CAS 68414-18-6|Adenosine 5′-diphosphoribose sodium
| Common Name | Adenosine 5′-diphosphoribose sodium | ||
|---|---|---|---|
| CAS Number | 68414-18-6 | Molecular Weight | 581.29800 |
| Density | / | Boiling Point | / |
| Molecular Formula | C15H22N5NaO14P2 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | / |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | [[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] (2,3,4-trihydroxy-5-oxopentyl) hydrogen phosphate,sodium |
|---|---|
| Synonym | More Synonyms |
Adenosine 5′-diphosphoribose sodium BiologicalActivity
| Description | Adenosine 5′-diphosphoribose sodium (ADP ribose sodium) is a nicotinamide adenine nucleotide (NAD+) metabolite. Adenosine 5′-diphosphoribose sodium is the most potent and primary intracellular Ca2+-permeable cation TRPM2 channel activator. Adenosine 5′-diphosphoribose sodium also can enhance autophagy[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>EndocrinologySignaling Pathways >>Autophagy >>AutophagyResearch Areas >>Metabolic Disease |
| Target | TRPM2 channel[1][2] Autophagy[1] |
| In Vitro | In mouse embryonic fibroblasts (MEFs), H2O2 treatment demonstrates that the activation of poly(ADP-ribose) (PAR) polymerase-1 (PARP-1) produced Adenosine 5′-diphosphoribose (ADP ribose), which is an activating signal for TRPM2 channels, thereby promoting Ca2+ elevation through extracellular Ca2+ influx and (or) lysosomal Ca2+ release. This process eventually activates early or late autophagy in response to different degrees of oxidative stress[1][1]. TRPM2 channels are activated by binding of Adenosine 5′-diphosphoribose (ADP ribose) to the intracellular NUDT9-homology (NUDT9-H) domain unique to TRPM2 and located at its C terminus. In addition to ADPR, intracellular Ca2+ is an essential coactivator: TRPM2 channels open only in the combined presence of both ligands[2]. |
| References | [1]. Zhang DX, et al. The potential regulatory roles of NAD(+) and its metabolism in autophagy. Metabolism. 2016 Apr;65(4):454-62. [2]. Tóth B, et al. Pore collapse underlies irreversible inactivation of TRPM2 cation channel currents. Proc Natl Acad Sci U S A. 2012 Aug 14;109(33):13440-5. |
Chemical & Physical Properties
| Molecular Formula | C15H22N5NaO14P2 |
|---|---|
| Molecular Weight | 581.29800 |
| Exact Mass | 581.05400 |
| PSA | 313.97000 |
| InChIKey | RJWGZGBNLLYUJC-KAXKLPFCSA-M |
| SMILES | Nc1ncnc2c1ncn2C1OC(COP(=O)(O)OP(=O)([O-])OCC(O)C(O)C(O)C=O)C(O)C1O.[Na+] |
| Storage condition | -20°C |
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26;S36 |
| RIDADR | NONH for all modes of transport |
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Synonyms
| Adenosine 5'-diphosphoribose sodium salt |
| Adenosine 5 inverted exclamation marka-diphosphoribose sodium salt |
| MFCD00136017 |
