Targeted photothermal release of antibiotics by a graphene nanoribbon-based supramolecular glycomaterial

Ying Shang; Sheng Zhang; Hui-Qi Gan; Kai-Cheng Yan; Fugui Xu; Yiyong Mai; Daijie Chen; Xi-Le Hu; Lei Zou; Tony D. James; Xiao-Peng He

doi:10.1039/D2CC05879K

Targeted photothermal release of antibiotics by a graphene nanoribbon-based supramolecular glycomaterial†

Ying Shang,‡^a Sheng Zhang,‡^a Hui-Qi Gan,‡^a Kai-Cheng Yan,

^ae Fugui Xu,

^b Yiyong Mai,

^b Daijie Chen,

^c Xi-Le Hu,

*^a Lei Zou,

*^a Tony D. James

*^ef and Xiao-Peng He

*^ad

Author affiliations

* Corresponding authors

^a Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Rd., Shanghai 200237, China
E-mail: xphe@ecust.edu.cn, zoulei@ecust.edu.cn, xlhu@ecust.edu.cn

^b School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules, Shanghai Key Laboratory of Electrical Insulation and Thermal Ageing, Shanghai Jiao Tong University, 800 Dongchuan RD. Minhang District, Shanghai 200240, China

^c School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan RD. Minhang District, Shanghai 200240, China

^d National Center for Liver Cancer, the International Cooperation Laboratory on Signal Transduction, Eastern Hepatobiliary Surgery Hospital, Shanghai 200438, China

^e Department of Chemistry, University of Bath, Bath, UK
E-mail: t.d.james@bath.ac.uk

^f School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China

Abstract

Here, we report the simple construction of a supramolecular glycomaterial for the targeted delivery of antibiotics to P. aeruginosa in a photothermally-controlled manner. A galactose-pyrene conjugate (Gal-pyr) was developed to self-assemble with graphene nanoribbon-based nanowires via π–π stacking to produce a supramolecular glycomaterial, which exhibits a 1250-fold enhanced binding avidity toward a galactose-selective lectin when compared to Gal-pyr. The as-prepared glycomaterial when loaded with an antibiotic that acts as an inhibitor of the bacterial folic acid biosynthetic pathway eradicated P. aeruginosa-derived biofilms under near-infrared light irradiation due to the strong photothermal effect of the nanowires accelerating antibiotic release.

Chemical Communications

Targeted photothermal release of antibiotics by a graphene nanoribbon-based supramolecular glycomaterial†

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Targeted photothermal release of antibiotics by a graphene nanoribbon-based supramolecular glycomaterial

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