C7344

Cyclic adenosine diphosphate-ribose

≥90% (HPLC), lyophilized powder

• Synonym(s): ADP-cyclo[N¹:1′′]-ribose, Cyclic ADPR, cADP-ribose, cADPR
• Empirical Formula (Hill Notation): C₁₅H₂₁N₅O₁₃P₂
• CAS Number: 119340-53-3
• Molecular Weight: 541.30
• UNSPSC Code: 41106305
• NACRES: NA.51

Properties

• biological source: (Ovotestis from sea hare)
• Assay: ≥90% (HPLC)
• form: lyophilized powder
• storage temp.: −20°C
• SMILES string: O[C@H]1[C@@H](O)[C@H]2O[C@@H]1COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)[n@H]4cnc5C(=N)[N@@H]2C=Nc45
• InChI: 1S/C15H21N5O13P2/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)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1
• InChI key: BQOHYSXSASDCEA-KEOHHSTQSA-N

Description

Application

Cyclic adenosine diphosphate-ribose (cADPR) is an intracellular second messenger that mobilizes intracellular Ca²⁺ release from the sarcoplasmic reticulum through ryanodine receptors. CADPR is also a second messenger for glucose-induced insulin release from endocrine pancreas and for abscisic acid-induced calcium release in plants.

Cyclic adenosine diphosphate-ribose has been used to stimulate astrocytes to activate CD38 signaling. It has also been used as a supplement in buffered peptone water to recover S. enteritidis.

Biochem/physiol Actions

Mobilizes intracellular Ca²⁺; regulates Ca²⁺-induced Ca²⁺ release specifically blocked by ryanodine; second messenger for glucose-induced insulin release from the endocrine pancreas and for abscisic acid-induced calcium release in plants.

Packaging

Package size based on nucleotide content.

Physical form

Lyophilized powder

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves