Adenosine 5'-tetraphosphate

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Adenosine 5'-tetraphosphate
Adenosine tetraphosphate.svg
Names
IUPAC name
Adenosine 5′-(pentahydrogen tetraphosphate)
Preferred 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
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • 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
    Key: WWMWAMFHUSTZTA-KQYNXXCUSA-N
  • 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
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).

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]

  1. ^ 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.
  2. ^ 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.