A second messenger and inducer of IFN-β production
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

3'3'-cGAMP (sodium salt)

Item No. 17966

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
adenylyl-(3'→5')-3'-guanylic acid, cyclic nucleotide, disodium salt
CAS Number
2407516-83-8
Synonyms
  • Adenosine-Guanosine 3',3'-cyclic monophosphate
  • 3',3'-Cyclic GMP-AMP
  • c-GpAp
Molecular Formula
C20H22N10O13P2 • 2Na
Formula Weight
718.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 10 mM
SMILES
O=C1NC(N)=NC2=C1N=CN2[C@@H]([C@@H]3O)O[C@@]([H])([C@]3(OP([O-])(OC[C@]([H])([C@]4(O5)[H])O[C@H]([C@@H]4O)N6C7=NC=NC(N)=C7N=C6)=O)[H])COP5([O-])=O.[Na+].[Na+]
InChi Code
InChI=1S/C20H24N10O13P2.2Na/c21-14-8-15(24-3-23-14)29(4-25-8)18-10(31)12-6(40-18)1-38-45(36,37)43-13-7(2-39-44(34,35)42-12)41-19(11(13)32)30-5-26-9-16(30)27-20(22)28-17(9)33;;/h3-7,10-13,18-19,31-32H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H3,22,27,28,33);;/q;2*+1/p-2/t6-,7-,10-,11-,12-,13-,18-,19-;;/m1../s1
InChi Key
MFPHQIYDBUVTRL-DQNSRKNCSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    100 µg

    $117

    Add

    500 µg

    $343

    Add
    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    3'3'-cGAMP is a second messenger produced in bacteria by specific dinucleotide cyclases.1 It contains canonical 3’5’-phosphodiester bonds and regulates chemotaxis, colonization, and other cellular functions. 3’3’-cGAMP shows weaker binding to the adapter protein stimulator of interferon genes (STING; Kd = 1.04 µM) than 2’2’-cGAMP (Item No. 22419; Kd = 287 nM) and 2’3’-cGAMP (Item No. 19887; Kd = 3.79 nM) but has similar binding affinity to 3’2’-cGAMP (Kd = 1.61 µM) and cyclic di-GMP (Item No. 17144; Kd = 1.21 µM).2 3’3’-cGAMP induces IFN-β mRNA expression in L929 cells (EC50 = 40.5 nM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Davies, B.W., Bogard, R.W., Young, T.S., et al. Coordinated regulation of accessory genetic elements produces cyclic di-nucleotides for V. cholerae virulence. Cell 149(2), 358-370 (2012).

    2. Zhang, X., Shi, H., Wu, J., et al. Cyclic GMP-AMP containing mixed phosphodiester linkages is an endogenous high-affinity ligand for STING. Mol. Cell 51(2), 226-235 (2013).