Johnscher G, Berghäuser J, Woenckhaus C
Z Naturforsch C Biosci. 1975 Jan-Feb;30(1):25-8.
5-Acetyl-4-methyl-1-(beta-D-ribofuranosyl)-imidazole-5'-phosphate reacts with diphenylphospho chloridate forming the asymmetrical pyrophosphate ester. This in turn reacts with tri-n-butyl-ammonium phosphate yielding 5-acetyl-4-methyl-imidazole-riboside-5'-diphosphate and with tri-n-butylammonium pyrophosphate to give the nucleotide triphosphate. 5-Acetyl-4-methyl-imidazole-riboside-5'-pyrophosphate shows in the test with pyruvate kinase a reaction rate three times slower than that of ADP; but the same Km as that of ADP. The ATP analogue is only about 10% as effective as ATP itself in the test with hexokinase, 3-phosphoglycerate kinase and gloconate kinase. Adenylate kinase and NAD" kinase show no activity when ATP is replaced by the nucleotide-triphosphate-analogue. In presence of ATP the analogue strongly inhibits the reaction of adenylate kinase.
5-乙酰基-4-甲基-1-(β-D-呋喃核糖基)-咪唑-5'-磷酸与二苯基磷酰氯反应形成不对称焦磷酸酯。该焦磷酸酯依次与磷酸三正丁铵反应生成5-乙酰基-4-甲基-咪唑-核糖苷-5'-二磷酸,并与焦磷酸三正丁铵反应生成核苷酸三磷酸。5-乙酰基-4-甲基-咪唑-核糖苷-5'-焦磷酸在丙酮酸激酶试验中的反应速率比ADP慢三倍,但Km与ADP相同。在己糖激酶、3-磷酸甘油酸激酶和葡萄糖酸激酶试验中,该ATP类似物的效力仅为ATP本身的约10%。当ATP被核苷酸三磷酸类似物取代时,腺苷酸激酶和NAD+激酶无活性。在ATP存在下,该类似物强烈抑制腺苷酸激酶的反应。