Fig. 1: Reaction of uridine with hydrazine in aniline-free conditions.
From: Chemical reactivity of RNA and its modifications with hydrazine
a Nucleophilic reaction mechanism of hydrazine with uridine. Hydrazine attacks the C6 of uridine which leads to the cleavage of a pyrazolone molecule. The remaining urea–ribose moiety is 52 Da lighter than uridine. Pseudouridine has no sufficient electrophilicity at C6 and does not react with hydrazine. b In-vitro transcribed isoleucyl-tRNA from E. coli incubated with 1%–50% hydrazine for 1 h at 4 °C (20% TBE urea PAGE, stained with GelRed). c Abundance of canonical nucleosides in tRNAIle after hydrazine treatment quantified by LC–MS/MS analysis. (C cytidine, G guanosine, U uridine and A adenosine).
