1. Immunology/Inflammation
  2. STING
  3. 2’3’-c-di-AM(PS)2 (Rp,Rp)

2’3’-c-di-AM(PS)2 (Rp,Rp)  (Synonyms: ADU-S100; MIW815; ML RR-S2 CDA)

Cat. No.: HY-12885 Purity: 98.36%
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2’3’-c-di-AM(PS)2 (Rp,Rp) (ADU-S100), an activator of stimulator of interferon genes (STING), leads to potent and systemic tumor regression and immunity.

The free form of the compound is prone to instability, it is advisable to consider the stable salt form (2’3’-c-di-AM(PS)2 (Rp,Rp) disodium salt) that retains the same biological activity.

For research use only. We do not sell to patients.

2’3’-c-di-AM(PS)2 (Rp,Rp) Chemical Structure

2’3’-c-di-AM(PS)2 (Rp,Rp) Chemical Structure

CAS No. : 1638241-89-0

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Other In-stock Forms of 2’3’-c-di-AM(PS)2 (Rp,Rp):

Top Publications Citing Use of Products

53 Publications Citing Use of MCE 2’3’-c-di-AM(PS)2 (Rp,Rp)

RT-PCR

    2’3’-c-di-AM(PS)2 (Rp,Rp) purchased from MedChemExpress. Usage Cited in: Nat Commun. 2023 Mar 13;14(1):1390.  [Abstract]

    ADU-S100 (10 μM; 48 h; labeled as STING) enhances type I interferon gene expression in human dendritic cells (DCs).
    • Biological Activity

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    • References

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    Description

    2’3’-c-di-AM(PS)2 (Rp,Rp) (ADU-S100), an activator of stimulator of interferon genes (STING), leads to potent and systemic tumor regression and immunity[1].

    IC50 & Target

    STING[1]

    In Vitro

    2’3’-c-di-AM(PS)2 (Rp,Rp) is unstable in its free base form. 2’3’-c-di-AM(PS)2 (Rp,Rp) ammonium salt (HY-12885B) improves both stability and lipophilicity, promoting significantly increased STING signaling as compared to endogenous and pathogen-derived cyclic dinucleotides (CDNs)[1].
    2’3’-c-di-AM(PS)2 (Rp,Rp) shows enhanced type I IFN production over CDA in THP-1 human monocytes. In contrast, the dithio, mixed-linkage CDN derivatives (ML RR-CDA, ML RR-S2 CDG, and ML RR-S2 cGAMP) potently activate all five hSTING alleles, including the refractory hSTINGREF and hSTINGQ alleles. 2’3’-c-di-AM(PS)2 (Rp,Rp) induces the highest expression of IFN-β and the pro-inflammatory cytokines TNF-α, IL-6, and MCP-1 on a molar equivalent basis, as compared to endogenous ML cGAMP and the TLR3 agonist poly I:C. 2’3’-c-di-AM(PS)2 (Rp,Rp) is also found to induce aggregation of STING and induce phosphorylation of TBK1 and IRF3 in mouse bone marrow macrophage (BMM). 2’3’-c-di-AM(PS)2 (Rp,Rp) induces significantly higher levels of IFN-α when compared to ML cGAMP[1].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    In Vivo

    2’3’-c-di-AM(PS)2 (Rp,Rp) shows higher anti-tumor control than the endogenous ML cGAMP. A dose response of the 2’3’-c-di-AM(PS)2 (Rp,Rp) compound is performed in B16 tumor-bearing mice, which identifies an optimal antitumor dose level that also elicites maximum tumor antigen-specific CD8+ T cell responses, and improves long-term survival to 50%[1].

    MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

    Clinical Trial
    Molecular Weight

    690.54

    Formula

    C20H24N10O10P2S2

    CAS No.
    Appearance

    Solid

    Color

    White to off-white

    SMILES

    O[C@H]1[C@@H](O[P@@](OC[C@H]2O[C@@H](N3C(N=CN=C4N)=C4N=C3)[C@H](O)[C@@H]2O5)(S)=O)[C@H](N6C(N=CN=C7N)=C7N=C6)O[C@@H]1CO[P@]5(S)=O

    Shipping

    Room temperature in continental US; may vary elsewhere.

    Storage

    -20°C, protect from light

    *In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

    Solvent & Solubility
    In Vitro: 

    H2O : 20 mg/mL (28.96 mM; Need ultrasonic)

    Preparing
    Stock Solutions
    Concentration Solvent Mass 1 mg 5 mg 10 mg
    1 mM 1.4481 mL 7.2407 mL 14.4814 mL
    5 mM 0.2896 mL 1.4481 mL 2.8963 mL
    View the Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    * Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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    This equation is commonly abbreviated as: C1V1 = C2V2

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    Working solution concentration: mg/mL
    This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
    The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only.If necessary, please contact MedChemExpress (MCE).
    Purity & Documentation

    Purity: 99.85%

    References
    Cell Assay
    [1]

    Cryopreserved hPBMCs are thawed and 1×106 cells per well are plated in a 96 well plate in RPMI media. Cells are stimulated with 10 μM ADU-S100 or ML cGAMP for 6 hours and supernatants are harvested. Supernatants are diluted 1:2 and assayed for IFN-α protein using Cytometric Bead Array (CBA) Human Flex Set. Data is collected using a FACSVerse cytometer and analyzed by FCAP Array Software[1].

    MCE has not independently confirmed the accuracy of these methods. They are for reference only.

    Animal Administration
    [1]

    Mice[1]
    WT C57BL/6 mice are inoculated with 5×104 B16.F10 cells in the left flank (n=8). When tumor volumes are 100 mm3 mice receive three IT doses of either ML RR-S2 CDG (25 μg), ADU-S100 (50 μg), or HBSS as control. WT C57BL/6 mice are inoculated with 5×104 B16.F10 cells in the left flank (n=5). When tumor volumes are 100 mm3 they received three IT doses of ADU-S100 at 5, 25, 50 or 100 μg or HBSS as control. WT C57BL/6 mice are inoculated with 5×104 B16.F10 cells in the left flank (n=8). When tumor volumes are 100 mm3 they receive three IT doses of 100 μg ADU-S100 or HBSS as control. Treatments are administered on days 13, 17 and 20 and tumor measurements are taken twice weekly. Results are shown as percent survival by Log-rank (Mantel-Cox) test (A and C)[1].

    MCE has not independently confirmed the accuracy of these methods. They are for reference only.

    References

    Complete Stock Solution Preparation Table

    * Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
    Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

    Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
    H2O 1 mM 1.4481 mL 7.2407 mL 14.4814 mL 36.2036 mL
    5 mM 0.2896 mL 1.4481 mL 2.8963 mL 7.2407 mL
    10 mM 0.1448 mL 0.7241 mL 1.4481 mL 3.6204 mL
    15 mM 0.0965 mL 0.4827 mL 0.9654 mL 2.4136 mL
    20 mM 0.0724 mL 0.3620 mL 0.7241 mL 1.8102 mL
    25 mM 0.0579 mL 0.2896 mL 0.5793 mL 1.4481 mL

    * Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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    • Do most proteins show cross-species activity?

      Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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