Nucleic Acids Research, 1983, Vol. 11, No. 15 5243-6255
© 1983
CHEMISTRY |
Methylation of desmethyl analogue of Y nucleosides. Wyosine from guanosine
enna Golankiewicz
Institute of Bioorganic Chemistry, Polish Academy of Sciences Noskowskiego 12/14, 61704 Pozna
, Poland
Received June 10, 1983. Accepted July 4, 1983.
Wyoslne la. one of the fluorescent hypermodified Y nucleosides found In tRNAsPhe, was synthesized chemically from its biogenetic precursor guanosine 2. The route involved transformation of 2. into the tricyclic structure 3a and subsequent methylation at N-4. The major products of various methylation procedures were isomers of wyosine, methylated at H-5 (5b) or at H-l (4). Mesoionic compound 4 is a new analogue of 7-methylguanosine 5, modified nucl-eoside occuring in the unique positions in transfer, messenger and ribosomal HNAs. The chromatographio and spectral ohaxacteristios of wyosine and its isomers is given.