Supramolecular Self-Assembly of Histidine-Capped-Dialkoxy-Anthracene: A Visible Light Triggered Platform for facile siRNA Delivery

Sachin Patil; Basem Moosa; Shahad Alsaiari; Kholod Alamoudi; Aws Alshamsan; Abdulaziz Almailk; Karim Adil; Mohamed Eddaoudi; Niveen M. Khashab

doi:10.1002/chem.201601442

Supramolecular Self-Assembly of Histidine-Capped-Dialkoxy-Anthracene: A Visible Light Triggered Platform for facile siRNA Delivery

Sachin Patil, Basem Moosa, Shahad Alsaiari, Kholod Alamoudi, Aws Alshamsan, Abdulaziz Almailk, Karim Adil, Mohamed Eddaoudi, Niveen M. Khashab

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

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.

Original language	English (US)
Pages (from-to)	13789-13793
Number of pages	5
Journal	Chemistry - A European Journal
Volume	22
Issue number	39
DOIs	https://doi.org/10.1002/chem.201601442
State	Published - Jul 28 2016

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01

ASJC Scopus subject areas

General Chemistry

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10.1002/chem.201601442

https://repository.kaust.edu.sa/bitstream/10754/615926/1/Patil_et_al-2016-Chemistry_-_A_European_Journal.pdf

Cite this

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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.",

author = "Sachin Patil and Basem Moosa and Shahad Alsaiari and Kholod Alamoudi and Aws Alshamsan and Abdulaziz Almailk and Karim Adil and Mohamed Eddaoudi and Khashab, {Niveen M.}",

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AU - Patil, Sachin

AU - Moosa, Basem

AU - Alsaiari, Shahad

AU - Alamoudi, Kholod

AU - Alshamsan, Aws

AU - Almailk, Abdulaziz

AU - Adil, Karim

AU - Eddaoudi, Mohamed

AU - Khashab, Niveen M.

N1 - KAUST Repository Item: Exported on 2020-10-01

PY - 2016/7/28

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AB - 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.

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Supramolecular Self-Assembly of Histidine-Capped-Dialkoxy-Anthracene: A Visible Light Triggered Platform for facile siRNA Delivery

Abstract

Bibliographical note

ASJC Scopus subject areas

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CCDC 1442746: Experimental Crystal Structure Determination : dimethyl 2,2'-(anthracene-9,10-diylbis(oxy(1-oxoethane-2,1-diyl)imino))bis(3-(1H-imidazol-4-yl)propanoate)

Cite this

Supramolecular Self-Assembly of Histidine-Capped-Dialkoxy-Anthracene: A Visible Light Triggered Platform for facile siRNA Delivery

Abstract

Bibliographical note

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 1442746: Experimental Crystal Structure Determination : dimethyl 2,2'-(anthracene-9,10-diylbis(oxy(1-oxoethane-2,1-diyl)imino))bis(3-(1H-imidazol-4-yl)propanoate)

Cite this