Adenosine phosphosulfate

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Structural formula
Structural formulas of adenosine phosphosulfate
General
Surname Adenosine phosphosulfate
other names
  • Adenosine 5'-phosphosulfate
  • Adenylyl sulfate
  • APS
  • AMPS
  • [(2 R , 3 S , 4 R , 5 R ) -5- (6-aminopurin-9-yl) -3,4-dihydroxyoxolan-2-yl] methylsulfo hydrogen phosphate ( IUPAC )
Molecular formula C 10 H 14 N 5 O 10 PS
External identifiers / databases
CAS number 485-84-7
PubChem 10238
ChemSpider 9821
DrugBank DB03708
Wikidata Q356138
properties
Molar mass 507.27 g mol −1
safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Adenosine phosphosulfate , more precisely adenosine 5'-phosphosulfate, abbreviated APS, is an energy-rich acid anhydride of sulfuric acid and the phosphate group of adenosine monophosphate in the metabolism of plants and microorganisms.

biochemistry

Adenosine phosphosulphate is an intermediate product in the reduction of sulphate to sulphite , which represents the first step of the assimilatory sulphate reduction - further to the sulphide stage of sulfur - or the production of sulphate esters. Since a direct reduction of free sulfate to sulfite would be energetically unfavorable (E 0 ' = −0.5162 V), the reduction is coupled by the consumption of ATP. This reduction is catalyzed by a sulphate adenylyl transferase ( EC  2.7.7.4 ), in which the pyrophosphate formed is also hydrolyzed:

ATP+ SO 4 2−   + PP i 
   APS

The sulfate group occurring in APS can then either be further reduced to sulfite by an APS reductase ( EC  1.8.99.2 ), or by phosphorylation on the 3'-OH group of the ribose to PAPS (phospho-APS or 3'-phosphoadenosine-5 '-phosphosulfate) are "activated" (PAPS is also known colloquially as "activated sulfate").

Individual evidence

  1. a b Data sheet Adenosine 5′-phosphosulfate sodium salt from Sigma-Aldrich , accessed on February 18, 2012 ( PDF ).
  2. ^ Peter Karlson, Detlef Doenecke, Jan Koolman, Georg Fuchs, Wolfgang Gerok: Karlsons Biochemie und Pathobiochemie . Thieme, Stuttgart; Edition: 15th revised. u. remodel. Edition 2005; ISBN 978-3133578158 ; P. 445.