Cyclic ADP-​ribose ammonium  (Synonyms: cADPR ammonium)

Cyclic ADP-ribose ammonium (cADPR ammonium) is a potent second messenger for calcium mobilization that is synthesized from NAD⁺ by an ADP-ribosyl cyclase. Cyclic ADP-ribose ammonium increases cytosolic calcium mainly by Ryanodine receptor-mediated release from endoplasmic reticulum and also by extracellular influx through the opening of TRPM2 channels^[1][2][3].

Calcium mobilization^[1]
TRPM2 channels^[3]
Endogenous metabolite^[1]

cADPR (20 nM) elicits a large rapid Ca²⁺ release in sea urchin eggs homogenates^[1].
cADPR (100 µM; 10 min) induces a sustained elevation of intracellular calcium concentration in a subset (64%) of cultured astrocytes^[4].
cADPR (100 µM) and heat (35-38.5 ℃) stimulates oxytocin OT release from the isolated hypothalami of male mice in culture^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

cADPR (100 µM; push-pull type of brain microperfusion) elevats OT concentrations in ordinate or subordinate mice^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

C₁₅H₂₁N₅O₁₃P₂.xNH₃

Solid

White to off-white

O[C@H]1[C@@H](O)[C@H](N(C=N2)C3=C2C(N(C=N3)[C@@H]([C@H](O)[C@@H]4O)O[C@@H]4CO5)=N)O[C@@H]1COP(OP5(O)=O)(O)=O.N.[x]

Room temperature in continental US; may vary elsewhere.

-20°C, sealed storage, away from moisture

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

• [1]. Galione A, et, al. Ca(2+)-induced Ca2+ release in sea urchin egg homogenates: modulation by cyclic ADP-ribose. Science. 1991 Sep 6;253(5024):1143-6.  [Content Brief]

  [2]. Lee HC, et, al. Structural determination of a cyclic metabolite of NAD+ with intracellular Ca2+-mobilizing activity. J Biol Chem. 1989 Jan 25;264(3):1608-15.  [Content Brief]

  [3]. Ribeiro JM, et, al. Specific cyclic ADP-ribose phosphohydrolase obtained by mutagenic engineering of Mn 2+-dependent ADP-ribose/CDP-alcohol diphosphatase. Sci Rep. 2018 Jan 18;8(1):1036.  [Content Brief]

  [4]. Verderio C, et, al. Evidence of a role for cyclic ADP-ribose in calcium signalling and neurotransmitter release in cultured astrocytes. J Neurochem. 2001 Aug;78(3):646-57.  [Content Brief]

  [5]. Zhong J, et, al. Cyclic ADP-Ribose and Heat Regulate Oxytocin Release via CD38 and TRPM2 in the Hypothalamus during Social or Psychological Stress in Mice. Front Neurosci. 2016 Jul 22;10:304.  [Content Brief]