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Adenosine diphosphate ribose

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Adenosine diphosphate ribose
Names
Other names ADP ribose
ADPR
Adenosine 5'-diphosphoribose
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
MeSH Adenosine+Diphosphate+Ribose
PubChem CID
UNII
InChI
  • InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(24)9(23)6(31-14)2-30-35(26,27)34-36(28,29)33-15-11(25)8(22)5(1-21)32-15/h3-6,8-11,14-15,21-25H,1-2H2,(H4,16,17,18,26,27,28,29)/p+1/t5-,6+,8-,9+,10+,11-,14+,15+/m0/s1Key: YNCNQNWXUFCWJS-DKMYFHGXSA-O
  • InChI=1/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(24)9(23)6(31-14)2-30-35(26,27)34-36(28,29)33-15-11(25)8(22)5(1-21)32-15/h3-6,8-11,14-15,21-25H,1-2H2,(H4,16,17,18,26,27,28,29)/p+1/t5-,6+,8-,9+,10+,11-,14+,15+/m0/s1Key: YNCNQNWXUFCWJS-LKOYDKQFBH
SMILES
  • O=P(O1O((O)1O)CO)(O)OP(=O)(OC4O(n3c2ncnc(N)c2nc3)(O)4O)O
Properties
Chemical formula C15H23N5O14P2
Molar mass 559.316 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Adenosine diphosphate ribose (ADPR) is an ester molecule formed into chains by the enzyme poly ADP ribose polymerase. ADPR is created from cyclic ADP-ribose (cADPR) by the CD38 enzyme using nicotinamide adenine dinucleotide (NAD) as a cofactor.

ADPR binds to and activates the TRPM2 ion channel. ADPR is the most potent agonist of the TRPM2 channel. cADPR also binds to TPRM2, and the action of both molecules is synergistic, with both molecules enhancing the action of the other molecule in activating the TRPM2 channel. Researchers are not sure how the Adenosine diphosphate reacts with the TRPM2 channel, but the ribose sugar may play a role in activating the TRPM2 ion channel.

Researchers believe that co-targeting DNA-dependent protein kinase and poly(adenosine diphosphate-ribose) polymerase-1 does not promote apoptosis or mitotic catastrophe of cancer cells after radiation.

See also

References

  1. ^ Braidy N, Berg J, Clement J, Sachdev P (2019). "Role of Nicotinamide Adenine Dinucleotide and Related Precursors as Therapeutic Targets for Age-Related Degenerative Diseases: Rationale, Biochemistry, Pharmacokinetics, and Outcomes". Antioxidants & Redox Signaling. 10 (2): 251–294. doi:10.1089/ars.2017.7269. PMC 6277084. PMID 29634344.
  2. Fonfria E, Marshall IC, Benham CD, et al. (September 2004). "TRPM2 channel opening in response to oxidative stress is dependent on activation of poly(ADP-ribose) polymerase". Br. J. Pharmacol. 143 (1): 186–92. doi:10.1038/sj.bjp.0705914. PMC 1575275. PMID 15302683.
  3. Yu P, Cai X, Liang Y, Yang W (2019). "Roles of NAD + and Its Metabolites Regulated Calcium Channels in Cancer". Molecules. 25 (20): 4826. doi:10.3390/molecules25204826. PMC 7587972. PMID 33092205.
  4. Lee HC (2011). "Cyclic ADP-ribose and NAADP: fraternal twin messengers for calcium signaling". Science China Life Sciences. 54 (8): 699–711. doi:10.1007/s11427-011-4197-3. PMID 21786193. S2CID 24286381.
  5. Baszczyňski, Ondřej; Watt, Joanna M.; Rozewitz, Monika D.; Guse, Andreas H.; Fliegert, Ralf; Potter, Barry V. L. (2019). "Synthesis of Terminal Ribose Analogues of Adenosine 5′-Diphosphate Ribose as Probes for the Transient Receptor Potential Cation Channel TRPM2". The Journal of Organic Chemistry. 84 (10): 6143–6157. doi:10.1021/acs.joc.9b00338. PMC 6528165. PMID 30978018.
  6. Azad, Arun; Bukczynska, Patricia; Jackson, Susan; Haput, Ygal; Cullinane, Carleen; McArthur, Grant A.; Solomon, Benjamin (2014-02-01). "Co-targeting Deoxyribonucleic Acid–Dependent Protein Kinase and Poly(Adenosine Diphosphate-Ribose) Polymerase-1 Promotes Accelerated Senescence of Irradiated Cancer Cells". International Journal of Radiation Oncology, Biology and Physics. 88 (2): 385–394. doi:10.1016/j.ijrobp.2013.10.043. ISSN 0360-3016. PMID 24411611 – via Elsevier Science Direct.
TRP channel modulators
TRPA
Activators
Blockers
TRPC
Activators
Blockers
TRPM
Activators
Blockers
TRPML
Activators
Blockers
TRPP
Activators
Blockers
TRPV
Activators
Blockers
See also: Receptor/signaling modulatorsIon channel modulators
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