L-Phenylalanine esters of open chain analog of adenosine as substrates for ribosomal peptidyl transferase

Article abstract of DOI:10.1021/bi00749a017

The chemical synthesis of the open chain analogs of 2' and 3' O (L phenylalanyl) and 2',3' bis O (L phenylalanyl) adenosine (compounds Ih-j) is described. Compounds Ih and Ij were active in the release of N Ac Phe tRNA catalyzed by ribosomes: at 0.1 mM, compound Ih released 8% and Ij 12% and at 1 mM, 40 and 50%, respectively, of the amount of Ac Phe released by A Phe. The results indicate that peptidyl transferase requires the 3' aminoacyl derivative and that an intact furanose ring is of importance for the peptide transfer reaction.