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cGAMP (Cyclic AMP-GMP) (Synonyms: Cyclic GMP-AMP; 3',3'-cGAMP)

Catalog No.GC31696 Copy One-Click Copy Product Info

cGAMP (Cyclic AMP-GMP) is a cyclic dinucleotide that acts as a second messenger in mammalian cells and is synthesized "on demand" when cells are threatened.

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cGAMP (Cyclic AMP-GMP) Chemical Structure

Cas No.: 849214-04-6

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500ug
$171.00
In stock
1mg
$297.00
In stock

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Sample solution is provided at 25 µL, 10mM.



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Description of cGAMP (Cyclic AMP-GMP)

cGAMP (Cyclic AMP-GMP) is a cyclic dinucleotide that acts as a second messenger in mammalian cells and is synthesized "on demand" when cells are threatened[1, 2]. cGAMP activates the stimulator of interferon genes (STING), triggering a signaling cascade that leads to the production of type I interferons and other immune mediators[3]. Under cGAMP stimulation, cells show increased IFNB1 transcription, but no abnormal transcription of genes encoding interleukin-1 (IL1), interleukin-6 (IL6), or tumor necrosis factor (TNF)[4].

In vitro, treatment of mouse bone marrow-derived dendritic cells and human peripheral blood mononuclear cell-derived dendritic cells with cGAMP (5mg/mL, 60mg/mL) for 24h directly activated both mouse and human dendritic cells. The purity of CD11c+ cells in the tested cell populations was 95% for human peripheral blood mononuclear cell-derived dendritic cells and 82% for mouse bone marrow-derived dendritic cells[5].

In vivo, cGAMP (5μg) administered as a nasal mucosal adjuvant to immunized mice promoted antigen-specific proliferation of mouse splenocytes and enhanced antigen-specific humoral immune responses[5].

References:
[1] Liu Y, Fei Y, Wang X, et al. Biomaterial-enabled therapeutic modulation of cGAS-STING signaling for enhancing antitumor immunity[J]. Molecular Therapy, 2023, 31(7): 1938-1959.
[2] Su Y. Development of Riboswitch-based Sensors for High-throughput Enzyme Activity Screens[M]. University of California, Berkeley, 2018.
[3] Kaushal A. A central role of stimulator of interferon genes’ adaptor protein in defensive immune response[J]. Immunologic Research, 2025, 73(1): 39.
[4] Liu Y, Jesus A A, Marrero B, et al. Activated STING in a vascular and pulmonary syndrome[J]. New England Journal of Medicine, 2014, 371(6): 507-518.
[5] Škrnjug I, Guzmán C A, Ruecker C. Cyclic GMP-AMP displays mucosal adjuvant activity in mice[J]. PloS one, 2014, 9(10): e110150.

Protocol of cGAMP (Cyclic AMP-GMP)

Cell experiment [1]:

Cell lines

Murine bone marrow-derived dendritic cells, human PBMC-derived dendritic cells

Preparation Method

Murine bone marrow-derived dendritic cells (DCs) and human PBMC-derived DCs were stimulated in vitro with c-di-AMP, cGAMP (both at 5mg/mL or 60mg/mL) or left untreated (mock) for 24h. The dendritic cells were decorated with fluorophore-conjugated antibodies against the DC activation markers CD40, CD54, CD80, CD83, CD86 or MHC class II (I-Ab) and analyzed by flow cytometry.

Reaction Conditions

5mg/mL, 60mg/mL; 24h

Applications

cGAMP directly activates murine and human dendritic cells in vitro. The purity of the tested cell populations with respect to CD11c+ cells was 95% for the human PBMC derived DCs and 82% for the mouse bone marrow-derived DCs.
Animal experiment [1]:

Animal models

Female C57BL/6 (H-2b) mice

Preparation Method

Mouse immunization experiments Five animals per group were immunized intra-nasal (i. n.) on days 0, 14 and 28. Animals were anesthetized with Isoflurane and treated 10mL per nostril with 15μg ovalbumin (OVA) alone or co-adminis tered with 5μg per dose of c-di-AMP, cGAMP or cholera toxin B subunit (CTB) in Ampuwa or with Ampuwa alone in the control group (mock immunization). On day 42 after immunization animals were sacrificed and samples were collected.

Dosage form

5μg; intra-nasal (i. n.)

Applications

The cGAMP-dependent enhanced specific IgG and IgA titers in our mouse immunization experiments suggest that the use of cGAMP promotes the antigen-specific humoral immune response. Spleen cells from mice immunized with cGAMP-adjuvanted antigen showed a facilitated antigen-specific proliferation capacity.

References:
[1] Škrnjug I, Guzmán C A, Ruecker C. Cyclic GMP-AMP displays mucosal adjuvant activity in mice[J]. PloS one, 2014, 9(10): e110150.

Chemical Properties of cGAMP (Cyclic AMP-GMP)

Cas No. 849214-04-6 SDF
Synonyms Cyclic GMP-AMP; 3',3'-cGAMP
Canonical 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
Formula C20H24N10O13P2 M.Wt 674.41
Solubility Water : 20 mg/mL (29.66 mM) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of cGAMP (Cyclic AMP-GMP)

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1 mg 5 mg 10 mg
1 mM 1.4828 mL 7.4139 mL 14.8278 mL
5 mM 296.6 μL 1.4828 mL 2.9656 mL
10 mM 148.3 μL 741.4 μL 1.4828 mL
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Product Documents of cGAMP (Cyclic AMP-GMP)

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