Page last updated: 2024-12-04

adenosine diphosphate ribose

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

Adenosine Diphosphate Ribose: An ester formed between the aldehydic carbon of RIBOSE and the terminal phosphate of ADENOSINE DIPHOSPHATE. It is produced by the hydrolysis of nicotinamide-adenine dinucleotide (NAD) by a variety of enzymes, some of which transfer an ADP-ribosyl group to target proteins. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID33576
CHEMBL ID2360089
CHEBI ID16960
MeSH IDM0000383

Synonyms (13)

Synonym
adenosine 5'-[3-(d-ribofuranos-5-o-yl) dihydrogen diphosphate]
adp-riboses
CHEBI:16960 ,
adenosine 5'-(trihydrogen diphosphate), p'-5-ester with d-ribose
d-ribofuranose, 5-5'-ester with adenosine 5'-(trihydrogen pyrophosphate)
adopprib
(rib5)ppa
adp-rib
a5'pp5rib
adenosine diphosphate ribose
NCGC00163321-01
[[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2r,3s,4r)-3,4,5-trihydroxyoxolan-2-yl]methyl hydrogen phosphate
CHEMBL2360089

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Mtx25, Mtx26, or Mtx24 (amino acids 30 to 276) alone and Mtx24 in combination with Mtx26 were not toxic to larvae."( Cytotoxicity and ADP-ribosylating activity of the mosquitocidal toxin from Bacillus sphaericus SSII-1: possible roles of the 27- and 70-kilodalton peptides.
Berry, C; Hindley, J; Thanabalu, T, 1993
)
0.29
" And the main results of this study were long-term prognosis and treatment-related adverse events."( The efficacy and safety of the addition of poly ADP-ribose polymerase (PARP) inhibitors to therapy for ovarian cancer: a systematic review and meta-analysis.
Du, N; Hong, J; Jiang, J; Mao, D; Mo, J; Ng, DM; Shi, H; Xie, L; Yang, Y, 2020
)
0.56
" The most common treatment-related adverse events (all grade and grade 3-4) were blurred vision (41% and 6%), keratopathy (29% and 9%), and nausea (29% and 0%)."( Efficacy and Safety of Mirvetuximab Soravtansine in Patients With Platinum-Resistant Ovarian Cancer With High Folate Receptor Alpha Expression: Results From the SORAYA Study.
Coleman, RL; Colombo, N; Dean, A; Denys, H; Esteves, B; Harter, P; Konner, JA; Lorusso, D; Marin, MR; Matulonis, UA; Method, M; Murphy, CG; Noble, E; Oaknin, A; Pignata, S; Van Gorp, T; Wang, J, 2023
)
0.91
" Only one patient discontinued chemotherapy due to an adverse event of proteinuria."( Efficacy and Safety of Platinum-based Chemotherapy With Bevacizumab Followed by Bevacizumab Maintenance for Recurrent Ovarian, Fallopian Tube, and Primary Peritoneal Cancer During PARP Inhibitor Therapy: A Multicenter Retrospective Study.
Abe, M; Aida, T; Baba, T; Chiba, Y; Kagabu, M; Kaido, Y; Nagasawa, T; Shoji, T; Takahashi, F; Takatori, E, 2023
)
0.91

Compound-Compound Interactions

ExcerptReferenceRelevance
" We treated the patient with Poly ADP-ribose Polymerase (PARP) inhibitors in combination with immune checkpoint inhibitors (ICIs) and found that she could achieve clinical benefit from the combination regimen."( Targeted therapy combined with immunotherapy in patients with breast infiltrating ductal carcinoma with axillary lymph node metastasis of metaplastic SCC.
Bai, R; Chen, N; Cui, J; Gao, Y; Jia, L; Lv, Z; Sun, X, 2022
)
0.72

Bioavailability

ExcerptReferenceRelevance
" Among others effects of thio-DMA(V) on eight cell death related endpoints, cell cycle distribution, genotoxicity, cellular bioavailability as well as for the first time its impact on DNA damage induced poly(ADP-ribosyl)ation were investigated and compared to effects induced by arsenite."( Toxicological properties of the thiolated inorganic arsenic and arsenosugar metabolite thio-dimethylarsinic acid in human bladder cells.
Beneke, S; Berndt, S; Bürkle, A; Ebert, F; Leffers, L; Mangerich, A; Schwerdtle, T; Weber, T, 2014
)
0.4

Dosage Studied

ExcerptRelevanceReference
" Increase in extracellular K+ concentration (10, 15 mM) shifted the dose-response relationship for the ET-1-induced contraction to the left."( A pertussis toxin-sensitive mechanism of endothelin action in porcine coronary artery smooth muscle.
Goto, K; Kasuya, Y; Masaki, T; Takuwa, Y; Yanagisawa, M, 1992
)
0.28
" NADPH shifts the dose-response curve of NO to the left and possibly increases, in this way, the ADP-ribosylation reaction under physiological conditions."( NADPH: a stimulatory cofactor for nitric oxide-induced ADP-ribosylation reaction.
Brüne, B; Dimmeler, S; Lapetina, EG, 1992
)
0.28
" Porcine and human NPY and porcine PYY gave similar dose-response curves."( Characterization of functional neuropeptide Y receptors in a human neuroblastoma cell line.
Fishman, PH; Gordon, EA; Kohout, TA, 1990
)
0.28
" The dose-response for pertussis toxin-induced inhibition of DNA synthesis correlated closely with the dose-response for ADP-ribosylation of a 41-kDa membrane protein, suggesting the involvement of a GTP-binding protein that is a substrate for pertussis toxin (Gi) in mitogenesis induced via cross-linking of endogenous gangliosides."( Possible involvement of a GTP-binding protein in a late event during endogenous ganglioside-modulated cellular proliferation.
Spiegel, S, 1989
)
0.28
" Maximal inhibition was observed at a concentration of 10 nM PIA, and the ED50 of the dose-response curve was 1 nM."( Adenosine inhibition of the hormonal response in the Sertoli cell is reversed by pertussis toxin.
Conti, M; DeManno, DA; Martin, MW; Monaco, L, 1988
)
0.27
"5- to 3-fold increase in cAMP followed by a return to basal levels, whereas the secretory response saturated and remained stable; (iii) permeant cAMP analogs consistently enhanced secretion at low doses and inhibited at higher doses, but the peak enhancement was always much less than that achieved by an optimal dose of CT; (iv) the selective phosphodiesterase inhibitor Ro 20-1724 exhibited similar biphasic dose-response curves, the maximum enhancement again being small compared to that caused by CT itself."( Cholera toxin potentiates IgE-coupled inositol phospholipid hydrolysis and mediator secretion by RBL-2H3 cells.
McCloskey, MA, 1988
)
0.27
"7-fold) toward increased sensitivity in the dose-response curve for adenylate cyclase activation by isoproterenol."( Independent regulation of beta-adrenergic receptor and nucleotide binding proteins of adenylate cyclase. Developmental and denervation-dependent responses in rat parotid.
Ludford, JM; Talamo, BR, 1983
)
0.27
" Results indicated that intra-DG administration of a NO generator, sodium nitroprusside (SNP), at moderate doses enhanced retention performance in a dose-response fashion in rats."( Role of hippocampal nitric oxide in memory retention in rats.
Huang, AM; Lee, EH, 1995
)
0.29
" Dose-response curves for LPA in the two assays of G-protein activation were coincident."( Stimulation of high-affinity GTPase activity and cholera toxin-catalysed [32P]ADP-ribosylation of Gi by lysophosphatidic acid (LPA) in wild-type and alpha 2C10 adrenoceptor-transfected Rat 1 fibroblasts.
Carr, C; Grassie, M; Milligan, G, 1994
)
0.29
" Both 2'-P-cADPR and cADPR appear to act by a similar mechanism based on similar kinetics of Ca2+ release, similar dose-response curves, cross-desensitization, and partial inhibition of release by procaine."( 2'-Phospho-cyclic ADP-ribose, a calcium-mobilizing agent derived from NADP.
Chen, CS; Jacobson, MK; Lu, PJ; Vu, CQ, 1996
)
0.29
" Dose-response curves on the production of inositol-1,4,5-trisphosphate and Ca2+ by ATP and UTP were consistently similar."( Expression cloning and signal transduction pathway of P2U receptor in mammary tumor cells.
Enomoto, K; Furuya, K; Maeno, T; Moore, RC; Oka, T; Yamagishi, S,
)
0.13
" However, the time-course of potency changes in morphine analgesia as determined in dose-response studies and biochemical correlates of PTX treatment have not been reported to date."( Time-dependent effects of in vivo pertussis toxin on morphine analgesia and G-proteins in mice.
Breivogel, C; Childers, S; Munirathinam, G; Selly, D; Shah, S; Yoburn, BC, 1997
)
0.3
"5 microm) of cADPR shifted the dose-response curve of caffeine-induced 45Ca2+ release to the left."( Characterization of ryanodine-sensitive Ca2+ release from microsomal vesicles of rat parotid acinar cells: regulation by cyclic ADP-ribose.
Nishiyama, A; Ozawa, T, 1997
)
0.3
" The 50% inhibition dosage (IC50) of FN18-CRM9 is 1 x 10(-10) mol/L, while the IC50 of DT390-FN18sFv is 1 x 10(-8) mol/ L, reflecting the lowered affinity of monovalent Fab' FN18 to its parental divalent antibody."( Genetic construction and characterization of an anti-monkey CD3 single-chain immunotoxin with a truncated diphtheria toxin.
Hu, H; Ma, S; Neville, DM; Scharff, J; Stavrou, S; Thompson, J,
)
0.13
" Dose-response curves for isoprenaline-induced force of contraction showed unchanged maximum effects but significantly increased pD2 values."( Functional coupling of overexpressed beta 1-adrenoceptors in the myocardium of transgenic mice.
Böhm, M; Flesch, M; Kilter, H; Mansier, P; Schnabel, P; Swynghedauw, B; Zolk, O, 1998
)
0.3
" The presence of exogenously added CaM (10 microg/ml) markedly increased the caffeine (5-10 mM)-induced (45)Ca(2+) release and shifted the dose-response curve of caffeine-induced (45)Ca(2+) release to the left."( Ryanodine-sensitive Ca(2+) release mechanism of rat pancreatic acinar cells is modulated by calmodulin.
Ozawa, T, 1999
)
0.3
" All five constructs stimulated neurite outgrowth but with different dose-response profiles."( Characterization of new cell permeable C3-like proteins that inactivate Rho and stimulate neurite outgrowth on inhibitory substrates.
Dubreuil, CI; Lasko, D; Leclerc, N; McKerracher, L; Winton, MJ, 2002
)
0.31
" MacroH2A could thus help correct gene dosage between males and females using a novel epigenetic mark."( Inactivating chromosomes: a macro domain that minimizes transcription.
Ladurner, AG, 2003
)
0.32
"5 microM) shifted the dose-response curve of ryanodine- or caffeine-induced 45Ca2+ release from the vesicles to the left."( Elucidation of the ryanodine-sensitive Ca2+ release mechanism of rat pancreatic acinar cells: modulation by cyclic ADP-ribose and FK506.
Ozawa, T, 2004
)
0.32
" Single or multiple dosing with the peptide antigen and CT-2* induced strong memory immunity without tolerance."( A two-codon mutant of cholera toxin lacking ADP-ribosylating activity functions as an effective adjuvant for eliciting mucosal and systemic cellular immune responses to peptide antigens.
Chopra, AK; Gambhira, R; Guhad, FA; Lomada, D; Nehete, PN; Peterson, JW; Sastry, KJ, 2004
)
0.32
"5-fold shift in the dose-response curve generated by ADPR, the intracellular agonist for TRPM2."( Loss of glutathione homeostasis associated with neuronal senescence facilitates TRPM2 channel activation in cultured hippocampal pyramidal neurons.
Belrose, JC; Gierszewski, LJ; Jackson, MF; MacDonald, JF; Xie, YF, 2012
)
0.38
" To understand the in vivo relevance of this metabolic pathway, rats were dosed with PT and Rib-C2 was found in the urine."( Elucidation of the mechanism of ribose conjugation in a pyrazole-containing compound in rodent liver.
Fan, PW; Ford, KA; Khojasteh, SC; Le, H, 2013
)
0.39
" In 8 eculizumab-treated aHUS patients, C3/SC5b-9 circulating levels did not change posteculizumab, whereas serum-induced endothelial C5b-9 deposits normalized after treatment, paralleled or even preceded remission, and guided drug dosing and timing."( Dynamics of complement activation in aHUS and how to monitor eculizumab therapy.
Amore, A; Banterla, F; Bettoni, S; Bresin, E; Coppo, R; Donadelli, R; Galbusera, M; Gastoldi, S; Gotti, E; Macor, P; Noris, M; Remuzzi, G; Ruggenenti, P; Tedesco, F; Tripodo, C; Valoti, E, 2014
)
0.4
" Dose-response measurements and an orthogonal assay further validated four of these compounds as MacroD1 inhibitors."( Development of an Inhibitor Screening Assay for Mono-ADP-Ribosyl Hydrolyzing Macrodomains Using AlphaScreen Technology.
Haikarainen, T; Lehtiö, L; Maksimainen, MM; Obaji, E, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
Escherichia coli metaboliteAny bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
ADP-sugar
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (6)

PathwayProteinsCompounds
DNA Repair25547
Base Excision Repair3523
Resolution of Abasic Sites (AP sites)257
Resolution of AP sites via the multiple-nucleotide patch replacement pathway156
POLB-Dependent Long Patch Base Excision Repair66
The impact of Nsp14 on metabolism (COVID-19 Disease Map)084

Protein Targets (2)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TDP1 proteinHomo sapiens (human)Potency16.36010.000811.382244.6684AID686978
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (22)

Processvia Protein(s)Taxonomy
temperature homeostasisTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
dendritic cell chemotaxisTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
calcium ion transportTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
response to heatTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
response to purine-containing compoundTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
calcium-mediated signalingTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
regulation of actin cytoskeleton organizationTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
response to hydroperoxideTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
sodium ion transmembrane transportTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
release of sequestered calcium ion into cytosolTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
protein homotetramerizationTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
regulation of filopodium assemblyTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
cellular response to hydrogen peroxideTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
calcium ion transmembrane transportTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
cellular response to calcium ionTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
cellular response to purine-containing compoundTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
manganese ion transmembrane transportTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
cellular response to temperature stimulusTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
zinc ion transmembrane transportTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
dendritic cell differentiationTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
calcium ion transmembrane import into cytosolTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
calcium ion import across plasma membraneTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
hydrolase activityTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
ADP-ribose diphosphatase activityTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
monoatomic cation channel activityTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
calcium channel activityTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
sodium channel activityTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
manganese ion transmembrane transporter activityTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
calcium ion bindingTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
intracellularly gated calcium channel activityTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
mono-ADP-D-ribose bindingTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
ligand-gated calcium channel activityTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
lysosomeTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
lysosomal membraneTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
plasma membraneTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
cytoplasmic vesicle membraneTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
specific granule membraneTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
cell projectionTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
perikaryonTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
tertiary granule membraneTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
ficolin-1-rich granule membraneTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
plasma membraneTransient receptor potential cation channel subfamily M member 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (6)

Assay IDTitleYearJournalArticle
AID1065923Activation of TRPM2 (unknown origin)2013Journal of medicinal chemistry, Dec-27, Volume: 56, Issue:24
Structure-activity relationship of adenosine 5'-diphosphoribose at the transient receptor potential melastatin 2 (TRPM2) channel: rational design of antagonists.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (3,273)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990866 (26.46)18.7374
1990's1386 (42.35)18.2507
2000's494 (15.09)29.6817
2010's349 (10.66)24.3611
2020's178 (5.44)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials7 (0.21%)5.53%
Reviews306 (9.12%)6.00%
Case Studies4 (0.12%)4.05%
Observational0 (0.00%)0.25%
Other3,039 (90.55%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]