Revision 1

#35573Store at -20C

500 µg

Cell Signaling Technology

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For Research Use Only. Not for Use in Diagnostic Procedures.

Background

2’,3’-cGAMP (sodium salt), also known as 2’,3’-cyclic-GMP-AMP, is a second messenger produced by the enzyme cGAMP synthase (cGAS) in response to cytoplasmic DNA (1,2). cGAMP binds and activates the stimulator of interferon genes (STING), a transmembrane adaptor protein that is a critical component of the cellular innate immune response to pathogenic cytoplasmic DNA (1-4). The binding affinity of 2’,3’-cGAMP to STING is stronger than other cyclic di-nucleotides such as c-di-GMP, 3′2′-cGAMP, 3′3′-cGAMP, and 2′2′-cGAMP with a reported Kd value of 3.79 nM compared to 1.21 μM, 1.61 μM, 1.04 μM, and 287 nM, respectively (5).

  1. Sun, L. et al. (2013) Science 339, 786-91.
  2. Wu, J. et al. (2013) Science 339, 826-30.
  3. Ishikawa, H. and Barber, G.N. (2008) Nature 455, 674-8.
  4. Zhong, B. et al. (2008) Immunity 29, 538-50.
  5. Zhang, X. et al. (2013) Mol Cell 51, 226-35.

Molecular Formula

C20H22N10Na2O13P2

Molecular Weight

718.4 g/mol

Purity

>98%

CAS

1441190-66-4

Solubility

Soluble in DMSO at 50 mg/ml or water at 10 mg/ml.

Storage

Store lyophilized at -20ºC, desiccated. In lyophilized form, the chemical is stable for 24 months. Once in solution, continue to store at -20ºC and use within 1 month to prevent loss of potency. Aliquot to avoid multiple freeze/thaw cycles.

Directions for Use

2’,3’-cGAMP (sodium salt) is supplied as a lyophilized powder. For a 5 mM stock, reconstitute 500 μg of powder in 139 μl of DMSO. Working concentrations and length of treatment can vary depending on the desired effect.

Background References

    Cross-Reactivity Key

    H: human M: mouse R: rat Hm: hamster Mk: monkey Vir: virus Mi: mink C: chicken Dm: D. melanogaster X: Xenopus Z: zebrafish B: bovine Dg: dog Pg: pig Sc: S. cerevisiae Ce: C. elegans Hr: horse GP: Guinea Pig Rab: rabbit All: all species expected

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    Cell Signaling Technology is a trademark of Cell Signaling Technology, Inc.
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    Revision 1
    #35573

    2’,3’-cGAMP (sodium salt)

    2’,3’-cGAMP (sodium salt): Image 1 Expand Image
    Western blot analysis of extracts from THP-1 cells differentiated with TPA (12-O-Tetradecanoylphorbol-13-Acetate) #4174 (80 nM, 16 hr) and then untransfected (-) or transfected with 2’,3’-cGAMP (sodium salt) (10 μg/mL, 6 hr; +), using Phospho-STING (Ser366) (D7C3S) Rabbit mAb #19781 (upper) or STING (D2P2F) Rabbit mAb #13647 (lower).
    2’,3’-cGAMP (sodium salt): Image 2 Expand Image
    Chemical structure of 2'3'-cGAMP (sodium salt).