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Pyrroline-5-carboxylate sodium

Cat No.:V103200 Purity: ≥98%
Sodium pyrrolidine-5-carboxylate participates in amino acid metabolism in organisms and is an intermediate in the biosynthesis and catabolism of proline.
Pyrroline-5-carboxylate sodium
Pyrroline-5-carboxylate sodium Chemical Structure CAS No.: 72978-16-6
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes

Other Forms of Pyrroline-5-carboxylate sodium:

  • Pyrroline-5-carboxylate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Pyrroline-5-carboxylate sodium is involved in amino acid metabolism in organisms and is an intermediate in proline biosynthesis and catabolism. During pathogen infection and abiotic stress
Pyrroline-5-carboxylate sodium (also known as 3,4-dihydro-2H-pyrrole-5-carboxylic acid sodium salt) is a cyclic imino acid that serves as a naturally occurring intermediate in the biosynthesis and catabolism of the amino acid proline. It is a key metabolite in the interconversion pathways linking proline, glutamate, and ornithine. This compound is a biochemical assay reagent used to study metabolic pathways, oxidative stress, and mitochondrial dysfunction, particularly in the context of cancer, aging, and metabolic disorders.
Biological Activity I Assay Protocols (From Reference)
Targets
Pyrroline-5-carboxylate (P5C) is not a drug with a specific pharmacological target; it is a metabolic intermediate. It is involved in redox-dependent metabolic pathways and functions as a potent activator of the unfolded protein response (UPR) and oxidative stress signaling. It is also used as a PROTAC linker, indicating its utility in designing proteolysis-targeting chimeras.
ln Vitro
Pyrroline-5-carboxylate sodium is a naturally occurring intermediate in the metabolic pathways of proline and glutamate. Its primary in vitro use is to study enzyme kinetics of pathways such as the proline cycle. It serves as a substrate for the enzyme pyrroline-5-carboxylate reductase (PYCR), which converts it to proline. It is also the product of the enzyme pyrroline-5-carboxylate synthase (P5CS) when it acts on glutamate.
ln Vivo
No specific in vivo data was found for Pyrroline-5-carboxylate sodium. As an endogenous metabolite, its levels are tightly regulated within cells. Exogenous administration would likely be rapidly metabolized by P5C reductase to proline. The compound is not a therapeutic agent; it is a reagent for investigating the biology of these pathways in model systems.
Enzyme Assay
A standard P5C reductase (PYCR) enzyme assay: The reaction mixture (1 mL) contains 0.1 M potassium phosphate buffer (pH 6.8), 0.2 mM NADPH, varying concentrations of P5C (0.05-5 mM), and an appropriate amount of purified PYCR enzyme or cell lysate. The reaction is initiated by adding P5C and carried out at 25degC. The decrease in absorbance at 340 nm (due to NADPH oxidation) is monitored for 5-10 minutes. Kinetic parameters (Km and Vmax) are calculated from the initial rates.
Cell Assay
A general protocol for assessing cellular proline metabolism: Cells (e.g., breast cancer cell lines) are cultured in DMEM with 10% FBS. To measure P5C levels, the cells are rapidly harvested and lysed in ice-cold 0.4 M perchloric acid. After centrifugation, the supernatant is neutralized with potassium carbonate. P5C is then derivatized with o-aminobenzaldehyde and measured fluorometrically (Ex 440 nm, Em 525 nm). Alternatively, P5C can be converted to a chromophore by reaction with ninhydrin.
Animal Protocol
Not applicable. As an endogenous metabolic intermediate, Pyrroline-5-carboxylate sodium would not be administered to animals in a typical pharmacological study. It is a research reagent used to spike into biological samples as a standard for LC-MS-based metabolomics studies to quantify P5C levels in tissues or biofluids. An animal can be studied for its endogenous P5C levels, but it is not dosed with the compound.
ADME/Pharmacokinetics
Not applicable. Pharmacokinetic studies are not conducted on Pyrroline-5-carboxylate sodium. As an endogenous water-soluble small molecule, if administered exogenously, it would be rapidly taken up by the liver and kidneys, converted to proline, and then utilized or excreted. It is a standard for analytical chemistry rather than a drug candidate.
Toxicity/Toxicokinetics
Not applicable. Pyrroline-5-carboxylate sodium is an endogenous metabolic intermediate and is considered non-toxic at physiological levels. For research use, standard laboratory safety procedures should be followed. The sodium salt formulation is for use in aqueous solutions. There is no toxicological concern for handling this compound in a research setting.
References

[1]. Role of proline and pyrroline-5-carboxylate metabolism in plant defense against invading pathogens. Front Plant Sci. 2015 Jul 6;6:503.

Additional Infomation
Pyrroline-5-carboxylate sodium is a research-grade biochemical for laboratory use only, not for human therapeutic applications. Its CAS number is 72978-16-6, molecular formula is C5H6NNaO2, and molecular weight is 135.10. Purity is ≥98%. It is soluble in water (15 mg/mL) and should be stored at 4degC. It is an important tool for metabolic research. Each product in one row, fields tab-separated.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H6NNAO2
Molecular Weight
135.10
Exact Mass
135.03
CAS #
72978-16-6
Related CAS #
Pyrroline-5-carboxylate
PubChem CID
23706280
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
0
Rotatable Bond Count
1
Heavy Atom Count
9
Complexity
144
Defined Atom Stereocenter Count
0
SMILES
[Na+].[O-]C(C1CCCN=1)=O
InChi Key
QKIMVEBDSSQQKE-UHFFFAOYSA-M
InChi Code
InChI=1S/C5H7NO2.Na/c7-5(8)4-2-1-3-6-4;/h1-3H2,(H,7,8);/q;+1/p-1
Chemical Name
sodium 3,4-dihydro-2H-pyrrole-5-carboxylate
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, avoid exposure to moisture.
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)
H2O : ~25 mg/mL (~185.05 mM; with ultrasonication)
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 7.4019 mL 37.0096 mL 74.0192 mL
5 mM 1.4804 mL 7.4019 mL 14.8038 mL
10 mM 0.7402 mL 3.7010 mL 7.4019 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:
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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.

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  • 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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