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> cGAMP [849214-04-6]

cGAMP [849214-04-6]

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cGAMP (Cyclic GMP-AMPP) functions as an endogenous second messenger in metazoans and triggers interferon production in response to cytosolic DNA. cGAMP activates stimulator of interferon genes (STING), which activates a signaling cascade leading to the production of type I interferons and other immune mediators.

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cGAMP Chemical Structure

cGAMP Chemical Structure

CAS No. : 849214-04-6

This product is a controlled substance and not for sale in your territory.

Based on 7 publication(s) in Google Scholar

Other Forms of cGAMP:

  • cGAMP disodium In-stock
  • cGAMP diammonium In-stock
Description

cGAMP (Cyclic GMP-AMPP) functions as an endogenous second messenger in metazoans and triggers interferon production in response to cytosolic DNA. cGAMP activates stimulator of interferon genes (STING), which activates a signaling cascade leading to the production of type I interferons and other immune mediators[1][2][3][4].

IC50 & Target

Endogenous Metabolite
In Vitro

cGAMP promotes the antigen-specific proliferation capacity of spleen cells in mice[2].
cGAMP directly activates murine and human dendritic cells in vitro[2].
On stimulation with cGAMP, fibroblasts from the patients showed increased transcription of IFNB1 but not of the genes encoding interleukin-1 (IL1), interleukin-6 (IL6), or tumor necrosis factor (TNF)[3].
cGAMP activates the endoplasmic reticulum (ER)-resident receptor STING, thereby inducing an antiviral state and the secretion of type I IFNs[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

cGAMP Related Antibodies
In Vivo

cGAMP promotes the antigen-specific cytokine production by spleen cells of immunized mice[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Female C57BL/6 (H-2b) mice 6–8 weeks old[2]
Dosage: 5 µg
Administration: Nostril mucosal adjuvant
Result: Higher titers of ovalbumin (OVA)-specific IgA and total IgG as well as IgG1 and IgG2c in the sera of mice immunized with cGAMP-adjuvanted OVA as compared to sera from OVA-immunized mice.
Masse moléculaire

674.41

Formule

C20H24N10O13P2
CAS No.

849214-04-6
Appearance

Solid

Color

White to yellow

SMILES

O=P(O[C@H]1[C@@H](O)[C@H](N2C=NC3=C2N=CN=C3N)O[C@@H]1COP4(O)=O)(O)OC[C@@H]5[C@@H](O4)[C@@H](O)[C@H](N6C=NC7=C6N=C(N)NC7=O)O5
Livraison

Room temperature in continental US; may vary elsewhere.
Stockage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Solvant et solubilité
In Vitro: 

H2O : 180 mg/mL (266.90 mM; Need ultrasonic)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 1.4828 mL 7.4139 mL 14.8278 mL
5 mM 0.2966 mL 1.4828 mL 2.9656 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).
Pureté et documentation
Références

  • [1]. Wu J, et al. Cyclic GMP-AMP is an endogenous second messenger in innate immune signaling by cytosolic DNA. Science. 2013 Feb 15;339(6121):826-30.  [Content Brief]

    [2]. Skrnjug I, et al. Cyclic GMP-AMP displays mucosal adjuvant activity in mice. PLoS One. 2014 Oct 8;9(10):e110150.  [Content Brief]

    [3]. Liu Y, et al. Activated STING in a vascular and pulmonary syndrome. N Engl J Med. 2014 Aug 7;371(6):507-18.  [Content Brief]

    [4]. Ablasser A, et al. Cell intrinsic immunity spreads to bystander cells via the intercellular transfer of cGAMP. Nature. 2013 Nov 28;503(7477):530-4.  [Content Brief]

  • [1]. Wu J, et al. Cyclic GMP-AMP is an endogenous second messenger in innate immune signaling by cytosolic DNA. Science. 2013 Feb 15;339(6121):826-30.

    [2]. Skrnjug I, et al. Cyclic GMP-AMP displays mucosal adjuvant activity in mice. PLoS One. 2014 Oct 8;9(10):e110150.

    [3]. Liu Y, et al. Activated STING in a vascular and pulmonary syndrome. N Engl J Med. 2014 Aug 7;371(6):507-18.

    [4]. Ablasser A, et al. Cell intrinsic immunity spreads to bystander cells via the intercellular transfer of cGAMP. Nature. 2013 Nov 28;503(7477):530-4.

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
H2O 1 mM 1.4828 mL 7.4139 mL 14.8278 mL 37.0694 mL
5 mM 0.2966 mL 1.4828 mL 2.9656 mL 7.4139 mL
10 mM 0.1483 mL 0.7414 mL 1.4828 mL 3.7069 mL
15 mM 0.0989 mL 0.4943 mL 0.9885 mL 2.4713 mL
20 mM 0.0741 mL 0.3707 mL 0.7414 mL 1.8535 mL
25 mM 0.0593 mL 0.2966 mL 0.5931 mL 1.4828 mL
30 mM 0.0494 mL 0.2471 mL 0.4943 mL 1.2356 mL
40 mM 0.0371 mL 0.1853 mL 0.3707 mL 0.9267 mL
50 mM 0.0297 mL 0.1483 mL 0.2966 mL 0.7414 mL
60 mM 0.0247 mL 0.1236 mL 0.2471 mL 0.6178 mL
80 mM 0.0185 mL 0.0927 mL 0.1853 mL 0.4634 mL
100 mM 0.0148 mL 0.0741 mL 0.1483 mL 0.3707 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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cGAMP Related Classifications

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Keywords:

cGAMP849214-04-6Cyclic GMP-AMP 3',3'-cGAMPSTINGStimulator of Interferon GenesTMEM173MITAERISMPYSsecond messengerantigencytosolic DNAinterferonsimmune mediatorsInhibitorinhibitorinhibit

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