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• W2085202705 abstract "Adenosine-5′-phosphosulfate (APS) and its 3′-phosphorylated metabolite PAPS (3′-phosphoadenosine-5′-phosphosulfate) play central roles in biological systems. Few analogs of APS or PAPS have been described, partially due to the instability of the phosphosulfate moiety. ADPβF, adenosine-5′-O-(2-fluorodiphosphate), an ADP derivative in which one of the nonbridge oxygens on the terminal phosphoryl group is replaced by fluorine, has been synthesized by reaction of AMP-morpholidate with bis(tributylammonium)fluorophosphate. In contrast to APS, ADPβF is stable at room temperature for at least a day from pH 3 to 10. ADPβF is an alternate substrate for adenosine phosphosulfate kinase (ATP:APS 3′-phosphotransferase) yielding the PAPS analog PADPβF. In the APS kinase reaction ADPβF has a Km 7-fold greater than that of APS, and a Vmax that is 9% that of APS. ADPβF is an alternate substrate for the reverse reaction of ATP sulfurylase (ATP:sulfate adenylyltransferase), yielding ATP and FPO3 as products; ADPβF has a Vmax that is 12% of the Vmax with APS and a 1.4-fold higher Km value than APS. ADPβF can conveniently be synthesized from ATP and FPO3 in the presence of catalytic amounts of ATP sulfurylase and inorganic pyrophosphatase. ADPβF is a poor ADP analog for two enzymes tested: high concentrations did not inhibit pyruvate kinase or hexokinase, and ADPβF did not replace ADP in the reverse pyruvate kinase reaction. ADPβF, like APS, has one less charge than ADP at neutral pH. These results suggest that a major determinant in enzymatic discrimination between APS and ADP is the charge difference between the terminal sulfuryl and phosphoryl groups." @default.
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• W2085202705 date "1992-06-01" @default.
• W2085202705 modified "2023-10-16" @default.
• W2085202705 title "Adenosine-5′-O-(2-fluorodiphosphate) (ADPβF), an analog of adenosine-5′-phosphosulfate" @default.
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• W2085202705 doi "https://doi.org/10.1016/0045-2068(92)90031-w" @default.
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