DNA-templated control of chirality and efficient energy transport in supramolecular DNA architectures with aggregation-induced emission

Abstract

Two conjugates of tetraphenylethylene with D-2’-deoxyuridine (1D) and L-2’-deoxyuridine (1L) were synthesized to construct new supramolecular DNA-architectures by self-assembly. The non-templated assemblies of 1D and 1L show strong aggregation-induced emission...

Aggregation-induced emission by sequence-selective assembly of cyanolated distyrylbenzene in supramolecular DNA architectures

“…This is a significantly higher occupancy degree and thus an improvement compared to the tetraphenylethylene conjugate. 16 These results do not provide any evidence for cooperativity in the DNA architectures. The CD spectra of both the non-templated and the templated samples of Cs-dU in water show a positive couplet between 290 and 350 nm with zero crossing at 318 nm (Fig.…”

“…15 However, only 10-11 out of 20 available binding sites of the DNA templates were occupied by the tetraphenylenes. 16 The propeller-shaped conformation of this chromophore -although planarized in the DNA assembly -sterically hinders and prohibits the sequence-selective DNA assembly in combination with a second chromophore. Herein, we present a cyanolated distyrylbenzene 17,18 -conjugate with 2 0 -deoxyuridine (Cs-dU, Fig.…”

“…This energy transfer mechanism was previously validated for similar supramolecular DNA architectures with tetraphenylethylene-dU covalently incorporated into oligonucleotides complementary to A 20 . 16 The fact that 15-16 binding sites of the A 20 templates can be occupied by Cs-dU indicates that the cyanolated distyrylbenzene chromophore is more planar and fits better into the DNAbased assembly compared to the tetraphenylethylene chromophore, where only 11 binding sites were occupied. 16 This property allows us to use Cs-dU in combination with Pe-dAp as a second chromophore nucleoside conjugate in mixed assemblies (Fig.…”

Tetraphenylethylene–DNA conjugates: influence of sticky ends and DNA sequence length on the supramolecular assembly of AIE-active vesicles

“…The development of AIE 40 has greatly stimulated the advancement of fluorescent supramolecular polymers composed of AIE active bioconjugates for biomedical, biosensing, or bioimaging applications. [41][42][43][44][45][46][47][48] Herein, we present DNA-based vesicular constructs assembled from 3′-/5′-end modified TPE-DNA conjugates. The effect of different DNA conjugate designs on the nucleation temperature was studied by fluorescence-monitored annealing curves.…”

“…The development of AIE 40 has greatly stimulated the advancement of fluorescent supramolecular polymers composed of AIE active bioconjugates for biomedical, biosensing, or bioimaging applications. 41–48…”