Diadenosine tetraphosphate (BioDeep_00001868640)
Main id: BioDeep_00000004634
代谢物信息卡片
p(1),p(4)-Bis(5-adenosyl) tetraphosphate
化学式: C20H28N10O19P4 (836.0482658)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C([C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)ncnc23)O1)O)O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)ncnc23)O1)O)O
InChI: InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
描述信息
A diadenosyl tetraphosphate compound having the two 5-adenosyl residues attached at the P(1)- and P(4)-positions.
D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:17422
- KEGG: C01260
- PubChem: 21706
- ChEMBL: CHEMBL339385
- CAS: 5542-28-9
- MetaboLights: MTBLC17422
- PubChem: 4479
- PDB-CCD: B4P
- 3DMET: B01424
- NIKKAJI: J313.703A
- RefMet: Diadenosine tetraphosphate
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Jędrzej Dobrogojski, Van Hai Nguyen, Joanna Kowalska, Sławomir Borek, Małgorzata Pietrowska-Borek. The Plasma Membrane Purinoreceptor P2K1/DORN1 Is Essential in Stomatal Closure Evoked by Extracellular Diadenosine Tetraphosphate (Ap4A) in Arabidopsis thaliana.
International journal of molecular sciences.
2023 Nov; 24(23):. doi:
10.3390/ijms242316688. [PMID: 38069010] - Kamil Dąbkowski, Ewelina Kreft, Kornelia Sałaga-Zaleska, Gabriela Chyła, Agnieszka Kuchta, Maciej Jankowski. Redox regulation of hemodynamics response to diadenosine tetraphosphate an agonist of P2 receptors and renal function in diet-induced hypercholesterolemic rats.
Physiological reports.
2021 06; 9(11):e14888. doi:
10.14814/phy2.14888. [PMID: 34110719] - Ivan B Yanachkov, Hung Chang, Milka I Yanachkova, Edward J Dix, Michelle A Berny-Lang, Thomas Gremmel, Alan D Michelson, George E Wright, Andrew L Frelinger. New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors.
European journal of medicinal chemistry.
2016 Jan; 107(?):204-18. doi:
10.1016/j.ejmech.2015.10.055. [PMID: 26588064] - Anna Schulz, Vera Jankowski, Walter Zidek, Joachim Jankowski. Highly sensitive, selective and rapid LC-MS method for simultaneous quantification of diadenosine polyphosphates in human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 Jun; 961(?):91-6. doi:
10.1016/j.jchromb.2014.05.018. [PMID: 24869945] - Ronald A Albright, William C Chang, Donna Robert, Deborah L Ornstein, Wenxiang Cao, Lynn Liu, Meredith E Redick, J Isaac Young, Enrique M De La Cruz, Demetrios T Braddock. NPP4 is a procoagulant enzyme on the surface of vascular endothelium.
Blood.
2012 Nov; 120(22):4432-40. doi:
10.1182/blood-2012-04-425215. [PMID: 22995898] - Angel Luis García-Villalón, Nuria Fernández, Luis Monge, Godofredo Diéguez. Coronary response to diadenosine tetraphosphate after ischemia-reperfusion in the isolated rat heart.
European journal of pharmacology.
2011 Jun; 660(2-3):394-401. doi:
10.1016/j.ejphar.2011.04.006. [PMID: 21513710] - Hsing-Mao Chu, Feng-Yuan Chen, Tzu-Ping Ko, Andrew H-J Wang. Binding and catalysis of Humulus lupulus adenylate isopentenyltransferase for the synthesis of isopentenylated diadenosine polyphosphates.
FEBS letters.
2010 Sep; 584(18):4083-8. doi:
10.1016/j.febslet.2010.08.038. [PMID: 20807533] - Shay Eliahu, Haim M Barr, Jean Camden, Gary A Weisman, Bilha Fischer. A novel insulin secretagogue based on a dinucleoside polyphosphate scaffold.
Journal of medicinal chemistry.
2010 Mar; 53(6):2472-81. doi:
10.1021/jm901621h. [PMID: 20175517] - Kim M Branson, Haydyn D T Mertens, James D Swarbrick, Jamie I Fletcher, Lukasz Kedzierski, Kenwyn R Gayler, Paul R Gooley, Brian J Smith. Discovery of inhibitors of lupin diadenosine 5',5'''-P(1),P(4)-tetraphosphate hydrolase by virtual screening.
Biochemistry.
2009 Aug; 48(32):7614-20. doi:
10.1021/bi900813x. [PMID: 19603790] - Gennady G Yegutkin, Joachim Jankowski, Sirpa Jalkanen, Thomas Günthner, Walter Zidek, Vera Jankowski. Dinucleotide polyphosphates contribute to purinergic signalling via inhibition of adenylate kinase activity.
Bioscience reports.
2008 Aug; 28(4):189-94. doi:
10.1042/bsr20080052. [PMID: 18576946] - M Jankowski, S Angielski, M Szczepańska-Konkel. Dissociation between the effects of P1, P4-diadenosine tetraphosphate (Ap4A) on renal haemodynamics and tubular function in anaesthetized rats.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2008 Mar; 59(1):129-37. doi:
NULL. [PMID: 18441393] - Aaron C Asensio, Carmen R Rodríguez-Ferrer, Agustín Castañeyra-Perdomo, Sol Oaknin, Pedro Rotllán. Biochemical analysis of ecto-nucleotide pyrophosphatase phosphodiesterase activity in brain membranes indicates involvement of NPP1 isoenzyme in extracellular hydrolysis of diadenosine polyphosphates in central nervous system.
Neurochemistry international.
2007 Mar; 50(4):581-90. doi:
10.1016/j.neuint.2006.11.006. [PMID: 17187902] - Anna Stiepanow-Trzeciak, Maciej Jankowski, Stefan Angielski, Miroslawa Szczepanska-Konkel. P1,P4-diadenosine tetraphosphate (Ap4A) inhibits proximal tubular reabsorption of sodium in rats.
Nephron. Physiology.
2007; 106(1):p13-8. doi:
10.1159/000101488. [PMID: 17406124] - D R Elmaleh, A J Fischman, A Tawakol, A Zhu, T M Shoup, U Hoffmann, A-L Brownell, P C Zamecnik. Detection of inflamed atherosclerotic lesions with diadenosine-5',5'''-P1,P4-tetraphosphate (Ap4A) and positron-emission tomography.
Proceedings of the National Academy of Sciences of the United States of America.
2006 Oct; 103(43):15992-6. doi:
10.1073/pnas.0607246103. [PMID: 17038498] - D Rüsing, E J Verspohl. Influence of diadenosine tetraphosphate (Ap4A) on lipid metabolism.
Cell biochemistry and function.
2004 Sep; 22(5):333-8. doi:
10.1002/cbf.1111. [PMID: 15338474] - Andrzej Guranowski. Metabolism of diadenosine tetraphosphate (Ap4A) and related nucleotides in plants; review with historical and general perspective.
Frontiers in bioscience : a journal and virtual library.
2004 May; 9(?):1398-411. doi:
10.2741/1338. [PMID: 14977555] - E J Verspohl, N Hohmeier, M Lempka. Diadenosine tetraphosphate (Ap4A) induces a diabetogenic situation: its impact on blood glucose, plasma insulin, gluconeogenesis, glucose uptake and GLUT-4 transporters.
Die Pharmazie.
2003 Dec; 58(12):910-5. doi:
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Arteriosclerosis, thrombosis, and vascular biology.
2003 Jul; 23(7):1231-8. doi:
10.1161/01.atv.0000075913.00428.fd. [PMID: 12738682] - M Szczepańska-Konkel, G Langner, G Bednarczuk, A Stiepanow-Trzeciak, M Jankowski, S Angielski. Renal haemodynamics and natriuretic responses to intravenous administration of diadenosine tetraphosphate (Ap4A) and nicotinamide adenine dinucleotide (NAD) in rat.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2003 Jun; 54(2):163-73. doi:
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Reproduction (Cambridge, England).
2003 Jun; 125(6):827-35. doi:
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Journal of medicinal chemistry.
2002 Sep; 45(19):4057-93. doi:
10.1021/jm020046y. [PMID: 12213051] - H M Cooper, C R Rosenberg, R H Hilderman. p(1),p(4)-diadenosine 5'-tetraphosphate induces the uptake of arginine and citrulline by a pore on the plasma membrane of bovine aortic endothelial cells.
FEBS letters.
2000 Nov; 485(1):57-61. doi:
10.1016/s0014-5793(00)02187-6. [PMID: 11086165] - I Ahmet, Y Sawa, M Nishimura, T Yamaguchi, M Kitakaze, H Matsuda. Myocardial protection using diadenosine tetraphosphate with pharmacological preconditioning.
The Annals of thoracic surgery.
2000 Sep; 70(3):901-5. doi:
10.1016/s0003-4975(00)01659-3. [PMID: 11016331] - G G Yegutkin, G Burnstock. Inhibitory effects of some purinergic agents on ecto-ATPase activity and pattern of stepwise ATP hydrolysis in rat liver plasma membranes.
Biochimica et biophysica acta.
2000 Jun; 1466(1-2):234-44. doi:
10.1016/s0005-2736(00)00165-6. [PMID: 10825445] - A von Drygalski, A Ogilvie. Ecto-diadenosine 5',5'''-P1,P4-tetraphosphate (Ap4A)-hydrolase is expressed as an ectoenzyme in a variety of mammalian and human cells and adds new aspects to the turnover of Ap4A.
BioFactors (Oxford, England).
2000; 11(3):179-87. doi:
10.1002/biof.5520110304. [PMID: 10875305] - J L Cartwright, P Britton, M F Minnick, A G McLennan. The IalA invasion gene of Bartonella bacilliformis encodes a (de)nucleoside polyphosphate hydrolase of the MutT motif family and has homologs in other invasive bacteria.
Biochemical and biophysical research communications.
1999 Mar; 256(3):474-9. doi:
10.1006/bbrc.1999.0354. [PMID: 10080922] - W Laubinger, G Reiser. Evidence for a G protein-coupled diadenosine-5',5'''-P1,P4-tetraphosphate (Ap4A) receptor binding site in lung membranes from rat.
European journal of pharmacology.
1999 Jan; 366(1):93-100. doi:
10.1016/s0014-2999(98)00902-9. [PMID: 10064157] - Y Kikuta, E Ohiwa, K Okada, A Watanabe, S Haruki. Clinical application of diadenosine tetraphosphate (Ap4A:F-1500) for controlled hypotension.
Acta anaesthesiologica Scandinavica.
1999 Jan; 43(1):82-6. doi:
10.1034/j.1399-6576.1999.430117.x. [PMID: 9926194] - M van der Giet, J Jankowski, H Schlüter, W Zidek, M Tepel. Mediation of the vasoactive properties of diadenosine tetraphosphate via various purinoceptors.
Journal of hypertension.
1998 Dec; 16(12 Pt 2):1939-43. doi:
10.1097/00004872-199816121-00013. [PMID: 9886880] - G E Blouse, G Liu, R H Hilderman. Characterization of ATP and P2 agonists binding to the cardiac plasma membrane P1,P4-diadenosine 5'-tetraphosphate receptor.
Biochimica et biophysica acta.
1998 Oct; 1375(1-2):61-72. doi:
10.1016/s0005-2736(98)00140-0. [PMID: 9767112] - M Khattab, H Hohage, P Hollah, K H Rahn, E Schlatter. Effects of diadenosine polyphosphates on systemic and regional hemodynamics in anesthetized rats.
Kidney & blood pressure research.
1998; 21(1):42-9. doi:
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Biochemical and molecular medicine.
1997 Jun; 61(1):95-101. doi:
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The Biochemical journal.
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1996 Dec; 16(6):325-8. doi:
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Journal of the American Society of Nephrology : JASN.
1996 Aug; 7(8):1216-22. doi:
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The Biochemical journal.
1996 Mar; 314 ( Pt 2)(?):687-93. doi:
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Biological & pharmaceutical bulletin.
1995 Nov; 18(11):1556-9. doi:
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British journal of pharmacology.
1995 Sep; 116(1):1619-27. doi:
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Pflugers Archiv : European journal of physiology.
1995 Sep; 430(5):721-8. doi:
10.1007/bf00386167. [PMID: 7478924] - K Iwata, S Haruki, T Kimura. High-performance liquid chromatographic determination of diadenosine 5',5''-p1,p4-tetraphosphate with precolumn fluorescence derivatization and its application to metabolism study in whole blood.
Journal of chromatography. B, Biomedical applications.
1995 May; 667(2):339-43. doi:
10.1016/0378-4347(95)00042-h. [PMID: 7663709] - K Iwata, H Nakajima, T Kimura. Ca2+ dependency of diadenosine 5',5''-p1,p4-tetraphosphate degradation in dog plasma.
Biological & pharmaceutical bulletin.
1995 May; 18(5):788-90. doi:
10.1248/bpb.18.788. [PMID: 7493003] - J Walker, P Bossman, B R Lackey, J K Zimmerman, M A Dimmick, R H Hilderman. The adenosine 5',5'',P1,P4-tetraphosphate receptor is at the cell surface of heart cells.
Biochemistry.
1993 Dec; 32(50):14009-14. doi:
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Archives of biochemistry and biophysics.
1992 Aug; 297(1):176-83. doi:
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Cellular signalling.
1990; 2(1):57-65. doi:
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Biochimica et biophysica acta.
1989 Feb; 1010(2):151-9. doi:
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FEBS letters.
1988 Aug; 235(1-2):275-7. doi:
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European journal of biochemistry.
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Thrombosis research.
1988 Mar; 49(6):557-65. doi:
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European journal of biochemistry.
1987 Dec; 169(2):385-8. doi:
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Molecular and cellular biology.
1987 Jul; 7(7):2444-50. doi:
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Blut.
1987 Apr; 54(4):193-200. doi:
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Experimental cell research.
1986 Nov; 167(1):119-26. doi:
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Experimental cell research.
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Experimental cell research.
1986 Mar; 163(1):191-200. doi:
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Blut.
1985 Dec; 51(6):405-13. doi:
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European journal of biochemistry.
1985 May; 149(1):119-27. doi:
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Cancer investigation.
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Biochemical and biophysical research communications.
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Cancer research.
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European journal of biochemistry.
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Advances in experimental medicine and biology.
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Acta biochimica Polonica.
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The Biochemical journal.
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