Fig. 3: Selective aminoacylation of oligonucleotides in water.
From: Thioester-mediated RNA aminoacylation and peptidyl-RNA synthesis in water
a, Aminoacylation of single-stranded (ss) RNA at terminal 2′,3′-diol and internal 2′-alcohols. b, Selective 2′,3′-aminoacylation of duplex (ds) RNA by aminoacyl-thiols (1a, -SR1 = pantetheinyl) in water. c, PAGE images showing the reaction of 5′-fluorescein (FAM) labelled ss-/ds-ON1–ON5 (0.5 µM) with pantetheinyl-alanine l-\({{\bf{1}}}_{{\bf{A}}{\bf{l}}{\bf{a}}}^{{\bf{a}}}\) (200 mM or 600 mM) in MES buffer (200 mM, pH 6.5) and KCl (500 mM) after 16 h at room temperature: (1) 5′-FAM-dUdAdGdGdAdGdAdGdCddC (ON1) with l-\({{\bf{1}}}_{{\bf{A}}{\bf{l}}{\bf{a}}}^{{\bf{e}}}\) (200 mM), ±5′-dGdCdAdGdUdUdGdGdUdCdUdCdCdUdA (ON6); (2) 5′-FAM-dUdAdGdGdAdGdAdCdCdA (ON2) with l-\({{\bf{1}}}_{{\bf{A}}{\bf{l}}{\bf{a}}}^{{\bf{a}}}\) (600 mM), ±ON6; (3) 5′-FAM-dUdAdGdGdAdGdAdCdCA (ON3) with l-\({{\bf{1}}}_{{\bf{A}}{\bf{l}}{\bf{a}}}^{{\bf{a}}}\) (600 mM), ±ON6; (4) 5′-FAM-UAGGAGACCdA (ON4) with l-\({{\bf{1}}}_{{\bf{A}}{\bf{l}}{\bf{a}}}^{{\bf{a}}}\) (600 mM), ±5′-GCAGUUGGUCUCCUA (ON7) and ±5′-pACUGC (ON8); (5) 5′-FAM-UAGGAGACCA (ON5) with l-\({{\bf{1}}}_{{\bf{A}}{\bf{l}}{\bf{a}}}^{{\bf{a}}}\) (200 mM), ±5′-UGGUCUCCUA (ON9); (6) ON5 with l-\({{\bf{1}}}_{{\bf{A}}{\bf{l}}{\bf{a}}}^{{\bf{a}}}\) (600 mM), ±ON7 and ±ON8. See Supplementary Figs. 102–105 and Supplementary Tables 16–18 for PAGE images showing ss-/ds-ON2–ON5 with l-\({{\bf{1}}}_{{\bf{A}}{\bf{l}}{\bf{a}}}^{{\bf{a}}}\) (200 mM).
