5-磷酸核糖和5-磷酸核糖焦磷酸的类似物。5-硫代磷酸核糖酯和5-磷酸核糖基-1-亚甲基二膦酸酯的制备及性质

Analogues of ribose 5-phosphate and 5-phosphoribosyl pyrophosphate. The preparation and properties of ribose 5-phosphorothioate and 5-phosphoribosyl 1-methylenediphosphonate.

Murray A W, Wong P C, Friedrichs B

Biochem J. 1969 May;112(5):741-6. doi: 10.1042/bj1120741.

Abstract

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.

摘要

5-磷酸核糖1-亚甲基二磷酸是由磷酸核糖焦磷酸合成酶催化磷酸核糖与O-腺苷酰亚甲基二磷酸反应后从艾氏腹水癌细胞中分离得到的。2. 该类似物与腺嘌呤磷酸核糖转移酶、次黄嘌呤磷酸核糖转移酶和烟酰胺磷酸核糖转移酶发生反应[米氏常数（类似物）/米氏常数（5-磷酸核糖焦磷酸）分别为0.17、0.19和6.3；最大反应速度（类似物）/最大反应速度（5-磷酸核糖焦磷酸）分别为0.011、0.26和1.1]。3. 该类似物不是5-磷酸核糖焦磷酸酰胺转移酶或乳清酸磷酸核糖转移酶的底物。4. 核糖5-硫代磷酸酯是通过使核糖与硫代磷酰氯在磷酸三乙酯中反应合成的。该类似物是艾氏腹水癌细胞中5-磷酸核糖焦磷酸合成酶的底物。当该反应与腺嘌呤磷酸核糖转移酶或次黄嘌呤磷酸核糖转移酶偶联时，分别形成腺苷5'-硫代磷酸酯或肌苷5'-硫代磷酸酯。