Temporal and Reversible Control of a DNAzyme by Orthogonal Photoswitching

Haydell, Michael; Centola, Mathias; Adam, Volker; Valero, Julián; Famulok, Michael

doi:10.1021/jacs.8b08738

Cited by 51 publications

(47 citation statements)

References 50 publications

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“…The photochemical addressability of the azopyrazoles can further be complemented by other stimuli, for example chemical switching using acid [19]. Given their excellent performance, arylazopyrazoles are replacing azobenzenes in optically addressable applications including imaging applications [20], photopharmacology [21], supramolecular chemistry [22–23], responsive foams [24], coordination chemistry [25] and DNA nanotechnology [26–27].…”

Section: Introductionmentioning

confidence: 99%

A combinatorial approach to improving the performance of azoarene photoswitches

Calbo¹,

Thawani²,

Gibson³

et al. 2019

Beilstein J. Org. Chem.

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Azoarenes remain privileged photoswitches – molecules that can be interconverted between two states using light – enabling a huge range of light addressable multifunctional systems and materials. Two key innovations to improve the addressability and Z-isomer stability of the azoarenes have been ortho-substitution of the benzene ring(s) or replacement of one of the benzenes for a pyrazole (to give arylazopyrazole switches). Here we study the combination of such high-performance features within a single switch architecture. Through computational analysis and experimental measurements of representative examples, we demonstrate that ortho-benzene substitution of the arylazopyrazoles drastically increases the Z-isomer stability and allows further tuning of their addressability. This includes the discovery of new azopyrazoles with a Z-isomer thermal half-life of ≈46 years. Such results therefore define improved designs for high performance azo switches, which will allow for high precision optically addressable applications using such components.

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Section: Introductionmentioning

confidence: 99%

A combinatorial approach to improving the performance of azoarene photoswitches

Calbo¹,

Thawani²,

Gibson³

et al. 2019

Beilstein J. Org. Chem.

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“…In a similar fashion, we examined how well AAP could be used for the control of assemblies (Figure 1). The 12‐mer AAP‐containing oligodeoxynucleotide (ODN) (henceforth referred to as AAP‐ODN) was prepared according to a previous report (Figure S1 in the Supporting Information) [6, 7] . We measured the cis – trans conversion kinetics using a UV/Vis spectrometer by irradiating with 365 and 520 nm light, and photoisomerization of AAP‐ODN rapidly occurred both ways (Figure S2 in the Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

“…Recently, arylazopyrazoles (AAPs) are a class of compounds that could also be used as photoswitches to control the hybridization or dissociation of DNA duplexes, depending on the irradiated wavelength, in a fashion identical to that of the Azo molecule (Figure 1 a). [6, 7] Similar to Azo, AAP can be introduced into the DNA strand with a d ‐threoninol linkage [6, 7] . Compared with the unmodified azobenzene molecule, the AAP molecule has two significant features in its photoisomerization properties: 1) Rapid and high yielding trans to cis isomerization because of the small overlap of absorption of the trans and cis isomer at around 320–370 nm.…”

Section: Introductionmentioning

confidence: 99%

Photocontrolled DNA Origami Assembly by Using Two Photoswitches

Mishra

Park

Emura

et al. 2020

Chemistry A European J

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Stimuli‐responsive switching molecules have been widely investigated for the purpose of the mechanical control of biomolecules. Recently developed arylazopyrazole (AAP) shows photoisomerization activity, displaying a faster response to light‐induced conformational changes and unique absorption spectral properties compared with those of conventionally used azobenzene. Herein, it is demonstrated that AAP can be used as a photoswitching molecule to control photoinduced assembly and disassembly of DNA origami nanostructures. An AAP‐modified DNA origami has been designed and constructed. It is observed that the repeated assembly and disassembly of AAP‐modified X‐shaped DNA origami and hexagonal origami with complementary strands can be achieved by alternating UV and visible‐light irradiation. Closed and linear assemblies of AAP‐modified X‐shaped origami were successfully formed by photoirradiation, and more than 1 μm linear assemblies were formed. Finally, it is shown that the two photoswitches, AAP and azobenzene, can be used in tandem to independently control different assembly configurations by using different irradiation wavelengths. AAP can extend the variety of available wavelengths of photoswitches and stably result in the assembly and disassembly of various DNA origami nanostructures.

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“…[61][62][63][64] Moreover, photoregulated DNA systems can also be used to improve the performance of DNA walkers. [65]…”

Section: Photocontrolled Walkersmentioning

confidence: 99%

Mechanisms, Methods of Tracking and Applications of DNA Walkers: A Review

Valero

Škugor

2020

ChemPhysChem

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In recent years, DNA nanotechnology expanded its scope from structural DNA nanoarchitecture towards designing dynamic and functional nanodevices. This progress has been evident in the development of an advanced class of DNA nanomachines, the so‐called DNA walkers. They represent an evolution of basic switching between distinctly defined states into continuous motion. Inspired by the naturally occurring walkers such as kinesin, research on DNA walkers has focused on developing new ways of powering them and investigating their walking mechanisms and advantages. New techniques allowing the visualization of walkers as single molecules and in real time have provided a deeper insight into their behavior and performance. The construction of novel DNA walkers bears great potential for applications in therapeutics, nanorobotics or computation. This review will cover the various examples and breakthrough designs of recently reported DNA walkers that pushed the limits of their performance. It will also mention the techniques that have been used to investigate walker nanosystems, as well as discuss the applications that have been explored so far.

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Temporal and Reversible Control of a DNAzyme by Orthogonal Photoswitching

Cited by 51 publications

References 50 publications

A combinatorial approach to improving the performance of azoarene photoswitches

A combinatorial approach to improving the performance of azoarene photoswitches

Photocontrolled DNA Origami Assembly by Using Two Photoswitches

Mechanisms, Methods of Tracking and Applications of DNA Walkers: A Review

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