Synthesis of 6-Dimethylamino-9-[3'-(O-Methyl) (2S)-[UL-14C]Tyrosinylamino)-3'-Deoxy-β-D- ribofuranosyl] purine

Article abstract of DOI:10.1002/(SICI)1099-1344(200005)43:6<623::AID-JLCR347>3.0.CO;2-O

In order to investigate and further refine the mechanism of the unique cleavage activity of the 18 amino acid 2A region of the foot-and-mouth-disease virus (FMDV), the synthesis of ¹⁴C-labelled puromycin is required. Puromycin is an inhibitor of protein synthesis and is an analogue of the terminal aminoacyl-adenosine portion of aminoacyl-tRNA. A short and expedient four step synthesis of 6-dimethylamino-9-[3'-(O-methyl) (2S)-[UL-¹⁴C]tyrosinylamino)-3'-deoxy-β-D-ribofuranos purine (14C-labelled puromycin) starting from (2S)-[UL-¹⁴C]-tyrosine is therefore described.