Adenosine triphosphate

Adenosine-5'-triphosphate
Names
IUPAC name
Adenosine 5′-(tetrahydrogen triphosphate)
Systematic IUPAC name
O1-{[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl} tetrahydrogen triphosphate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.258 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 checkY
    Key: ZKHQWZAMYRWXGA-KQYNXXCUSA-N checkY
  • Key: ZKHQWZAMYRWXGA-KQYNXXCUBG
  • O=P(O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3O
  • c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N
Properties
C10H16N5O13P3
Molar mass 507.18 g/mol
Density 1.04 g/cm3 (disodium salt)
Melting point 187 °C (369 °F; 460 K) disodium salt; decomposes
Acidity (pKa) 0.9, 1.4, 3.8, 6.5
UV-vismax) 259 nm[1]
Absorbance ε259 = 15.4 mM−1 cm−1 [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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A chemical formula
Interactive animation of the structure of ATP

Adenosine triphosphate (ATP) is a nucleotide[2] that provides energy to drive and support many processes in living cells, such as muscle contraction, nerve impulse propagation, and chemical synthesis. Found in all known forms of life, it is often referred to as the "molecular unit of currency" of intracellular energy transfer.[3]

When consumed in a metabolic processes, ATP converts either to adenosine diphosphate (ADP) or to adenosine monophosphate (AMP). Other processes regenerate ATP. It is also a precursor to DNA and RNA, and is used as a coenzyme. An average human adult processes around 50 kilograms daily.[4]

From the perspective of biochemistry, ATP is classified as a nucleoside triphosphate, which indicates that it consists of three components: a nitrogenous base (adenine), the sugar ribose, and the triphosphate.

  1. ^ a b "Adenosine 5'-triphosphate disodium salt Product Information" (PDF). Sigma. Archived (PDF) from the original on 2019-03-23. Retrieved 2019-03-22.
  2. ^ Dunn, Jacob; Grider, Michael H. (2023). "Physiology, Adenosine Triphosphate". StatPearls. StatPearls Publishing. PMID 31985968. Retrieved 13 November 2023.
  3. ^ Knowles, J. R. (1980). "Enzyme-catalyzed phosphoryl transfer reactions". Annu. Rev. Biochem. 49: 877–919. doi:10.1146/annurev.bi.49.070180.004305. PMID 6250450.
  4. ^ "An average individual with a daily diet of 8000 kJ and a 30% efficiency of turning foodstuffs into chemical energy will synthesize (and hydrolyze) about 50 kg of ATP during 1 day."Wilkens, Stephan (2008). "<SCP>ATP</SCP> Synthesis, Chemistry of". Wiley Encyclopedia of Chemical Biology. doi:10.1002/9780470048672.wecb648. ISBN 9780471754770.

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