Biosynthesis of Riboflavin. A Simple Synthesis of the Substrate and Product of the Pyrimidine Deaminase and of Structural Analogs
Year: 1988
Type: article
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.
Source: Zeitschrift für Naturforschung B
Authors: P Nielsen, A Bacher
Language: English
Subfield: Molecular Biology
Domain: Life Sciences
Open Access status: hybrid
Estimated APC paid: $2,712
OpenAlex ID: W2074502897