Chemical Synthesis of a Pentaribonucleoside Tetraphosphate Constituting the 3'-Acceptor Stem Sequence of E. coli tRNAIle Using 2'-O-(3-Methoxy-1,5-dicarbomethoxypentan-3-yl)-ribonucleoside Building Blocks. Application of a New Achiral and Acid-labile 2'-Hydroxyl Protecting Group in tRNA Synthesis.

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Abstract
A synthesis of a pentaribonucleotide fragment constituting the residues 59-63 of 3''-terminus of E. coli tRNAIle, 5''-ApGpUpCpC-3'', was carried out using a new, easily accessible, achiral 2''-ketal protecting group. The new 2''-ketal group has an additional advantage in that it is easily functionalized to the diamide with aqueous ammonia in the penultimate step of deblocking of fully protected oligoribonucleotides. Such a functionalization of the 2''-ketal group at the penultimate step of deblocking of the fully protected tRNA molecule enhances its relative rate of removal under an acidic condition with a minimum of damage of the target tRNA molecule.