Analysis of chiral inorganic [16O, 17O, 18O]thiophosphate and the stereochemistry of the 3-phosphoglycerate kinase reaction.

The R- and S-enantiomers of inorganic [16O, 17O, 18O]-thiophosphate have been synthesized from the B and A isomers of [alpha-S; alph-18O; alpha beta-17O; beta-17O3]ADP. Each chiral thiophosphate was incorporated into isomer A of ATP beta S with distinct oxygen isotopic labelings, which were characterized by 31P NMR. The 3-phosphoglycerate kinase-catalyzed reaction was shown to proceed by inversion at phosphorus since all other steps in the reaction sequence between inorganic thiophosphate and ATP beta S were of known stereospecificity.