SML3177
2′- Deoxy-ADPR sodium salt
≥95% (HPLC)
Synonym(s):
2′-Deoxyadenosine 5′-diphosphoribose sodium salt
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About This Item
Empirical Formula (Hill Notation):
C15H23N5O13P2 · xNa+
Molecular Weight:
543.32 (free acid basis)
UNSPSC Code:
51111800
NACRES:
NA.77
InChI key
QUQXNEJSUIYECI-ANGKEQCMSA-N
SMILES string
O[C@H]1CC(N2C(N=CN=C3N)=C3N=C2)O[C@@H]1COP(O)(OP(OC[C@H]4OC(O)[C@H](O)[C@@H]4O)(O)=O)=O
assay
≥95% (HPLC)
form
oil
color
, Colorless to light yellow
storage temp.
-10 to -25°C
Quality Level
Biochem/physiol Actions
2′-Deoxyadenosine 5′-diphosphoribose (2′- deoxy-ADPR) is a superagonist of the TRPM2 channel (transient receptor potential melastatin 2), a Ca2+-permeable, voltage independent, nonselective cation channel implicated in free-radical induced cell death, chemotaxis, insulin secretion, thermosensation, immune cell responses and activation of the inflammasome. 2′-Deoxy-ADPR caused 10.4-fold higher whole-cell currents at saturation than adenosine diphosphoribose (ADPR), which had been previously considered to be the main intracellular second messenger that activated TRPM2. 2′-Deoxy-ADPR decreased the inactivation rate resulting in higher average open probability.
Endogenous TRPM2 superagonist
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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2'-Deoxyadenosine 5'-diphosphoribose is an endogenous TRPM2 superagonist
Nature Chemical Biology, 13(9), 1036-1044 (2017)
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