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2',3'-cGAMP-Biotin conjugate

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Physical properties
Molecular weight1434.51
SolventDMSO
Storage, safety and handling
Intended useResearch Use Only (RUO)
StorageFreeze (< -15 °C); Minimize light exposure
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OverviewpdfSDSpdfProtocol


Molecular weight
1434.51
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. This biotin-labeled cGAMP provides an excellent probe for developing assays and test for detecting cGAMP and monitoring its activity.

Calculators


Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of 2',3'-cGAMP-Biotin conjugate to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

0.1 mg0.5 mg1 mg5 mg10 mg
1 mM69.71 µL348.551 µL697.102 µL3.486 mL6.971 mL
5 mM13.942 µL69.71 µL139.42 µL697.102 µL1.394 mL
10 mM6.971 µL34.855 µL69.71 µL348.551 µL697.102 µL

Molarity calculator

Enter any two values (mass, volume, concentration) to calculate the third.

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Citations


View all 56 citations: Citation Explorer
African swine fever virus B175L inhibits the type I interferon pathway by targeting STING and 2′ 3′-cGAMP
Authors: Ranathunga, Lakmal and Dodantenna, Niranjan and Cha, Ji-Won and Chathuranga, Kiramage and Chathuranga, WA Gayan and Weerawardhana, Asela and Subasinghe, Ashan and Haluwana, DK and Gamage, Nuwan and Lee, Jong-Soo
Journal: Journal of Virology (2023): e00795--23
African Swine Fever Virus EP364R and C129R Target Cyclic GMP-AMP To Inhibit the cGAS-STING Signaling Pathway
Authors: Dodantenna, Niranjan and Ranathunga, Lakmal and Chathuranga, WA Gayan and Weerawardhana, Asela and Cha, Ji-Won and Subasinghe, Ashan and Gamage, Nuwan and Haluwana, DK and Kim, YongKwan and Jheong, WeonHwa and others,
Journal: Journal of Virology (2022): e01022--22
A Click-Chemistry Linked 2&apos;3&apos;-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
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
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
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
Distinct Dynamic and Conformational Features of Human STING in Response to 2&apos;3&apos;-cGAMP and c-di-GMP
Authors: Guo, J., Wang, J., Fan, J., Zhang, Y., Dong, W., Chen, C. P.
Journal: Chembiochem (2019): 1838-1847
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
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
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