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Calcium 2-oxoglutarate

Alias: Calcium 2oxoglutarate; Calcium 2 oxoglutarate
Calcium 2-oxoglutarate is an intermediate in the production/synthesis of ATP or GTP in the Krebs cycle.
Calcium 2-oxoglutarate
Calcium 2-oxoglutarate Chemical Structure CAS No.: 71686-01-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.

Other Forms of Calcium 2-oxoglutarate:

  • 2-Ketoglutaric acid
  • 2-Ketoglutaric acid Sodium (Alpha-Ketoglutaric acid Sodium)
  • 2-Ketoglutaric acid-13C5 (alpha-ketoglutaric acid-13C5)
  • 2-Ketoglutaric acid-13C (α-ketoglutaric acid-13C; Alpha-Ketoglutaric acid-13C)
  • 2-Ketoglutaric acid-d4 (Alpha-Ketoglutaric acid-d4)
  • 2-Ketoglutaric acid-d6 (alpha-ketoglutaric acid-d6)
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Top Publications Citing lnvivochem Products
Product Description
Calcium 2-oxoglutarate is an intermediate in the production/synthesis of ATP or GTP in the Krebs cycle. Calcium 2-oxoglutarate also serves as the primary carbon skeleton for nitrogen assimilation reactions. Calcium 2-oxoglutarate is a reversible inhibitor of tyrosinase (IC50=15 mM).
Calcium 2-oxoglutarate is the calcium salt form of 2-oxoglutarate (alpha-ketoglutarate), an intermediate in the Krebs cycle. It has a molecular weight of 184.16 g/mol and a molecular formula of C5H4CaO5. It acts as a reversible tyrosinase inhibitor and is a precursor for the synthesis of amino acids and nucleotides. Supplementation has been studied for promoting bone health, connective tissue maintenance, and wound healing.
Biological Activity I Assay Protocols (From Reference)
Targets
Calcium 2-oxoglutarate does not have a single defined pharmacological target. It serves as a metabolic intermediate in the Krebs cycle and is a precursor for amino acid and nucleotide synthesis. It acts as a reversible tyrosinase inhibitor and has been studied for its effects on bone health, wound healing, and aging-related metabolic pathways.
ln Vitro
In addition to its physiological roles, calcium 2-ketoglutarate also protects against lipid peroxidation, reduces ammonia levels generated in the lungs, and provides overall ammonia detoxification [1]. A precursor for the production of nucleotides and amino acids is calcium 2-oxoglutarate [2].
In vitro, Calcium 2-oxoglutarate acts as a reversible tyrosinase inhibitor. It is an intermediate in the production of ATP or GTP in the Krebs cycle and a major carbon skeleton for nitrogen assimilation reactions. The compound is used in cell culture media as a nutrient supplement.
ln Vivo
In vivo, Calcium 2-oxoglutarate supplementation has been studied for promoting bone health, connective tissue maintenance, and wound healing. It also shows potential in modulating aging-related metabolic pathways. As a metabolic intermediate, it is involved in energy production and biosynthesis. It is used as a dietary supplement and research compound.
Enzyme Assay
In vitro assays for Calcium 2-oxoglutarate typically involve measuring its effects on metabolic pathways. Tyrosinase inhibition is assessed by incubating the compound with tyrosinase and a substrate (e.g., L-DOPA) and measuring the formation of dopachrome spectrophotometrically. Cell culture studies assess its effects on cell proliferation and metabolism.
Cell Assay
For in vitro cell-based assays, cells are cultured in media supplemented with Calcium 2-oxoglutarate at various concentrations. Cell viability is assessed by standard assays. Metabolic activity is measured by assessing ATP production or oxygen consumption. The compound's effects on cell proliferation and differentiation are evaluated.
Animal Protocol
In vivo animal studies with Calcium 2-oxoglutarate are conducted in models of bone health, wound healing, and aging. The compound is administered orally in the diet or by gavage. Bone density, wound closure, and metabolic parameters are measured. The compound's effects on aging-related pathways are assessed by measuring markers of oxidative stress and inflammation.
ADME/Pharmacokinetics
Calcium 2-oxoglutarate (CAS: 71686-01-6) has a molecular weight of 184.16 g/mol and a molecular formula of C5H4CaO5. IUPAC name: calcium;2-oxopentanedioate. Appearance: solid powder. Purity: ≥98%. Storage: room temperature. The compound is the calcium salt form of 2-oxoglutarate.
Toxicity/Toxicokinetics
Calcium 2-oxoglutarate is generally recognized as safe and is used as a dietary supplement. In preclinical studies, it has shown a favorable safety profile. As a metabolic intermediate, it is naturally present in the body. High doses may cause gastrointestinal effects. Standard laboratory safety precautions should be followed when handling the compound.
References

[1]. The Emergence of 2-Oxoglutarate as a Master Regulator Metabolite. Microbiol Mol Biol Rev. 2015 Dec;79(4):419-35.

[2]. The effect of alpha-ketoglutaric acid on tyrosinase activity and conformation: Kinetics and molecular dynamics simulation study. Int J Biol Macromol. 2017 Dec;105(Pt 3):1654-1662.

Additional Infomation
Calcium 2-oxoglutarate is the calcium salt form of 2-oxoglutarate, an intermediate in the Krebs cycle. It acts as a reversible tyrosinase inhibitor and is a precursor for amino acid and nucleotide synthesis. Supplementation has been studied for promoting bone health, connective tissue maintenance, and wound healing. It has a molecular weight of 184.16 g/mol and a molecular formula of C5H4CaO5. It is not FDA-approved as a drug and is intended for research and supplement use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₅H₄CAO₅
Molecular Weight
184.16
Exact Mass
183.968
CAS #
71686-01-6
Related CAS #
2-Ketoglutaric acid;328-50-7;2-Ketoglutaric acid Sodium;22202-68-2;2-Ketoglutaric acid-13C5;161096-83-9;2-Ketoglutaric acid-13C;108395-15-9;2-Ketoglutaric acid-d4;1381759-60-9;2-Ketoglutaric acid-d6;1173021-86-7
PubChem CID
3018235
Appearance
White to off-white solid powder
Boiling Point
345.6ºC at 760 mmHg
Flash Point
177ºC
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
11
Complexity
160
Defined Atom Stereocenter Count
0
InChi Key
LADYPAWUSNPKJF-UHFFFAOYSA-L
InChi Code
InChI=1S/C5H6O5.Ca/c6-3(5(9)10)1-2-4(7)8;/h1-2H2,(H,7,8)(H,9,10);/q;+2/p-2
Chemical Name
calcium;2-oxopentanedioate
Synonyms
Calcium 2oxoglutarate; Calcium 2 oxoglutarate
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)
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 5.4301 mL 27.1503 mL 54.3006 mL
5 mM 1.0860 mL 5.4301 mL 10.8601 mL
10 mM 0.5430 mL 2.7150 mL 5.4301 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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