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Novel self-reporting fluorogenic probes

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Recently we have developed a library of fluorescent tags from aminobromomaleimide (ABM)- and dibromomaleimide-precursors (in collaboration with the Laboratory for Synthetic-Biology interactions at TAMU) which can self-report on their supramolecular state. These probes are also extremely emissive (at ca. 500 nm) in organic solvents and show non-conventional emissivity behaviour compared to standard probes. Indeed, the small size of these probes ensure that they do not disrupt the assembly process and do not change the micellar dynamics of the construct.

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We are interested in exploring this probe in a range of different application areas including;

1. Given the small size and brightness of these probes we are exploring them as tags for incorporation into polymers for applications in industry where tracking and monitroing of polymer concentration is important.

2. This new scaffold provides a method for the tracking and probing of nanoparticles and we aim to develop these probes as tags to allow for the readout of intracellular fate and assist us in exploring the role that size and morphology has in the intracellular fate of such labelled nanostructures.

Current work is focused on developing our understanding of the fluoresecent properties of these probes (in collaboration with Vas Stavros) to enable us to tailor their emission towards applications in healthcare and agriculture.


Selected Publications

Fluorescent Polymeric Nanovehicles for Neural Stem Cell Modulation, S. A. Papadimitriou, M. P. Robin, D. Ceric, R. K. O'Reilly, S. Marinoc and M. Resmini, Nanoscale, 2016, 8, 1740 - 17349, DOI: 10.1039/C6NR06440J

TOC151


Fluorescent Block Copolymer Micelles That Can Self-Report on Their Assembly and Small Molecule Encapsulation, M.P. Robin, S. Osborne, Z. Pikramenou, J. E. Raymond, R. K. O'Reilly, Macromolecules 2016, 49, 653–662, DOI: 10.1021/acs.macromol.5b02152

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CO2/pH-responsive particles with built-in fluorescence read-out, A. B. Mabire, Q. Brouard, A. Pitto-Barry, R. J. Williams, H. Willcock, N. Kirby, E. Chapman, R. K. O'Reilly, Polym. Chem., 2016, 7, 5943, DOI: 10.1039/C6PY01254J

TOC148


Aminomaleimide fluorophores: A simple functional group with bright, solvent dependent emission, A. B. Mabire, M. P. Robin, W.-D. Quan, H. Willcock, V. G. Stavros, R. K. O’Reilly, Chem. Commun, 2015, 51, 9733-9736, DOI:10.1039/C5CC02908B

TOC124


Dual effect of thiol addition on fluorescent polymeric micelles: ON-to-OFF emissive switch and morphology transition, A. B. Mabire, M.P. Robin, H. Willcock, A. Pitto-Barry, N Kirby and R.K. O'Reilly, Chem. Commun. 2014, 50, 11492-11495, DOI: 10.1039/c4cc04713c.

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Fluorescent and chemico-fluorescent responsive polymers from dithiomaleimide and dibromomaleimide functional monomers, M.P. Robin and R.K. O'Reilly, Chem. Sci. 2014, 5, 2717-2723, DOI: 10.1039/C4SC00753K

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New functional handle for use as a self-reporting contrast and delivery agent in nanomedicine, M. Robin, A.B. Mabire, J. Damborsky, E. Thom, U. Winzer-Serhan, J. Raymond, R.K. O'Reilly, J. Am. Chem. Soc., 2013, 135, 9518–9524. DOI: 10.1021/ja403587c

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Conjugation-Induced Fluorescent Labeling of Proteins and Polymer Using Dithiomaleimides, M. Robin, P. Wilson, A. Mabire, J. Kiviaho, J. Raymond, D.M. Haddleton and R. K. O’Reilly, J. Am. Chem. Soc. 2013, 135, 2875-2878. DOI: 10.1021/ja3105494

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A simple approach to characterizing block copolymer assemblies: graphene oxide supports for high contrast multi-technique imaging, J.P. Patterson, A. M. Sanchez, N. Petzetakis, T.P. Smart, T. H. Epps III, I. Portman, N. R. Wilson, R.K. O’Reilly, Soft Matter, 2012, 8, 3322-3328. DOI: 10.1039/c2sm07040e

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