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Kynurenic acid

Alias: Kynuronic acid; Kynurenic acid; Kynurenic acid
Cat No.:V23369 Purity: ≥98%
Kynurenic acid is an endogenous tryptophan metabolite and a broad spectrum (a wide range) antagonist targeting the target NMDA, glutamate, α7 nicotinic acetylcholine receptor.
Kynurenic acid
Kynurenic acid Chemical Structure CAS No.: 492-27-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
1g
Other Sizes

Other Forms of Kynurenic acid:

  • Kynurenic acid-d5
  • Kynurenic acid sodium
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Kynurenic acid is an endogenous tryptophan metabolite and a broad spectrum (a wide range) antagonist targeting the target NMDA, glutamate, α7 nicotinic acetylcholine receptor. Kynurenic acid is also an agonist of GPR35/CXCR8.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Kynurenic acid, an intermediate uric acid channel, is absorbed by GPR35. In G qi/o chimeric G proteins, phosphoinositide synthesis and calcium stimulation are initiated through a GPR35-coupled mechanism by kynurenic acid. In GPR35-expressing cells, kynurenic acid increases [35S]guanosine 5'-O-(3-thiotriphosphate) binding; treatment with pertussis toxin eliminates this effect. GPR35 internalization is also induced by kynurenic acid [1]. Millimolar concentrations of the compounds were used to identify KYNA's neuromodulatory capabilities as well as the neuroprotective and anticonvulsant effects that go along with them. The other possibility is that KYNA functions as an internal kynurenate with a shallower closed curve and non-competitive localization against cultured hippocampi, as indicated by this and its effect on the clear ionotropic glutamate receptors responsible for these effects [NMDA, α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA), and red algae alkaline salts]. These receptors have low affinity for each other, and the knowledge that KYNA concentrations in the brain are in the submicromolar range. The IC50 value of α7nAChRs on neurons is within the low micromolar range [2].
ln Vivo
Mice peripheral blood leukocyte activity is influenced by kynurenic acid; the maximum concentration (250 mg/L) has the least effect, while the lowest concentration (2.5 mg/L) has the biggest effect. After giving acid to animals for seven and twenty-eight days, the smallest dose of kynurenic acid induced the ischemia response of T (p<0.05) [3].
References
[1]. Wang J, et al. Kynurenic acid as a ligand for orphan G protein-coupled receptor GPR35. J Biol Chem. 2006 Aug 4;281(31):22021-8.
[2]. Albuquerque EX, et al. Kynurenic acid as an antagonist of α7 nicotinic acetylcholine receptors in the brain: facts and challenges. Biochem Pharmacol. 2013 Apr 15;85(8):1027-32.
[3]. Małaczewska J, et al. Effect of oral administration of kynurenic acid on the activity of the peripheral blood leukocytes in mice. Cent Eur J Immunol. 2014;39(1):6-1
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H7NO3
Molecular Weight
189.17
Exact Mass
189.04
CAS #
492-27-3
Related CAS #
Kynurenic acid-d5;350820-13-2;Kynurenic acid sodium;2439-02-3
Appearance
Typically exists as solids (or liquids in special cases) at room temperature
SMILES
O=C1C([H])=C(C(=O)O[H])N([H])C2=C([H])C([H])=C([H])C([H])=C21
Synonyms
Kynuronic acid; Kynurenic acid; Kynurenic 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 Vitro)
0.1 M NaOH : ~12.5 mg/mL (~66.08 mM)
DMSO : ~9 mg/mL (~47.58 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (6.61 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 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 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to 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 (6.61 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 12.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

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Solubility in Formulation 3: 33.33 mg/mL (176.19 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O 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 5.2863 mL 26.4313 mL 52.8625 mL
5 mM 1.0573 mL 5.2863 mL 10.5725 mL
10 mM 0.5286 mL 2.6431 mL 5.2863 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:

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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?
  • 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)
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  • 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:
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  • 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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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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