3'-Phosphoadenosine-5'-phosphosulfate

3′-Phosphoadenosine-5′-phosphosulfate
Names
IUPAC name
3′-O-Phosphono-5′-adenylyl hydrogen sulfate
Systematic IUPAC name
[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl hydrogen (sulfooxy)phosphonate
Other names
PAPS
3′-Phosphoadenylyl sulfate
Phosphoadenosine phosphosulfate
3′-Phospho-5′-adenylyl sulfate
Identifiers
3D model (JSmol)
Abbreviations PAPS
ChEBI
ChemSpider
ECHA InfoCard 100.222.927
EC Number
  • 694-699-5
KEGG
UNII
  • InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1 Y
    Key: GACDQMDRPRGCTN-KQYNXXCUSA-N Y
  • InChI=1/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1
    Key: GACDQMDRPRGCTN-KQYNXXCUBK
  • C1=NC2=C(C(=N1)N)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OS(=O)(=O)O)OP(=O)(O)O)O
Properties
C10H15N5O13P2S
Molar mass 507.266
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

3′-Phosphoadenosine-5′-phosphosulfate (PAPS) is a derivative of adenosine monophosphate (AMP) that is phosphorylated at the 3′ position and has a sulfate group attached to the 5′ phosphate. It is the most common coenzyme in sulfotransferase reactions and hence part of sulfation pathways. It is endogenously synthesized by organisms via the phosphorylation of adenosine 5′-phosphosulfate (APS), an intermediary metabolite. In humans such reaction is performed by bifunctional 3′-phosphoadenosine 5′-phosphosulfate synthases (PAPSS1 and PAPSS2) using ATP as the phosphate donor.

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