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ChemicalBook--->CAS DataBase List--->68414-18-6

68414-18-6

68414-18-6 Structure

68414-18-6 Structure
IdentificationBack 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 PropertiesBack Directory
[storage temp. ]

-20°C
[form ]

Solid
[color ]

White to light yellow
[biological source]

yeast (candida utilis)
[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|
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
Hazard InformationBack 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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