RESUMO
A series of glycosylated serine derivatives was synthesized from peracetylated sugars and Fmoc-protected serine; these were chemically esterified with the tris-(tetrabutylammonium) salt of pdCpA. The fully protected and deprotected glycosylated aminoacyl pdCpAs were ligated enzymatically to an abbreviated tRNA (tRNA-C(OH)) to provide the title compounds that are key intermediates in the elaboration of glycoproteins using readthrough of a nonsense codon.
Assuntos
Glicoproteínas/síntese química , Aminoacil-RNA de Transferência/síntese química , Códon sem Sentido , Compostos de Dansil/farmacologia , Eletroforese , Glicosilação , Hidrazinas/farmacologia , Monossacarídeos/metabolismo , Biossíntese de Proteínas , RNA Ligase (ATP)/metabolismo , Aminoacil-RNA de Transferência/metabolismo , Serina/metabolismo , Transcrição GênicaRESUMO
A series of d4T analogues have been synthesised in which the 2',3'-didehydro-2',3'-dideoxyribose moiety is replaced by a benzo[c]furan core. A simple strategy has been developed to access a range of compounds for biological screening. In addition, a stereoselective approach has been achieved with view to permit more detailed studies.
