2'3'-cGAMP (sodium salt)

- Overview
  - Please contact us at for specific academic pricing.
    
    Background
    
    2’,3’-cGAMP (sodium salt) is a second messenger generated by the enzyme cGAMP synthase (cGAS) in the cytoplasm of mammalian cells, in response to the presence of double-stranded DNA. As a second messenger, 2’,3’-cGAMP sodium salt activates innate immune responses via binding of STING (stimulator of IFN genes) and initiates the TBK1-IRF3-dependent production of IFN-β.
    It is used to identify small compounds that bind to STING. It is also applicable in the research of type I interferon response to cytosolic DNA. The binding affinity of 2’,3’-cGAMP to STING is 3.79 nM (Kd value), which is stronger than other cyclic di-nucleotides, e.g. cyclic di-GMP, 3’2’-cGAMP, 3’3’-cGAMP and 2’2’-cGAMP (Kds = 1.21 μM, 1.61 μM, 1.04 μM and 287 nM, respectively).
    
    Zhang X. et al., 2013. Cyclic GMP-AMP containing mixed phosphdiester linkages is an endogenous high-affinity ligand for STING. Mol Cell.51(2):226-35.
    Samira Khiar et al., 2017. Identification of a small molecule that primes the type I interferon response to cytosolic DNA. Sci Rep, 7 (1), 2561
    Zhong B. et al., 2008. The adaptor protein MITA links virus-sensing receptors to IRF3 transcription factor activation. Immunity. 29(4):538-50.
- Properties
  - Categories
    
    STING Ligand
    
    Alternative Name
    
    Guanosine-Adenosine 2',3'-cyclic monophosphate,2'-3'-Cyclic GMP-AMP; adenylyl-(3'→5')-2'-guanylic acid, cyclic nucleotide, disodium salt
    
    CAS Number
    
    1441190-66-4
    
    Molecular Formula
    
    C20H22N10Na2O13P2
    
    Molecular Weight
    
    718.37
    
    Appearance
    
    A solid
    
    Purity
    
    96.26%
    
    Solubility
    
    insoluble in EtOH; insoluble in DMSO; ≥26.9 mg/mL in H2O
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    O=P1([O-])O[[email protected]]([[email protected]@H](O)[[email protected]](N2C=NC3=C2N=CN=C3N)O4)([H])[[email protected]@]4([H])COP(O[[email protected]@]5([H])[[email protected]](N6C=NC7=C6NC(N)=NC7=O)O[[email protected]]([[email protected]]5O)([H])CO1)([O-])=O.[Na+].[Na+]
    
    * For Research Use Only
- Reference
  - 1. Yongsheng Yu, Huan Guo, et al. "Cyclic GMP-AMP promotes the acute phase response and protects against Escherichia coli infection in mice." Biochem Pharmacol. 2021 Jun;188:114541. PMID:33812857

Documents

COA (Certificate Of Analysis)

HPLC

MS (Mass Spectrometry)

MSDS (Material Safety Data Sheet)

2'3'-cGAMP (sodium salt)

Background

Documents

We Also Recommend

BAY-293

Erdafitinib

MDL-800