Supramolecular Self‐Assembly of Histidine‐Capped‐Dialkoxy‐Anthracene: A Visible‐Light‐Triggered Platform for Facile siRNA Delivery. Issue 39 (28th July 2016)

• Record Type: Journal Article
• Authors: Patil, Sachin P.; Moosa, Basem A.; Alsaiari, Shahad; Alamoudi, Kholod; Alshamsan, Aws; AlMalik, Abdulaziz; Adil, Karim; Eddaoudi, Mohamed; Khashab, Niveen M.
• Is Part Of: Chemistry. Volume 22:Issue 39(2016)
• Page Start: 13789
• Page End: 13793
• Publication Date: 2016-07-28
• Subjects: hydrogen bonding -- photoresponsive -- self-assembly -- siRNA delivery -- supramolecular chemistry; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201601442
• Languages: English
• ISSNs: 0947-6539

Abstract

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. Abstract : A "Smart Assembly" ! Visible‐light‐responsive small‐molecule self‐assembly was developed employing histidine‐capped‐9, 10‐dialkoxy‐anthracene. When protonated, this biocompatible platform could successfully complex siRNA and deliver it with high efficacy, upon visible‐light irradiation, leading up to 90 % of gene silencing in live cells (see scheme).