Photocontrolled micellar aggregation of amphiphilic DNA-azobenzene conjugates.
We demonstrate the reversible micellar aggregation of a DNA-azobenzene conjugate in aqueous conditions, in which the photoisomerization of the initially apolar trans-azobenzene moiety to the polar cis isomer causes disassembly of the aggregates. The molecular basis for this phenomena is a change in the hydrophobic/hydrophilic balance of the conjugate as the more polar cis azobenzene isomer is formed upon exposure to 365 nm irradiation. The conjugates were prepared by copper-free Click chemistry between an azide-modified, 53-base ssDNA and a cyclooctyne derivative of azobenzene. The photocontrolled aggregation of the conjugate was studied by dynamic light scattering and atomic force microscopy. The reversible micellar aggregation for a DNA-azobenzene conjugate has not been previously reported and holds promise for photocontrolled drug delivery applications.
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Related Subject Headings
- Stereoisomerism
- Photochemical Processes
- Micelles
- Hydrophobic and Hydrophilic Interactions
- Drug Delivery Systems
- DNA, Single-Stranded
- DNA
- Click Chemistry
- Chemical Physics
- Azo Compounds
Citation
Published In
DOI
EISSN
ISSN
Publication Date
Volume
Start / End Page
Related Subject Headings
- Stereoisomerism
- Photochemical Processes
- Micelles
- Hydrophobic and Hydrophilic Interactions
- Drug Delivery Systems
- DNA, Single-Stranded
- DNA
- Click Chemistry
- Chemical Physics
- Azo Compounds