title: Analogues of ribose 5-phosphate and 5-phosphoribosyl pyrophosphate. The preparation and properties of ribose 5-phosphorothioate and 5-phosphoribosyl 1-methylenediphosphonate.
abstract: 1. 5-Phosphoribosyl 1-methylenediphosphonate was isolated after reaction of ribose 5-phosphate and O-adenylyl methylenediphosphonate with 5-phosphoribosyl pyrophosphate synthetase from Ehrlich ascites-tumour cells. 2. The analogue reacted with adenine phosphoribosyltransferase, hypoxanthine phosphoribosyltransferase and nicotinamide phosphoribosyltransferase [K(m) (analogue)/K(m) (5-phosphoribosyl pyrophosphate) 0.17, 0.19 and 6.3 respectively; V(max.) (analogue)/V(max.) (5-phosphoribosyl pyrophosphate) 0.011, 0.26 and 1.1 respectively]. 3. The analogue was not a substrate for 5-phosphoribosyl pyrophosphate amidotransferase or orotate phosphoribosyltransferase. 4. Ribose 5-phosphorothioate was synthesized by allowing ribose to react with thiophosphoryl chloride in triethyl phosphate. The analogue was a substrate for 5-phosphoribosyl pyrophosphate synthetase from Ehrlich ascites-tumour cells. When this reaction was coupled to either adenine phosphoribosyltransferase or hypoxanthine phosphoribosyltransferase, adenosine 5'-phosphorothioate or inosine 5'-phosphorothioate was formed respectively.
mesh_terms: D000818:Animals; D002247:Carbon Isotopes; D002286:Carcinoma, Ehrlich Tumor / Q000201:enzymology; D055598:Chemical Phenomena; D002621:Chemistry; D007042:Hypoxanthines; D007700:Kinetics; D008099:Liver / Q000201:enzymology; D009711:Nucleotides; D063065:Organophosphonates; D010428:Pentosephosphates; D010756:Phosphoric Acids; D010770:Phosphotransferases / Q000302:isolation & purification; D051381:Rats; D012266:Ribose; D012440:Saccharomyces / Q000201:enzymology; D013455:Sulfur; D014166:Transferases / Q000302:isolation & purification
chemical_list: D002247:Carbon Isotopes; D007042:Hypoxanthines; D009711:Nucleotides; D063065:Organophosphonates; D010428:Pentosephosphates; D010756:Phosphoric Acids; D012266:Ribose; D013455:Sulfur; D014166:Transferases; D010770:Phosphotransferases