119340-53-3 Usage
Uses
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.
Definition
ChEBI: A cyclic purine nucleotide that is synthesised from NAD+ by ADP-ribosyl cyclase; acts as an agonist at ryanodine receptors.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 119340-53-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,9,3,4 and 0 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 119340-53:
(8*1)+(7*1)+(6*9)+(5*3)+(4*4)+(3*0)+(2*5)+(1*3)=113
113 % 10 = 3
So 119340-53-3 is a valid CAS Registry Number.
InChI:InChI=1/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)/b16-12-/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1
119340-53-3Relevant articles and documents
Chemoenzymatic Synthesis of Analogues of the Second Messenger Candidate Cyclic Adenosine 5'-Diphosphate Ribose
Ashamu, Gloria A.,Galione, Antony,Potter, Barry V. L.
, p. 1359 - 1360 (1995)
A broad substrate specificity for adenosine 5'-diphosphate ribosyl cyclase is demonstrated by cyclisation of ribose- and purine-modified nicotinamide adenine dinucleotide analogues to mimics of cyclic adenosine 5'-diphosphate ribose, generating a straightforward route for structural modification of this important Ca2+ -mobilising nucleotide.
cADPR Analogues: Effect of an Adenosine 2′- Or 3′-Methoxy Group on Conformation
Graham, Steven M.,Macaya, Daniel J.,Sengupta, Raghuvir N.,Turner, Kevin B.
, p. 233 - 236 (2004)
(Matrix presented) The 2′-OMe-A (2) and 3′-OMe-A (3) analogues of the calcium release agent cADPR (1) were prepared and their solution structures studied by NMR spectroscopy. Compared to 1, 2 shows a shift in its A ring conformation and changes in its R ring N:S and γt: γ+ ratios, while 3 displays a significant change in the conformation of its A ring γ-bond.