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Front Cover: Chemical Synthesis of Oligoribonucleotide (ASL of tRNA Lys T. brucei ) Containing a Recently Discovered Cyclic Form of 2‐Methylthio‐ N 6 ‐threonylcarbamoyladenosine (ms 2 ct 6 A) (Chem. Eur. J. 58/2019)
Author(s) -
Debiec Katarzyna,
Matuszewski Michal,
Podskoczyj Karolina,
Leszczynska Grazyna,
Sochacka Elzbieta
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201903868
Subject(s) - phosphoramidite , guanosine , oligonucleotide , transfer rna , isocyanate , nucleoside , front cover , stereochemistry , chemistry , rna , cover (algebra) , organic chemistry , biochemistry , dna , mechanical engineering , engineering , polyurethane , gene
Hydantoin modified ms 2 ct 6 A nucleoside was introduced into the RNA chain by post‐synthetic ms 2 t 6 A→ms 2 ct 6 A cyclization at the oligonucleotide level. The precursor 17 nt ms 2 t 6 A‐oligonucleotide (ASL of tRNA Lys from T. brucei ) was prepared using phosphoramidite chemistry. The hypermodified ms 2 t 6 A‐phosphoramidite was synthesized efficiently from adenosine or guanosine by the optimized carbamate and, for the first time, the isocyanate chemistry. Obtained ms 2 t 6 A‐ and ms 2 ct 6 A‐RNA can be used for comparative studies of structure–function relationships. More information can be found in the Full Paper by E. Sochacka et al. on page 13309.