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C7344

Sigma-Aldrich

Cyclic adenosine diphosphate-ribose

≥90% (HPLC), lyophilized powder

Synonyme(s) :

ADP-cyclo[N1:1′′]-ribose, Cyclic ADPR, cADP-ribose, cADPR

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About This Item

Formule empirique (notation de Hill):
C15H21N5O13P2
Numéro CAS:
119340-53-3
Poids moléculaire :
541.30
Code UNSPSC :
41106305
Nomenclature NACRES :
NA.51

Source biologique

(Ovotestis from sea hare)

Pureté

≥90% (HPLC)

Forme

lyophilized powder

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

BQOHYSXSASDCEA-KEOHHSTQSA-N

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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.

Actions biochimiques/physiologiques

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.

Conditionnement

Package size based on nucleotide content.

Forme physique

Lyophilized powder

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Hon Cheung Lee
Science China. Life sciences, 54(8), 699-711 (2011-07-26)
The concept advanced by Berridge and colleagues that intracellular Ca(2+)-stores can be mobilized in an agonist-dependent and messenger (IP(3))-mediated manner has put Ca(2+)-mobilization at the center stage of signal transduction mechanisms. During the late 1980s, we showed that Ca(2+)-stores can
Yo Sasaki et al.
Experimental neurology, 345, 113842-113842 (2021-08-18)
SARM1 is an inducible NAD+ hydrolase that is the central executioner of pathological axon loss. Recently, we elucidated the molecular mechanism of SARM1 activation, demonstrating that SARM1 is a metabolic sensor regulated by the levels of NAD+ and its precursor
Shunichi Kajioka et al.
The Journal of urology, 186(2), 736-744 (2011-06-21)
To clarify the properties of adenosine triphosphate sensitive K+ channel in human detrusor smooth muscle we examined the effect of the representative nicotinic acid derivatives β-nicotinamide adenine dinucleotide, cyclic adenosine diphosphate ribose and nicotinic acid adenine dinucleotide phosphate (Sigma-Aldrich®) on
Transfer of mitochondria from astrocytes to neurons after stroke
Hayakawa K, et al.
Nature, 535(7613), 551-551 (2016)
Y Wu et al.
Science (New York, N.Y.), 278(5346), 2126-2130 (1998-02-12)
Abscisic acid (ABA) is the primary hormone that mediates plant responses to stresses such as cold, drought, and salinity. Single-cell microinjection experiments in tomato were used to identify possible intermediates involved in ABA signal transduction. Cyclic ADP-ribose (cADPR) was identified
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