molecular weight of 111.04 (for the 13C-labeled version). Pyruvic acid is an intermediate metabolite in carbohydrate, protein, and fat metabolism.
Biological Activity I Assay Protocols (From Reference)
Targets
Pyruvic acid-13C sodium has no independent pharmacological target as a stable isotope tracer. The unlabeled sodium pyruvate is a key intermediate in several metabolic pathways, including glycolysis and the TCA cycle. It is the end product of glycolysis and serves as the primary substrate for the enzyme pyruvate dehydrogenase (PDH), which produces acetyl-CoA, linking glycolysis to the TCA cycle.
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, Pyruvic acid-13C sodium is not tested for in vitro pharmacological activity. In cell culture studies, it is used to trace pyruvate metabolism, TCA cycle flux, and gluconeogenesis. The 13C label enables precise tracking of pyruvate as it is converted to lactate, alanine, oxaloacetate, and acetyl-CoA, providing insights into central carbon metabolism.
ln Vivo
Pyruvic acid-13C sodium has no independent in vivo pharmacological activity as a therapeutic agent. It is used in animal and human studies as a stable isotope tracer to study whole-body carbohydrate metabolism, TCA cycle activity, and metabolic disorders such as diabetes and mitochondrial diseases. Unlabeled pyruvate has been studied for its potential benefits in heart failure and metabolic syndrome.
Enzyme Assay
For in vitro LC-MS or NMR studies, Pyruvic acid-13C sodium is dissolved in an appropriate solvent (water, PBS, or cell culture medium) to prepare a stock solution (e.g., 10-100 mM). For metabolic flux analysis, the tracer is added to enzyme reaction mixtures or cell culture media. Samples are collected at various time points, and metabolites are extracted. LC-MS or 13C-NMR is used to trace the 13C label into lactate, alanine, malate, citrate, and other TCA cycle intermediates.
Cell Assay
For in vitro cellular experiments, Pyruvic acid-13C sodium can be added to cell culture media as a tracer. Cells (e.g., cancer cells, hepatocytes, myocytes) are cultured in standard medium. The medium is replaced with glucose-free or reduced-glucose medium containing Pyruvic acid-13C sodium (1-10 mM) for 1-24 hours. At each time point, cells are harvested, and metabolites are extracted. LC-MS is used to trace the 13C label into lactate (by LDH), alanine (by ALT), acetyl-CoA, and TCA cycle intermediates.
Animal Protocol
For in vivo animal studies, Pyruvic acid-13C sodium is administered to rodents via intravenous injection (bolus or continuous infusion) or intraperitoneal injection (50-200 mg/kg). Blood samples are collected at multiple time points (0, 5, 10, 15, 30, 60 minutes). At terminal time points, tissues (liver, heart, brain) are harvested, snap-frozen, and stored at -80degC. Tissues are homogenized and analyzed by LC-MS or NMR to quantify 13C-labeled pyruvate and its metabolites. Breath 13CO2 can be collected to measure complete oxidation.
ADME/Pharmacokinetics
Pyruvic acid-13C sodium is a stable isotope tracer and has the same pharmacokinetics as natural sodium pyruvate. Pyruvate is a small, water-soluble molecule with a very short half-life in plasma (minutes). It is rapidly taken up by cells and metabolized, primarily via pyruvate dehydrogenase (PDH) to acetyl-CoA or via lactate dehydrogenase (LDH) to lactate. In the liver, pyruvate is a key gluconeogenic substrate. The 13C label enables precise tracking of these processes.
Toxicity/Toxicokinetics
Pyruvate is a naturally occurring and ubiquitous metabolite with very low toxicity. It is generally recognized as safe (GRAS) and is commonly used as a nutritional supplement and ingredient in cell culture media. The 13C-labeled version is chemically identical and is considered non-toxic. Even at high concentrations, it is well-tolerated by the body, as it is a standard intermediate in essential metabolic pathways. Standard laboratory safety precautions for handling organic compounds apply.
References

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

[2]. Reactivity of pyruvic acid and its derivatives towards reactive oxygen species. Luminescence. 2015 Nov;30(7):1153-8.

Additional Infomation
Pyruvic acid-13C sodium is not a drug but a 13C-labeled stable isotope research tracer. It has no approved therapeutic status as a labeled compound. It is used as a tracer for metabolic flux analysis in biochemistry and metabolomics, particularly for studying glycolysis, the TCA cycle, gluconeogenesis, and pyruvate metabolism. It is also used in clinical research for diagnosing inborn errors of metabolism (e.g., pyruvate dehydrogenase deficiency) and cancer metabolism. Available with ≥99 atom% 13C.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C213CH3NAO3
Molecular Weight
111.04
Exact Mass
111.001
CAS #
87976-70-3
Related CAS #
Pyruvic acid;127-17-3
PubChem CID
16213478
Appearance
White to off-white solid powder
Melting Point
>300ºC(lit.)
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
7
Complexity
88.2
Defined Atom Stereocenter Count
0
SMILES
C[13C](=O)C(=O)[O-].[Na+]
InChi Key
DAEPDZWVDSPTHF-CGOMOMTCSA-M
InChi Code
InChI=1S/C3H4O3.Na/c1-2(4)3(5)6;/h1H3,(H,5,6);/q;+1/p-1/i2+1;
Chemical Name
sodium;2-oxo(213C)propanoate
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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)
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
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 9.0058 mL 45.0288 mL 90.0576 mL
5 mM 1.8012 mL 9.0058 mL 18.0115 mL
10 mM 0.9006 mL 4.5029 mL 9.0058 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

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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?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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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
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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