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[{"@context":"http:\/\/schema.org\/","@type":"BlogPosting","@id":"https:\/\/wiki.edu.vn\/en\/wiki4\/3-phosphoadenosine-5-phosphosulfate-wikipedia\/#BlogPosting","mainEntityOfPage":"https:\/\/wiki.edu.vn\/en\/wiki4\/3-phosphoadenosine-5-phosphosulfate-wikipedia\/","headline":"3′-Phosphoadenosine-5′-phosphosulfate – Wikipedia","name":"3′-Phosphoadenosine-5′-phosphosulfate – Wikipedia","description":"From Wikipedia, the free encyclopedia 3\u2032-Phosphoadenosine-5\u2032-phosphosulfate Names Preferred 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 PAPS3\u2032-Phosphoadenylyl sulfatePhosphoadenosine phosphosulfate3\u2032-Phospho-5\u2032-adenylyl sulfate Identifiers","datePublished":"2017-08-28","dateModified":"2017-08-28","author":{"@type":"Person","@id":"https:\/\/wiki.edu.vn\/en\/wiki4\/author\/lordneo\/#Person","name":"lordneo","url":"https:\/\/wiki.edu.vn\/en\/wiki4\/author\/lordneo\/","image":{"@type":"ImageObject","@id":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","height":96,"width":96}},"publisher":{"@type":"Organization","name":"Enzyklop\u00e4die","logo":{"@type":"ImageObject","@id":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/11\/book.png","url":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/11\/book.png","width":600,"height":60}},"image":{"@type":"ImageObject","@id":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/6\/61\/3%27-Phosphoadenosine-5%27-phosphosulfate.svg\/200px-3%27-Phosphoadenosine-5%27-phosphosulfate.svg.png","url":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/6\/61\/3%27-Phosphoadenosine-5%27-phosphosulfate.svg\/200px-3%27-Phosphoadenosine-5%27-phosphosulfate.svg.png","height":"164","width":"200"},"url":"https:\/\/wiki.edu.vn\/en\/wiki4\/3-phosphoadenosine-5-phosphosulfate-wikipedia\/","wordCount":2480,"articleBody":"From Wikipedia, the free encyclopedia3\u2032-Phosphoadenosine-5\u2032-phosphosulfateNamesPreferred IUPAC name[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl hydrogen (sulfooxy)phosphonateOther namesPAPS3\u2032-Phosphoadenylyl sulfatePhosphoadenosine phosphosulfate3\u2032-Phospho-5\u2032-adenylyl sulfateIdentifiersAbbreviationsPAPSChEBIChemSpiderECHA InfoCard100.222.927 EC NumberKEGGUNIIInChI=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\u00a0YKey:\u00a0GACDQMDRPRGCTN-KQYNXXCUSA-N\u00a0YInChI=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\/s1Key:\u00a0GACDQMDRPRGCTN-KQYNXXCUBKC1=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)OPropertiesC10H15N5O13P2SMolar mass507.266Except where otherwise noted, data are given for materials in their standard state (at 25\u00a0\u00b0C [77\u00a0\u00b0F], 100\u00a0kPa).Chemical compound3\u2032-Phosphoadenosine-5\u2032-phosphosulfate (PAPS) is a derivative of adenosine monophosphate (AMP) that is phosphorylated at the 3\u2032 position and has a sulfate group attached to the 5\u2032 phosphate. It is the most common coenzyme in sulfotransferase reactions and hence part of sulfation pathways.[1] It is endogenously synthesized by organisms via the phosphorylation of adenosine 5\u2032-phosphosulfate (APS), an intermediary metabolite.[2] In humans such reaction is performed by bifunctional 3\u2032-phosphoadenosine 5\u2032-phosphosulfate synthases (PAPSS1 and PAPSS2) using ATP as the phosphate donor.[3][4]Formation and reduction[edit]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 sulfurylase:SO42\u2212 + ATP \u21cc APS + PPiThe conversion of APS to PAPS is catalysed by APS kinase:APS + ATP \u21cc PAPS + ADP Structure of adenosine 5\u2032-phosphosulfate (APS).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.[5]References[edit]^ G\u00fcnal S; Hardman R; Kopriva S; Mueller JW (2019). “Sulfation pathways from red to green”. J. Biol. Chem. 294 (33): 12293\u201312312. doi:10.1074\/jbc.REV119.007422. PMID\u00a031270211.^ Negishi M; Pedersen LG; Petrotchenko E; et\u00a0al. (2001). “Structure and function of sulfotransferases”. Arch. Biochem. Biophys. 390 (2): 149\u201357. doi:10.1006\/abbi.2001.2368. PMID\u00a011396917.^ Xu, Zhen-Hua; Otterness, Diane M.; Freimuth, Robert R.; Carlini, Edward J.; Wood, Thomas C.; Mitchell, Steve; Moon, Eunpyo; Kim, Ung-Jin; Xu, Jing-Ping; Siciliano, Michael J.; Weinshilboum, Richard M. (February 2000). “Human 3\u2032-Phosphoadenosine 5\u2032-Phosphosulfate Synthetase 1 (PAPSS1) and PAPSS2: Gene Cloning, Characterization and Chromosomal Localization”. Biochemical and Biophysical Research Communications. 268 (2): 437\u2013444. doi:10.1006\/bbrc.2000.2123. PMID\u00a010679223.^ Venkatachalam, K. V. (2003). “Human 3\u2032-phosphoadenosine 5\u2032-phosphosulfate (PAPS) synthase: Biochemistry, molecular biology and genetic deficiency”. IUBMB Life. 55 (1): 1\u201311. doi:10.1080\/1521654031000072148. PMID\u00a012716056. S2CID\u00a037733913.^ M. T. Madigan, J. M. Martinko, J. Parker \u201cBrock Biology of Microorganisms\u201d Prentice Hall, 1997. ISBN\u00a00-13-520875-0."},{"@context":"http:\/\/schema.org\/","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki4\/#breadcrumbitem","name":"Enzyklop\u00e4die"}},{"@type":"ListItem","position":2,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki4\/3-phosphoadenosine-5-phosphosulfate-wikipedia\/#breadcrumbitem","name":"3′-Phosphoadenosine-5′-phosphosulfate – Wikipedia"}}]}]