Adenosine 5'-tetraphosphate: Difference between revisions
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| ImageFile = Adenosine tetraphosphate.svg |
| ImageFile = Adenosine tetraphosphate.svg |
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| ImageSize = 200px |
| ImageSize = 200px |
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| ImageAlt = |
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<!-- Names --> |
<!-- Names --> |
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| IUPACName = Adenosine |
| IUPACName = Adenosine 5′-(pentahydrogen tetraphosphate) |
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| SystematicName = ''O''<sup>1</sup>-<nowiki/>{[(2''R'',3''S'',4''R'',5''R'')-5-(6-Amino-9''H''-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl} pentahydrogen tetraphosphate |
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| OtherNames = Adenosine tetraphosphate |
| OtherNames = Adenosine tetraphosphate |
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<!-- Sections --> |
<!-- Sections --> |
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| Section1 = {{Chembox Identifiers |
| Section1 = {{Chembox Identifiers |
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| CASNo = |
| CASNo = 1062-98-2 |
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| CASNo_Ref = {{Cascite|changed|CAS}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = DBK98M4ZT7 |
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| ChEBI = 18334 |
| ChEBI = 18334 |
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| ChEMBL = 490984 |
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| ⚫ | |||
| KEGG = C03483 |
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| SMILES = Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O |
| SMILES = Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O |
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| InChI=1S/C10H17N5O16P4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(28-10)1-27-33(21,22)30-35(25,26)31-34(23,24)29-32(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 |
| InChI=1S/C10H17N5O16P4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(28-10)1-27-33(21,22)30-35(25,26)31-34(23,24)29-32(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H,25,26)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 |
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| InChIKey=WWMWAMFHUSTZTA-KQYNXXCUSA-N |
| InChIKey=WWMWAMFHUSTZTA-KQYNXXCUSA-N |
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| Section2 = {{Chembox Properties |
| Section2 = {{Chembox Properties |
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| C=10|H=17|N=5|O=16|P=4 |
| C=10|H=17|N=5|O=16|P=4 |
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| Section3 = {{Chembox Hazards |
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'''Adenosine |
'''Adenosine 5′-tetraphosphate, Ap4''' or '''ATPP''' is a [[nucleotide]]. It is produced from [[Adenosine triphosphate|ATP]] and [[triphosphate]] (P<sub>3</sub>) through the action of [[acetyl—CoA synthetase]].<ref>{{cite journal| author1=Guranowski, A.|author2=Günther Sillero, M.A.|author3=Sillero, A.| title=Adenosine 5′-tetraphosphate and adenosine 5′-pentaphosphate are synthesized by yeast acetyl coenzyme A synthetase.| journal=J Bacteriol | year= 1994 | volume= 176 | issue= 10 | pages= 2986–90 | pmid=7910605 | doi= 10.1128/jb.176.10.2986-2990.1994| pmc=205455 }}</ref> Acetyl—CoA synthetase also produces adenosine 5'-pentaphosphate through the reaction of [[Adenosine diphosphate|ADP]] and tetraphosphate (P<sub>4</sub>). |
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== Functions == |
== Functions == |
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=== Rabbits === |
=== Rabbits === |
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ATPP is a constituent of [[Aqueous humour|aqueous humor]] in [[rabbit]]s, where it was found to reduce the [[intraocular pressure]].<ref>{{Cite journal| |
ATPP is a constituent of [[Aqueous humour|aqueous humor]] in [[rabbit]]s, where it was found to reduce the [[intraocular pressure]].<ref>{{Cite journal|last1=Pintor|first1=Jesús|last2=Peláez|first2=Teresa|last3=Peral|first3=Assumpta|date=February 2004|title=Adenosine tetraphosphate, Ap4, a physiological regulator of intraocular pressure in normotensive rabbit eyes|journal=The Journal of Pharmacology and Experimental Therapeutics|volume=308|issue=2|pages=468–473|doi=10.1124/jpet.103.058669|issn=0022-3565|pmid=14600249|s2cid=27129583}}</ref> |
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=== Rats === |
=== Rats === |
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[[Category:Nucleotides]] |
[[Category:Nucleotides]] |
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[[Category:Phosphate esters]] |
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Latest revision as of 16:44, 28 April 2023
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| Names | |
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| IUPAC name
Adenosine 5′-(pentahydrogen tetraphosphate)
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| Systematic IUPAC name
O1-{[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl} pentahydrogen tetraphosphate | |
| Other names
Adenosine tetraphosphate
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| KEGG | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C10H17N5O16P4 | |
| Molar mass | 587.160 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Adenosine 5′-tetraphosphate, Ap4 or ATPP is a nucleotide. It is produced from ATP and triphosphate (P3) through the action of acetyl—CoA synthetase.[1] Acetyl—CoA synthetase also produces adenosine 5'-pentaphosphate through the reaction of ADP and tetraphosphate (P4).
Functions
[edit]ATPP has been found to play physiological roles in some mammals.
Rabbits
[edit]ATPP is a constituent of aqueous humor in rabbits, where it was found to reduce the intraocular pressure.[2]
Rats
[edit]ATPP has been suggested to play a regulatory role in rat aorta.
References
[edit]- ^ Guranowski, A.; Günther Sillero, M.A.; Sillero, A. (1994). "Adenosine 5′-tetraphosphate and adenosine 5′-pentaphosphate are synthesized by yeast acetyl coenzyme A synthetase". J Bacteriol. 176 (10): 2986–90. doi:10.1128/jb.176.10.2986-2990.1994. PMC 205455. PMID 7910605.
- ^ Pintor, Jesús; Peláez, Teresa; Peral, Assumpta (February 2004). "Adenosine tetraphosphate, Ap4, a physiological regulator of intraocular pressure in normotensive rabbit eyes". The Journal of Pharmacology and Experimental Therapeutics. 308 (2): 468–473. doi:10.1124/jpet.103.058669. ISSN 0022-3565. PMID 14600249. S2CID 27129583.