3'-Phosphoadenosine-5'-phosphosulfate

3'-Phosphoadenosine-5'-phosphosulfate
Names
	IUPAC name 6-Amino-9-[(2R,3R,4S,5R)-3-hydroxy-5- [(hydroxy-sulfooxy-phosphoryl)oxymethyl] -4-phosphonooxy-tetrahydrofuran-2-yl]purine
	Other names PAPS; 3'-phosphoadenylyl sulfate; phosphoadenosine phosphosulfate; 3'-phospho-5'-adenylyl sulfate
Identifiers
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:17980;
ChemSpider	9799 ;
ECHA InfoCard	100.222.927
IUPHAR/BPS	1719;
PubChem CID	10214;
CompTox Dashboard (EPA)	DTXSID40894869 ;
	InChI 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 Key: GACDQMDRPRGCTN-KQYNXXCUSA-N ; 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;
	SMILES S=C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)COP(=O)(O)OS(=O)(=O)O)OP(=O)(O)O)O; O=S(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3OP(=O)(O)O;
Properties
Chemical formula	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). verify (what is ?) Infobox references

3SOMOS ANABELLE Y CHUKY Y FOXY Y LOS VAMOS A COMER PSY GANGAN STYLE

Formation and reduction

APS and PAPS are intermediates in the reduction of sulfate to sulfite, an exothermic conversion that is carried out by sulfate-reducing bacteria. In these organisms, sulfate serves as an electron acceptor, akin to the use of O₂ as an electron acceptor by aerobic organisms. Sulfate is not reduced directly but must be activated by the formation of APS or PAPS. These carriers of activated sulfate are produced by reaction with ATP. The first reaction is catalysed by ATP sulfurase:

SO₄²⁻ + ATP → APS + PP_i

The conversion of APS to PAPS is catalysed by APS kinase:

APS + ATP → PAPS + ADP

Reduction of APS leads to sulfite, which is further reduced to hydrogen sulfide, which is excreted. This process is called dissimilatory sulfate reduction. Reduction of PAPS, a more elaborated sulfate ester, leads also to hydrogen sulfide. But in this case, the product is used in biosynthesis, e.g. for the production of cysteine. The latter process is called assimilatory sulfate reduction because the sulfate sulfur is assimilated.^[1]

References

^ M. T. Madigan, J. M. Martinko, J. Parker “Brock Biology of Microorganisms” Prentice Hall, 1997. ISBN 0-13-520875-0.

[1] M. T. Madigan, J. M. Martinko, J. Parker “Brock Biology of Microorganisms” Prentice Hall, 1997. ISBN 0-13-520875-0.

[1]