Browsing Chemistry (Scholarly Publications) by Author "SCANLAN, EOIN"
Now showing items 1-16 of 16
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Chemical synthesis and medicinal applications of glycoporphyrins
SENGE, MATHIAS; SCANLAN, EOIN (2015)This review presents an in-depth overview of the modification of porphyrins with bioconjugates and their applications in medicine today. Porphyrin bioconjugates ranging from nucleotides to steroids are under active ... -
Conformational effects in sugar ions: spectroscopic investigations in the gas phase and in solution
SCANLAN, EOIN (2012)We present direct investigations of the conformational preferences of sugars with a positively charged substituent at their anomeric centre, C-1, which display in solution, a preference for an equatorial conformation—an ... -
Efficient Synthesis of Glycoporphyrins by Microwave-Mediated Click Reactions
SCANLAN, EOIN; SENGE, MATHIAS (2010)The Cu(I)-catalysed Huisgen cycloaddition `click? reaction has been applied to the synthesis of a range of triazole linked glycoporphyrins. The `click? reaction under microwave heating conditions has been shown to provide ... -
Exploring chemoselective S-to-N acyl transfer reactions in synthesis and chemical biology
SCANLAN, EOIN (2017) -
From dioxime oxalates to dihydropyrroles and phenanthridines via iminyl radicals.
SCANLAN, EOIN (2008)Dioxime oxalates are useful precursors for the clean generation of iminyl radicals by sensitised UV photolysis and can be adapted for serviceable preparations of 3,4-dihydro-2H-pyrroles and phenanthridines. -
Glycosidase activated release of fluorescent 1,8-naphthalimide probes for tumor cell imaging from glycosylated 'pro-probes'
SENGE, MATHIAS; GUNNLAUGSSON, THORFINNUR; SCANLAN, EOIN (2016)Glycosylated 4-amino-1,8-naphthalimide derivatives possess a native glycosidic linkage that can be selectively hydrolysed in situ by glycosidase enzymes to release the naphthalimide as a fluorescent imaging or therapeutic ... -
Huisgen-based conjugation of water-soluble porphyrins to deprotected sugars: Towards mild strategies for the labelling of glycans
SCANLAN, EOIN (2014)Fully deprotected alkynyl-functionalised mono- and oligosaccharides undergo CuAAC-based conjugation with water-soluble porphyrin azides in aqueous environments. The mild reaction conditions are fully compatible with the ... -
Intramolecular thiol-yne cyclisation as a novel strategy for thioglycal synthesis
SCANLAN, EOIN (2015)A novel intramolecular thiol–yne cyclisation strategy has been developed for the synthesis of thioglycals. Both ionic and radical mediated cyclisation pathways have been investigated for D- and L-sugars. The ionic cyclisation ... -
Lead structures for applications in photodynamic therapy 7. Efficient synthesis of amphiphilic glycosylated lipid porphyrin derivatives: Refining linker conjugation for potential PDT applications
SCANLAN, EOIN; SENGE, MATHIAS; SCANLAN, EOIN; SENGE, MATHIAS (2015)Herein, we report synthetic strategies towards a library of amphiphilic tetraphenyl porphyrins anchored to synthetic saccharides and lipid modalities. The carbohydrates and lipid functionalities are covalently linked to ... -
Modulation of Protein Fouling and Interfacial Properties at Carbon Surfaces via Immobilization of Glycans Using Aryldiazonium Chemistry
COLAVITA, PAULA; SCANLAN, EOIN (2016)Carbon materials and nanomaterials are of great interest for biological applications such as implantable devices and nanoparticle vectors, however, to realize their potential it is critical to control formation and composition ... -
Preparation of b- and g-lactams from carbamoyl radicals derived from oxime oxalate amides.
SCANLAN, EOIN (2004)A general synthetic route to oxime oxalate amides was developed and applied to the preparation of molecules incorporating N -benzyl- N -alkenyl amides linked with acetone oxime or benzaldoxime units. In addition, 2 ... -
Preparation of oxime oxalate amides and their use in free-radical mediated syntheses of lactams.
SCANLAN, EOIN (2002)Photosensitised decomposition of oxime oxalate amides is a useful new route to carbamoyl radicals that may cyclise to afford β- or γ-lactams. -
Recent advances in the development of synthetic chemical probes for glycosidase enzymes
SCANLAN, EOIN; GUNNLAUGSSON, THORFINNUR; SCANLAN, EOIN; GUNNLAUGSSON, THORFINNUR (2015)The emergence of synthetic glycoconjugates as chemical probes for the detection of glycosidase enzymes has resulted in the development of a range of useful chemical tools with applications in glycobiology, biotechnology, ... -
Synthesis and biological evaluation of a library of glycoporphyrin compounds.
SCANLAN, EOIN; SENGE, MATHIAS (2012)A library of glycosylated porphyrins (Glycoporphyrins) was prepared and evaluated for their PDT activity against oesophageal squamous cell carcinoma cell line OE21 in vitro. Synthetic methodology was developed to ... -
Synthetic applications of intramolecular thiol-ene "click" reactions
SCANLAN, EOIN (2014) -
An unusual glycosylation product from a partially protected fucosyl donor under silver triflate activation conditions.
SCANLAN, EOIN (2013)Partially protected glycosyl donors are extremely useful reagents for oligosaccharide synthesis allowing more facile deprotection and enhanced activity due to lower steric restraints. A partially protected fucosyl donor ...