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Supramolecular Self‐Assembly of Histidine‐Capped‐Dialkoxy‐Anthracene: A Visible‐Light‐Triggered Platform for Facile siRNA Delivery
Author(s) -
Patil Sachin P.,
Moosa Basem A.,
Alsaiari Shahad,
Alamoudi Kholod,
Alshamsan Aws,
AlMalik Abdulaziz,
Adil Karim,
Eddaoudi Mohamed,
Khashab Niveen M.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201601442
Subject(s) - anthracene , supramolecular chemistry , visible spectrum , photochemistry , self assembly , chemistry , histidine , nanotechnology , materials science , organic chemistry , optoelectronics , molecule , enzyme
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.