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Supramolecular Self‐Assembly of Histidine‐Capped‐Dialkoxy‐Anthracene: A Visible‐Light‐Triggered Platform for Facile siRNA Delivery
Authors:Shahad Alsaiari  Kholod Alamoudi  Dr Aws Alshamsan  Dr Abdulaziz AlMalik  Dr Karim Adil  Prof Mohamed Eddaoudi  Prof Niveen M Khashab
Institution:1. Smart Hybrid Materials (SHMs) Laboratory, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, Kingdom of Saudi Arabia;2. Department of Pharmaceutics, College of Pharmacy and King Abdullah Institute of Nanotechnology, King Saud University, Kingdom of Saudi Arabia;3. Center of Excellence in Nanomedicine, King Abdulaziz City for Science and Technology (KACST), Riyadh, Kingdom of Saudi Arabia;4. Functional Materials Design, Discovery and Development Research, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, Kingdom of Saudi Arabia
Abstract:Supramolecular self‐assembly of histidine‐capped‐dialkoxy‐anthracene (HDA) results in the formation of light‐responsive nanostructures. Single‐crystal X‐ray diffraction analysis of HDA shows two types of hydrogen bonding. The first hydrogen bond is established between the imidazole moieties while the second involves the oxygen atom of one amide group and the hydrogen atom of a second amide group. When protonated in acidic aqueous media, HDA successfully complexes siRNA yielding spherical nanostructures. This biocompatible platform controllably delivers siRNA with high efficacy upon visible‐light irradiation leading up to 90 % of gene silencing in live cells.
Keywords:hydrogen bonding  photoresponsive  self-assembly  siRNA delivery  supramolecular chemistry
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