Synonym: Dithio-(Rp, Rp)-2′,3′-CDA sodium salt; Dithio-(Rp, Rp)-2′,3′-c-diAMP sodium salt; Dithio-(Rp, Rp)-2′,5′-3′,5′-c-diAMP sodium salt; Dithio-(Rp, Rp)-[cyclic[A(2′,5′)pA(3′,5′)p]] sodium salt
CAS Number: 1638241-89-0 (free acid)
Empirical Formula (Hill Notation): C20H24N10O10P2S2 · xNa+
Molecular Weight: 690.54 (free acid basis)
Linear Formula: C20H24N10O10P2S2 · xNa+
Product Type: Chemical
| assay |
≥95% (HPLC) |
| color |
white to beige |
| form |
powder |
| Quality Level |
100  |
| shipped in |
wet ice |
| SMILES string |
NC1=NC=NC2=C1N=CN2[C@H]3[C@H](O)[C@H](OP4([S-])=O)[C@@H](COP(O[C@H]5[C@@H](O)[C@H](N(C=N6)C7=C6C(N)=NC=N7)O[C@@H]5CO4)([S-])=O)O3.[R].[R].[Na+] |
| storage temp. |
−20°C |
| Biochem/physiol Actions: |
A mixed linkage (ML) cyclic di-adenosine bisthiophosphate with potent STING-activating activity and in vivo anti-tumor efficacy. |
| Biochem/physiol Actions: |
ML-RR-S2 CDA is a potent STING-activating cyclic di-adenosine (CDA or c-diAMP) nucleotide ligand with the 2′-5′, 3′-5′ mixed phosphodiester linkage (ML) in the [Rp,Rp] configuration and doubly substituted thiophosphate (S2) for optimal phosphodiesterase-resistance and thereby enhanced cellular potency. ML-RR-S2 CDA effectively induces IRF3, NF-kB, and STAT6 transcription activities in a STING-dependent manner in both murine (DC2.4 & BMMs) and human (THP1 & PBMCs) cultures (5-100 μM) as well as displays profound anti-tumor efficacy in vivo (100% growth inhibition of established B16.F10, 4T-1 or CT26 tumor with 3X 50 μg/mouse/96 hr intratumoral injections) with lasting immune-mediated tumor rejection. |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥95% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
