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. Author manuscript; available in PMC: 2015 Feb 23.
Published in final edited form as: J Am Chem Soc. 2012 Apr 5;134(15):6617–6624. doi: 10.1021/ja2104075

Figure 8.

Figure 8

Mechanisms of RNA SHAPE chemistry. (A) Stabilization of the intermediate reactive 2'-oxyanion. In the five superimposed hyper-reactive nucleotides, the non-bridging oxygen groups of the backbone (and the permanent charge) are directed away from the 2'-OH group. (B) General base catalysis. Examples of catalysis by the pyrimidine O2, purine N3, pro-S oxygen, and through-space groups are shown. For each panel, the number of occurrences observed in SHAPE analysis of 16S rRNA in crystallo is given in parentheses.