Shedding Light on the Use of Graphene Oxide-Thiosemicarbazone Hybrids Towards the Rapid Immobilisation of Methylene Blue and Functional Coumarins

Danielle Bradley, Sophia Sarpaki, Vincenzo Mirabello, Simone Giuseppe Giuffrida, Gabriele Kociok-Kohn, David G. Calatayud, Sofia I. Pascu

Research output: Contribution to journalArticlepeer-review

1 Citation (SciVal)

Abstract

Coumarins, methylene blue derivatives, as well as related functional organic dyes have become prevalent tools in life sciences and biomedicine. Their intense blue fluorescence emission makes them ideal agents for a range of applications, yet an unwanted facet of the interesting biological properties of such probes presents a simultaneous environmental threat due to inherent toxicity and persistence in aqueous media. As such, significant research efforts now ought to focus on their removal from the environment, and the sustainable trapping onto widely available, water dispersible and processable adsorbent structures such as graphene oxides could be advantageous. Additionally, flat and aromatic bis(thiosemicarbazones) (BTSCs) have shown biocompatibility and chemotherapeutic potential, as well as intrinsic fluorescence, hence traceability in the environment and in living systems. A new palette of graphene oxide-based hierarchical supramolecular materials incorporating BTSCs were prepared, characterised, and reported hereby. We report on the supramolecular entrapping of several flat, aromatic fluorogenic molecules onto graphene oxide on basis of non-covalent interactions, by virtue of their structural features with potential to form aromatic stacks and H-bonds. The evaluations of the binding interactions in solution by between organic dyes (methylene blue and functional coumarins) and new graphene oxide-anchored Zn(II) derivatised bis(thiosemicarbazones) nanohybrids were carried out by UV-Vis and fluorescence spectroscopies.
Original languageEnglish
Pages (from-to)2287-2305
Number of pages19
JournalNanoscale Advances
Volume6
Issue number9
Early online date10 Jan 2024
DOIs
Publication statusPublished - 7 May 2024

Bibliographical note

Planned submission for 10/11/2023. If accepted, will be published OA with CC BY. Funded by UKRI block grant.

Data Availability Statement

The processed data is given in ESI,† the raw data is available from the corresponding authors upon reasonable request.

Funding

The authors thank the ERC for funding through the Consolidator Grant O2Sense (617107), ERC PoC Tools-To-Sense (963937), and the University of Bath for the URSA-Science Strategic PhD studentships. DGC also thanks to the Ministerio de Ciencia, Innovación y Universidades (Spain) for funding (TED2021-132779B-100 and TED2021-129876B-I00). SIP also thanks the following grans for funding: STFC CDN+ Biosensing and NIR Imaging of New Biomarkers for Prostate Cancer, BBSRC (BB/W019655/1); and EPSRC (EP/K017160/1): ‘New manufacturable approaches to the deposition and patterning of graphene materials’; EP/L016354/1: EPSRC Centre for Doctoral Training in Sustainable Chemical Technologies EP/G03768X/1: Doctoral Training Centre in Sustainable Chemical Technologies. We thank Prof. Stan Botchway for training and support with multiphoton data collection at STFC RAL facility. The authors gratefully acknowledge the Material and Chemical Characterisation Facility (MC) at the University of Bath for technical support and assistance in this work. SIP is grateful to University of Bath for a research sabbatical leave, and to University of Oxford and LMH College Oxford for the Beaufort Visiting Fellowship at LMH during 2023–2024. 2

FundersFunder number
EPSRC Centre for Doctoral Training in Sustainable Chemical TechnologiesEP/G03768X/1
ERC PoC Tools-To-Sense963937
Ministerio de Ciencia, Innovación y UniversidadesTED2021-132779B-100, TED2021-129876B-I00
Ministerio de Ciencia, Innovación y Universidades
Engineering and Physical Sciences Research CouncilEP/L016354/1, EP/K017160/1
Engineering and Physical Sciences Research Council
Biotechnology and Biological Sciences Research CouncilBB/W019655/1
Biotechnology and Biological Sciences Research Council
Science and Technology Facilities Council
European Research Council617107
European Research Council
University of Bath

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