Roles for charged bases and tautomers in RNA and DNA structure Abstract: RNA and DNA are comprised of only four, similar side-chains. This simplicity has the potential to limit the functional and therefore biological diversity of RNA and DNA. While the importance of covalent modifications of RNA and DNA are widely known and appreciated, non-covalent modifications such as protonation and deprotonation events, as well as prototropic shifts, are less known. I will present evidence for the importance of such states in RNA and DNA, and describe efforts to define the diversity and extent of such motifs in vivo by a combination of chemiinformatic approaches and genome-wide chemical probing approaches.