| Identification | Back Directory | [Name]
ADENOSINE 5'-DIPHOSPHORIBOSE SODIUM SALT | [CAS]
68414-18-6 | [Synonyms]
adp-ribose
ADP ribose sodium
adenosine 5'-diphosphoribose sodium
ADENOSINE 5'-DIPHOSPHORIBOSE SODIUM SALT
Adenosine 5'-diphosphoribose sodium salt >=93%
ADENOSINE-5'-DIPHOSPHORIBOSE SODIUM SALT DIHYDRATE
ADENOSINE-5'-DIPHOSPHORIBOSE SODIUM SALT 2-HYDRATE
[[5-(6-AMINOPURIN-9-YL)-3,4-DIHYDROXYOXOLAN-2-YL]METHOXY-HYDROXYPHOSPHORYL] (2,3,4-TRIHYDROXY-5-OXOPENTYL) HYDROGEN PHOSPHATE,SODIUM | [Molecular Formula]
C15H22N5NaO14P2 | [MDL Number]
MFCD00136017 | [MOL File]
68414-18-6.mol | [Molecular Weight]
581.3 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [Water Solubility ]
Water : 125 mg/mL (215.04 mM) | [InChIKey]
MBPRZUBFEMLFGQ-UUIVKEFHSA-M | [SMILES]
O[C@@H]1[C@@H]([C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H](O)[C@@H](O)[C@@H](O)C=O)O[C@H]1N1C=NC2C(=NC=NC1=2)N)O.[NaH] |&1:1,2,3,15,17,19,24,r| |
| Hazard Information | Back Directory | [Description]
Adenosine 5′-diphosphoribose sodium (ADP ribose sodium) is a nicotinamide adenine nucleotide (NAD+) metabolite. It is the most potent and primary intracellular Ca2+-permeable cation TRPM2 channel activator and can also enhance autophagy.
| [Uses]
5′-Deoxy-5′-(methylthio)adenosine has been used:
- to give a range of nicotinamide adenine dinucleotide (NADH)
- oxidation rates for the respiratory complex (CI/CIII/CIV)
- CI/alternative(AOX) pathway
- to measure poly(ADP-ribose) glycohydrolaseactivity
- poly(ADP-ribose) (PAR) binding competition assay
- oxidase?(AOX) pathway
- to measure poly(ADP-ribose) glycohydrolase activity
- poly(ADP-ribose) (PAR) binding competition assay
| [Biochem/physiol Actions]
ADP-Ribose is used as the basic building block used as a substrate in the formation of poly(ADP-ribose) by members of the poly(ADP-ribose) polymerase (PARP) family. Poly(ADP-ribose) formation and degradation are an important components of DNA repair and apoptosis signaling. | [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.
TRPM2 channels are activated by binding 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.
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Sigma-Aldrich
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