P. Nielsen, A. Bacher
Oct 1, 1988
Citations
0
Influential Citations
8
Citations
Journal
Zeitschrift für Naturforschung B
Abstract
2-Amino-5-nitro-6-ribitylamino-4(3H)-pyrimidinone (7) was phosphorylated with chlorophosphoric acid yielding an isomer mixture containing about 63% of the 5´-phosphate 7a together with other monophosphates and bisphosphates of 7. Preparative HPLC afforded pure 7a. Catalytic hydrogenation of 7a yields the labile substrate of pyrimidine deaminase, 2,5-diamino-6-ribityl-amino-4(3H)-pyrimidinone 5´-phosphate (2a). The product of the enzyme, 5-amino-6-ribityl-amino-2,4(1H,3H)-pyrimidinedione 5´-phosphate (4a), can be obtained from 5-nitro-6-ribityl-amino-2,4(1H,3H)-pyrimidinedione (8) by an analogous procedure. The 3´-and 4´-monophos-phates of 2,5-diamino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione are not substrates for the deaminase. 5´-Phosphates of a variety of ribityl-substituted pyrimidines and pteridines could also be obtained by phosphorylation with chlorophosphoric acid without the use of protecting groups.