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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

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Reversible Covalent Stabilization of Stacking Contacts in DNA Assemblies.

Thomas Gerling¹, Hendrik Dietz¹

¹Physik Department, Walter Schottky Institute, Technische Universität München, Am Coulombwall 4a, 85748, Garching, Germany.

Angewandte Chemie (International Ed. in English)

|January 30, 2019

Summary

Researchers developed a photochemical method to reversibly stabilize DNA assemblies using covalent bonds. This technique allows for the controlled formation and cleavage of stacking bonds in DNA structures, expanding their potential applications.

Keywords:

3-cyanovinylcarbazole DNA nanotechnology DNA origami covalent stabilization photo-crosslinking

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Area of Science:

Supramolecular Chemistry
Photochemistry
DNA Nanotechnology

Background:

Higher-order DNA complexes are stabilized by stacking bonds between blunt-ended DNA double helices.
These stacking bonds are typically labile, breaking at low cation concentrations, leading to complex disassembly.
Existing methods lack reversible covalent stabilization for DNA assemblies under varied conditions.

Purpose of the Study:

To present a site-specific photochemical mechanism for reversible covalent stabilization of stacking bonds in DNA assemblies.
To enable the controlled formation and cleavage of covalent bonds within DNA structures using light.

Main Methods:

Modification of one blunt DNA end with a 3-cyanovinylcarbazole (cnvK) moiety.
Positioning a thymine residue (T) at the opposing blunt DNA end.
Utilizing 365 nm light for covalent bond formation and 310 nm light for bond cleavage.

Main Results:

Co-localization of cnvK and T in stacked DNA helices induces covalent bond formation upon 365 nm irradiation.
The formed covalent bond can be cleaved upon 310 nm irradiation.
Repeated bond formation and cleavage occur on the timescale of seconds.

Conclusions:

A novel photochemical strategy enables reversible covalent stabilization of DNA stacking bonds.
This method allows for dynamic control over the assembly and disassembly of DNA nanostructures.
The system expands the operational conditions for stacking-bond-stabilized DNA objects.