CAS 150424-94-5

8-azido-cyclic adenosine*diphosphate-ribose

Description:

8-Azido-cyclic adenosine diphosphate-ribose (8-Azido-cADPR) is a synthetic analog of cyclic ADP-ribose, a crucial molecule involved in calcium signaling and cellular processes. This compound features an azido group at the 8-position of the adenine ring, which enhances its utility in biochemical studies, particularly in photochemical applications. The azido group can undergo photolysis, leading to the generation of reactive species that can be used to probe biological systems or modify proteins. 8-Azido-cADPR retains the core structure of cyclic ADP-ribose, allowing it to interact with similar biological targets, such as ryanodine receptors. Its unique properties make it a valuable tool in research focused on signal transduction pathways, particularly those involving calcium release from the endoplasmic reticulum. Additionally, the compound's stability and reactivity under specific conditions make it suitable for various experimental setups in molecular biology and biochemistry. Overall, 8-Azido-cADPR serves as an important compound for studying cellular signaling mechanisms and developing potential therapeutic strategies.

Formula: C₁₅H₂₀N₈O₁₃P₂

InChI: InChI=1/C15H20N8O13P2/c16-11-6-12-18-3-22(11)13-9(26)7(24)4(34-13)1-32-37(28,29)36-38(30,31)33-2-5-8(25)10(27)14(35-5)23(12)15(19-6)20-21-17/h3-5,7-10,13-14,16,24-27H,1-2H2,(H,28,29)(H,30,31)/b16-11-

SMILES: C1C2C(C(C(n3cnc4c(c3=N)nc(N=[N+]=[NH-])n4C3C(C(C(COP(=O)(O)OP(=O)(O)O1)O3)O)O)O2)O)O

Synonyms:

• (32P)8-Azido-cyclic ADP ribose
• 8-Azido-N-alpha-D-ribofuranosylandenosine 5'-(trihydrogen diphosphate) intramol. P'-5''-ester
• 8-Azido-cyclic ADP-ribose
• 8-N3-Cadpr
• Andenosine 5'-(trihydrogen diphosphate), 8-azido-N-alpha-D-ribofuranosyl-, intramol. P'-5''-ester
• (24Z)-18-azido-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)
• 8-Azido-cyclic adenosine diphosphate ribose
• cyclic adenosine diphosphate-ribose 8-azide

Adenosine 5'-(trihydrogen diphosphate), 8-azido-1-β-D-ribofuranosyl-, intramol. P',5''-ester (9CI)

CAS: 150424-94-5

Formula: C₁₅H₂₀N₈O₁₃P₂

Color and Shape: Solid

Molecular weight: 582.3126

Ref: IN-DA001MMC

8-Azidocyclic adenosine diphosphate-ribose

CAS: 150424-94-5

Ref: 7W-GN2320

8-Azido-cyclic Adenosine Diphosphate-ribose

Controlled Product

CAS: 150424-94-5

Applications 8-Azido-cyclic Adenosine Diphosphate-ribose is a photoaffinity label analog of cyclic ADP-ribose.
References Walseth TF, et al. Biochim Biophys Acta. 1993 Sep 13;1178(3):235-42

Formula: C₁₅H₂₀N₈O₁₃P₂

Color and Shape: Neat

Molecular weight: 582.313

Ref: TR-A822953

8-Azidocyclic adenosine diphosphate ribose

CAS: 150424-94-5

8-Azidocyclic adenosine diphosphate ribose (8AADPR) is a molecule that is synthesized from ATP and ribose. It has been shown to inhibit the endoplasmic reticulum Ca2+-ATPase, which transports calcium ions out of the cell, leading to increased concentrations of calcium ions in the cytosol. 8AADPR also inhibits mitochondrial ATPase, which leads to an accumulation of ADP-ribose within mitochondria. This accumulation leads to the inhibition of protein synthesis within mitochondria and an activation of ryanodine receptors. There are no known adverse effects associated with 8AADPR at this time, but it should be used with caution due to its potential effects on cardiac function.

Formula: C₁₅H₂₀N₈O₁₃P₂

Purity: Min. 95%

Molecular weight: 582.31 g/mol

Ref: 3D-NA06324