Abstract

The Cover Feature shows the NMR kinetic analysis of the DNA alkylation mechanism of 3-chloropiperidines. The structure of the bicyclic aziridinium ion proposed as the reaction intermediate was confirmed by single crystal XRD and is shown in the center. These highly electrophilic intermediates are readily attacked by nucleophiles such as DNA bases, resulting in an alkylation product shown in the bottom right corner. An alkylated DNA double strand, containing a single strand break, as well as the corresponding depurination products are depicted on the top. In the background multiple stacked NMR spectra of a kinetic analysis in aqueous solution are shown. More information can be found in the Full Paper by R. Göttlich et al.

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