CAS 119340-53-3

Cyclic ADP-ribose

Description:

Cyclic ADP-ribose (cADPR) is a nucleotide derivative that plays a crucial role in cellular signaling, particularly in the regulation of calcium release from the endoplasmic reticulum. It is synthesized from NAD+ by the enzyme ADP-ribosyl cyclase and is characterized by its cyclic structure, which includes a ribose sugar and a phosphate group. cADPR is known for its ability to act as a second messenger in various physiological processes, including muscle contraction, neuronal signaling, and immune responses. The molecule is relatively stable under physiological conditions but can be hydrolyzed to ADP-ribose. Its signaling pathway is significant in many organisms, from plants to mammals, highlighting its evolutionary importance. cADPR interacts with ryanodine receptors, facilitating calcium mobilization, which is essential for various cellular functions. Due to its pivotal role in intracellular signaling, cADPR has garnered interest in research related to cardiovascular health, neurobiology, and potential therapeutic applications.

Formula: C₁₅H₂₁N₅O₁₃P₂

InChI: 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: InChIKey=BQOHYSXSASDCEA-KEOHHSTQSA-N

SMILES: O[C@H]1[C@@]2(N3C4=C(N=C3)C(=N)N(C=N4)[C@@]5(O[C@@]([C@@H](O)[C@H]5O)(COP(=O)(O)OP(=O)(O)OC[C@@](O2)([C@H]1O)[H])[H])[H])[H]

Synonyms:

• (2R,3R,4S,5R,13R,14S,15R,16R,24Z)-24-imino-7,9,11,25,26-pentaoxa-1,17,19,22-tetraaza-8,10-diphosphapentacyclo[18.3.1.1~2,5~.1~13,16~.0~17,21~]hexacosa-18,20,22-triene-3,4,8,10,14,15-hexol 8,10-dioxide (non-preferred name)
• Adenosine 5′-(trihydrogen diphosphate), 1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, intramol. P′,5′′-ester
• Adp-Cyclo-[N1:1']-Ribose
• Cadpr
• Cyclic Adenosine 5'-Diphosphate Ribose
• Cyclic Adenosine Diphosphate Ribose Sodium Salt
• Cyclic Adenosine Diphosphate-Ribose
• Cyclic Adp-Ribose
• Cyclic Adpr
• N-Alpha-D-Riofuranosyl-P',5'-Ester Adenosine 5'-(Trihydrogen Diphosphate)
• cAPD ribose
• MeSH ID: D036563

Cyclic ADP-ribose

CAS: 119340-53-3

Formula: C₁₅H₂₁N₅O₁₃P₂

Molecular weight: 541.30

Ref: 4Z-A-267041

cADP-Ribose (cADPR) Ammonium (~90%)

Controlled Product

CAS: 119340-53-3

Applications cADP-Ribose (cADPR) Ammonium Salt is a potent second messenger for Ca22+ and a signaling molecule in abscisic acid response in plants.
References Malara, A. et al.: J. Biol. Chem., 292, 3239 (2017);

Formula: C₁₅H₂₁N₅O₁₃P₂•x(NH₃)

Purity: ~90%

Color and Shape: Neat

Molecular weight: 541.301703

Ref: TR-A291808

Cyclic adenosine 5'-diphosphate ribose ammonium salt

CAS: 119340-53-3

Cyclic Adenosine 5'-diphosphate ribose ammonium salt (CADPRAM) is a potent inhibitor of cyclic nucleotide phosphodiesterases (PDEs). CADPRAM reversibly inhibits PDEs and prevents the hydrolysis of cAMP. This inhibition can lead to an increase in cytosolic Ca2+. CADPRAM also inhibits polymerase chain reaction, which is why it cannot be used for the treatment of infectious diseases. CADPRAM has been shown to inhibit the activity of enzymes that are known to play a role in clinical pathology, such as adenylate cyclase and phosphodiesterase type 3.

Formula: C₁₅H₂₁N₅O₁₃P₂·NH₃

Purity: Min. 95%

Color and Shape: White solid.

Molecular weight: 558.33 g/mol

Ref: 3D-NC11582

Cyclic ADP-ribose

CAS: 119340-53-3

cADPR, made from NAD+, boosts calcium in cells via Ryanodine receptors and TRPM2 channels.

Formula: C₁₅H₂₁N₅O₁₃P₂

Purity: 98%

Color and Shape: Lyophilized Powder

Molecular weight: 541.3

Ref: TM-T19253