2',3'-cGAMP
Ordering information
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Additional ordering information
Telephone | 1-800-990-8053 |
Fax | 1-800-609-2943 |
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Shipping | Standard overnight for United States, inquire for international |
Physical properties
Molecular weight | 674.42 |
Solvent | DMSO |
Storage, safety and handling
Intended use | Research Use Only (RUO) |
Storage | Freeze (< -15 °C); Minimize light exposure |
Overview | ![]() ![]() |
See also: Cell Signaling Pathways
Molecular weight 674.42 |
2',3'-cGAMP or cGAMP (Cyclic guanosine monophosphate"adenosine monophosphate) is produced in mammalian cells by cGAS (cGAMP synthase) from ATP and GTP upon cytosolic DNA stimulation. cGAMP produced by cGAS contains mixed phosphodiester linkages, with one between 2'-OH of GMP and 5'-phosphate of AMP and the other between 3'-OH of AMP and 5'-phosphate of GMP. 2',3'-cGAMP is also referred to as "noncanonical" cGAMP due to the presence of the atypical 2'-5' phosphodiester linkage between the guanosine and the adenosine. Similar to the canonical 3',3'-cGAMP, 2'3'-cGAMP serves as a second messenger to activate innate immune responses by binding to STING (stimulator of IFN genes) and subsequently inducing the TBK1-IRF3-dependent production of IFN-β. Structural and functional studies revealed that noncanonical 2'3'-cGAMP is distinct from the canonical 3'3'-cGAMP produced by bacteria. 2'3'-cGAMP binds to STING with a much greater affinity than 3'3'-cGAMP. cGAMP has also been shown to be an effective adjuvant that boosts the production of antigen-specific antibodies and T cell responses in mice. cGAMP demonstrates antiviral functions in the cell where it is produced, it can cross cell membranes by passive diffusion to have some effects on neighboring cells.
Calculators
Common stock solution preparation
Table 1. Volume of DMSO needed to reconstitute specific mass of 2',3'-cGAMP to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.
0.1 mg | 0.5 mg | 1 mg | 5 mg | 10 mg | |
1 mM | 148.276 µL | 741.378 µL | 1.483 mL | 7.414 mL | 14.828 mL |
5 mM | 29.655 µL | 148.276 µL | 296.551 µL | 1.483 mL | 2.966 mL |
10 mM | 14.828 µL | 74.138 µL | 148.276 µL | 741.378 µL | 1.483 mL |
Molarity calculator
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Citations
View all 55 citations: Citation Explorer
The cGAS-cGAMP-STING Pathway: A Molecular Link Between Immunity and Metabolism
Authors: Bai, J., Liu, F.
Journal: Diabetes (2019): 1099-1108
Authors: Bai, J., Liu, F.
Journal: Diabetes (2019): 1099-1108
Viral and metazoan poxins are cGAMP-specific nucleases that restrict cGAS-STING signalling
Authors: Eaglesham, J. B., Pan, Y., Kupper, T. S., Kranzusch, P. J.
Journal: Nature (2019): 259-263
Authors: Eaglesham, J. B., Pan, Y., Kupper, T. S., Kranzusch, P. J.
Journal: Nature (2019): 259-263
Structure and mechanism of a Hypr GGDEF enzyme that activates cGAMP signaling to control extracellular metal respiration
Authors: Hallberg, Z. F., Chan, C. H., Wright, T. A., Kranzusch, P. J., Doxzen, K. W., Park, J. J., Bond, D. R., Hammond, M. C.
Journal: Elife (2019): se name="20310.enl" path="C:\Users\aatbi\Drop
Authors: Hallberg, Z. F., Chan, C. H., Wright, T. A., Kranzusch, P. J., Doxzen, K. W., Park, J. J., Bond, D. R., Hammond, M. C.
Journal: Elife (2019): se name="20310.enl" path="C:\Users\aatbi\Drop
A Poxin on Both of Your Houses: Poxviruses Degrade the Immune Signal cGAMP
Authors: Dippel, A. B., Hammond, M. C.
Journal: Biochemistry (2019): 2387-2388
Authors: Dippel, A. B., Hammond, M. C.
Journal: Biochemistry (2019): 2387-2388
Distinct Dynamic and Conformational Features of Human STING in Response to 2'3'-cGAMP and c-di-GMP
Authors: Guo, J., Wang, J., Fan, J., Zhang, Y., Dong, W., Chen, C. P.
Journal: Chembiochem (2019): 1838-1847
Authors: Guo, J., Wang, J., Fan, J., Zhang, Y., Dong, W., Chen, C. P.
Journal: Chembiochem (2019): 1838-1847
A Click-Chemistry Linked 2'3'-cGAMP Analogue
Authors: Dialer, C. R., Stazzoni, S., Drexler, D. J., Muller, F. M., Veth, S., Pichler, A., Okamura, H., Witte, G., Hopfner, K. P., Carell, T.
Journal: Chemistry (2019): 2089-2095
Authors: Dialer, C. R., Stazzoni, S., Drexler, D. J., Muller, F. M., Veth, S., Pichler, A., Okamura, H., Witte, G., Hopfner, K. P., Carell, T.
Journal: Chemistry (2019): 2089-2095
SLC19A1 Is an Importer of the Immunotransmitter cGAMP
Authors: Ritchie, C., Cordova, A. F., Hess, G. T., Bassik, M. C., Li, L.
Journal: Mol Cell (2019): 372-381 e5
Authors: Ritchie, C., Cordova, A. F., Hess, G. T., Bassik, M. C., Li, L.
Journal: Mol Cell (2019): 372-381 e5
The STING ligand cGAMP potentiates the efficacy of vaccine-induced CD8+ T cells
Authors: Gutjahr, A., Papagno, L., Nicoli, F., Kanuma, T., Kuse, N., Cabral-Piccin, M. P., Rochereau, N., Gostick, E., Lioux, T., Perouzel, E., Price, D. A., Takiguchi, M., Verrier, B., Yamamoto, T., Paul, S., Appay, V.
Journal: JCI Insight (2019): se name="20310.enl" path="C:\Users\aatbi\Drop
Authors: Gutjahr, A., Papagno, L., Nicoli, F., Kanuma, T., Kuse, N., Cabral-Piccin, M. P., Rochereau, N., Gostick, E., Lioux, T., Perouzel, E., Price, D. A., Takiguchi, M., Verrier, B., Yamamoto, T., Paul, S., Appay, V.
Journal: JCI Insight (2019): se name="20310.enl" path="C:\Users\aatbi\Drop
Publisher Correction: Viral and metazoan poxins are cGAMP-specific nucleases that restrict cGAS-STING signalling
Authors: Eaglesham, J. B., Pan, Y., Kupper, T. S., Kranzusch, P. J.
Journal: Nature (2019): E12
Authors: Eaglesham, J. B., Pan, Y., Kupper, T. S., Kranzusch, P. J.
Journal: Nature (2019): E12
Discovery of a Novel cGAMP Competitive Ligand of the Inactive Form of STING
Authors: Siu, T., Altman, M. D., Baltus, G. A., Childers, M., Ellis, J. M., Gunaydin, H., Hatch, H., Ho, T., Jewell, J., Lacey, B. M., Lesburg, C. A., Pan, B. S., Sauvagnat, B., Schroeder, G. K., Xu, S.
Journal: ACS Med Chem Lett (2019): 92-97
Authors: Siu, T., Altman, M. D., Baltus, G. A., Childers, M., Ellis, J. M., Gunaydin, H., Hatch, H., Ho, T., Jewell, J., Lacey, B. M., Lesburg, C. A., Pan, B. S., Sauvagnat, B., Schroeder, G. K., Xu, S.
Journal: ACS Med Chem Lett (2019): 92-97
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