An endogenous Ca2+ mobilizer
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Cyclic ADP-Ribose (ammonium salt)

Item No. 21417

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-β-D-ribofuranosyl-adenosine 5'-(trihydrogen diphosphate), intramol. P',5''-ester, diammonium salt
Synonyms
  • cADP-Ribose
  • cADPR
Molecular Formula
C15H19N5O13P2 • 2NH4
Formula Weight
575.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
N=C1C2=C(N3C=N2)N=CN1[C@@]4([H])[C@H](O)[C@H](O)[C@](COP(OP(OC[C@@]5([H])O[C@]3([H])[C@H](O)[C@@H]5O)([O-])=O)([O-])=O)([H])O4.[NH4+].[NH4+]
InChi Code
InChI=1S/C15H21N5O13P2.2H3N/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7;;/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28);2*1H3/t5-,6-,8-,9-,10-,11-,14-,15-;;/m1../s1
InChi Key
IGYAJGYAGRVAJM-SPJXZGHLSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    500 µg

    $237

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    1 mg

    $379

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    Product Description

    Cyclic ADP-ribose (cADP-ribose) is an endogenous metabolite of NAD+ that mobilizes the release of stored Ca2+ in the endoplasmic reticulum via ryanodine receptors in various cell types.1,2,3,4,5 This second messenger is generated via the cADP-ribose synthases CD38 and CD157.6,5,7 cADP-Ribose may also trigger the cell surface Ca2+ influx channel TRPM2 in a temperature-dependent manner.8 In vitro, cADP-ribose modulates Ca2+ signaling in rat and mouse cardiomyocytes treated with isoproterenol (Item No. 15592), and treatment with this metabolite at 100 µM under heat stress conditions induces the release of oxytocin (Item No. 11799) from the mouse hypothalamus.9,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, H.C., Walseth, T.F., Bratt, G.T., et al. Structural determination of a cyclic metabolite of NAD+ with intracellular Ca2+ -mobilizing activity. The Journal of Biological Chemisty 264(3), 1608-1615 (1989).

    2. Houtkooper, R.H., Cantó, C., Wanders, R.J., et al. The secret life of NAD+: An old metabolite controlling new metabolic signaling pathways. Endocr. Rev. 31(2), 194-223 (2010).

    3. Lee, H.C. Cyclic ADP-ribose and nicotinic acid adenine dinucleotide phosphate (NAADP) as messengers for calcium mobilization. The Journal of Biological Chemisty 287(38), 31633-31640 (2012).

    4. Gul, R., Park, D.-R., Shawl, A.I., et al. Nicotinic acid adenine dinucleotide phosphate (NAADP) and cyclic ADP-ribose (cADPR) mediate Ca2+ signaling in cardiac hypertrophy induced by β-adrenergic stimulation. PLoS One 11(3), e0149125 (2016).