title: Supramolecular Self-Assembly of Histidine-Capped-Dialkoxy-Anthracene: A Visible-Light-Triggered Platform for Facile siRNA Delivery.
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.
authors.affiliation: Smart Hybrid Materials (SHMs) Laboratory, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, 23955-6900, Kingdom of Saudi Arabia.
authors.forename: Sachin P
authors.initials: SP
authors.lastname: Patil
authors.affiliation: Smart Hybrid Materials (SHMs) Laboratory, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, 23955-6900, Kingdom of Saudi Arabia.
authors.forename: Basem A
authors.initials: BA
authors.lastname: Moosa
authors.affiliation: Smart Hybrid Materials (SHMs) Laboratory, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, 23955-6900, Kingdom of Saudi Arabia.
authors.forename: Shahad
authors.initials: S
authors.lastname: Alsaiari
authors.affiliation: Smart Hybrid Materials (SHMs) Laboratory, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, 23955-6900, Kingdom of Saudi Arabia.
authors.forename: Kholod
authors.initials: K
authors.lastname: Alamoudi
authors.affiliation: Department of Pharmaceutics, College of Pharmacy and King Abdullah Institute of Nanotechnology, King Saud University, Kingdom of Saudi Arabia.
authors.forename: Aws
authors.initials: A
authors.lastname: Alshamsan
authors.affiliation: Center of Excellence in Nanomedicine, King Abdulaziz City for Science and Technology (KACST), Riyadh, Kingdom of Saudi Arabia.
authors.forename: Abdulaziz
authors.initials: A
authors.lastname: AlMalik
authors.affiliation: Functional Materials Design, Discovery and Development Research, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, 23955-6900, Kingdom of Saudi Arabia.
authors.forename: Karim
authors.initials: K
authors.lastname: Adil
authors.affiliation: Functional Materials Design, Discovery and Development Research, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, 23955-6900, Kingdom of Saudi Arabia.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Eddaoudi
authors.affiliation: Smart Hybrid Materials (SHMs) Laboratory, King Abdullah University of Science and Technology (KAUST), Thuwal, Makkah, 23955-6900, Kingdom of Saudi Arabia.
authors.forename: Niveen M
authors.initials: NM
authors.lastname: Khashab
mesh_terms: D000873:Anthracenes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D018014:Gene Transfer Techniques; D006367:HeLa Cells; D006639:Histidine / Q000031:analogs & derivatives*; D006801:Humans; D006860:Hydrogen Bonding; D008027:Light; D008958:Models, Molecular; D019253:Proto-Oncogene Proteins c-bcl-2 / Q000235:genetics; D034622:RNA Interference; D034741:RNA, Small Interfering / Q000008:administration & dosage* / Q000235:genetics
chemical_list: D000873:Anthracenes; D019253:Proto-Oncogene Proteins c-bcl-2; D034741:RNA, Small Interfering; D006639:Histidine
keywords: hydrogen bonding; photoresponsive; self-assembly; siRNA delivery; supramolecular chemistry