The Cucurbit[7]Uril-Based Supramolecular Chemistry for Reversible B/Z-DNA Transition

Adv Sci (Weinh). 2018 May 15;5(7):1800231. doi: 10.1002/advs.201800231. eCollection 2018 Jul.

Abstract

As a left-handed helical structure, Z-DNA is biologically active and it may be correlated with transcription and genome stability. Until recently, it remained a significant challenge to control the B/Z-DNA transition under physiological conditions. The current study represents the first to reversibly control B/Z-DNA transition using cucurbit[7]uril-based supramolecular approach. It is demonstrated that cucurbit[7]uril can encapsulate the central butanediamine moiety [HN(CH2)4NH] and reverses Z-DNA caused by spermine back to B-DNA. The subsequent treatment with 1-adamantanamine disassembles the cucurbit[7]uril/spermine complex and readily induces reconversion of B- into Z-DNA. The DNA conformational change is unequivocally demonstrated using different independent methods. Direct evidence for supramolecular interactions involved in DNA conformational changes is further provided. These findings can therefore open a new route to control DNA helical structure in a reversible way.

Keywords: cucurbit[7]uril; reversible B/Z‐DNA transitions; spermine; supramolecular chemistry.