Fig. 5: Scope for hairpins and duplexes.
From: Programmable site-selective labeling of oligonucleotides based on carbene catalysis
All oligonucleotide (ON)s are oligodeoxynucleotides (ODN)s unless noted as r(sequence). All the reactions were analyzed by HPLC, as exemplified at the bottom of the figure. In 8k, mismatched A was marked in blue. aConditions a: ON (5 mM), diazoacetone (8 equiv.), [Rh(COD)Cl]2 (10 mol%), 10% THF-H2O, MES (20 mM), pH 6.0, Mg(OAc)2 (10 mM), r.t. bYield was calculated by HPLC analysis. cConditions b: ON (5 mM), diazoacetone (100 mM), [Rh(COD)Cl]2 (10 mol%), 10% THF-H2O, MES (50 mM), pH 6.0, Mg(OAc)2 (50 mM), r.t. dModification site was determined by endonuclease digestion (See Fig. 4c, d). e16 equiv. of diazoacetone, 15 mol% [Rh(COD)Cl]2 (deviation from Conditions a). f16 equiv. of diazoacetone (deviation from Conditions b). g40 equiv. of diazoacetone (deviation from Conditions b). hYield was calculated after oxime ether conjugation with excess amount of benzyloxyamine. i12 equiv. of diazoacetone (deviation from Conditions b). N/R = no reaction.
