Structure of wyosine, the condensed tricyclic nucleoside of torula yeast phenylalanine transfer ribonucleic acid.
Large-scale isolation of the minor nucleoside wyosine of torula yeast tRNA(Phe) was accomplished by a combination of enzymatic digestion and reversed-phase chromatography: the wyosine-containing nucleotide fraction, which was obtained by partial digestion of unfractionated tRNA (1 g) with nuclease P1, was concentrated by reversed-phase column chromatography followed by complete digestion with nuclease P1/alkaline phosphatase. The nucleoside mixture thus obtained was purified by reversed-phase HPLC, providing wyosine (70 microg). Comparison of this nucleoside with a chemically synthesized authentic sample has unambiguously established that the structure of wyosine is 4,6-dimethyl-3-beta-D-ribofuranosyl-3,4-dihydro-9H-imidazo[1,2-a]purin-9-one (2).
Itaya
Taisuke
T
Faculty of Pharmaceutical Sciences, Kanazawa University, Japan. itaya@dbs.p.kanazawa-u.ac.jp
Kanai
Tae
T
Sawada
Takehiko
T
D002175:Candida / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D006151:Guanosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000737:chemistry*; D012346:RNA, Transfer, Amino Acyl / Q000737:chemistry*
D009705:Nucleosides; D012346:RNA, Transfer, Amino Acyl; D006151:Guanosine; C012100:wyosine