Recent advances in the development of synthetic chemical probes for glycosidase enzymes

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, medical and industrial research. Critical to the function of these probes is th...

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Published inChemical communications (Cambridge, England) Vol. 51; no. 53; pp. 1576 - 1588
Main Authors Burke, Helen M, Gunnlaugsson, Thorfinnur, Scanlan, Eoin M
Format Journal Article
LanguageEnglish
Published England 07.07.2015
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Summary: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, medical and industrial research. Critical to the function of these probes is the preparation of substrates containing a glycosidic linkage that when activated by a specific enzyme or group of enzymes, irreversibly releases a reporter molecule that can be detected. Starting from the earliest examples of colourimetric probes, increasingly sensitive and sophisticated substrates have been reported. In this review we present an overview of the recent advances in this field, covering an array of strategies including chromogenic and fluorogenic substrates, lanthanide complexes, gels and nanoparticles. The applications of these substrates for the detection of various glycosidases and the scope and limitations for each approach are discussed. A review of synthetic glycoconjugates as chemical probes for the detection of glycosidase enzymes and recent applications.
Bibliography:Thorri Gunnlaugsson MRIA holds a Personal Chair in the School of Chemistry at Trinity College Dublin as Professor of Chemistry, and is a PI in the Trinity Biomedical Sciences Institute. His research focuses on the areas of supramolecular, materials and medicinal chemistry, having published over 180 papers to date. He was the recipient of the RSC Bob Hay Award (Lecture) in 2008 and in 2011 he was elected a Member of the Royal Irish Academy. In 2014 he was awarded The Institute of Chemistry of Ireland (ICI) Annual Award for Chemistry (Eva Philbin Lecture) for his contribution to the field.
Helen Burke graduated from Trinity College Dublin in 2012 with a degree in Medicinal Chemistry. During her undergraduate studies, she was selected to participate in the Summer Undergraduate Research Experience (SURE) in Trinity College under the supervision of Dr Enda Bergin where she carried out research in the area of catalysis. She is currently undertaking her PhD under the joint supervision of Prof. Eoin Scanlan and Prof. Thorri Gunnlaugsson after being awarded an IRCSET Embark Scholarship. Her current projects involve the design and synthesis of lanthanide-based sensors for the detection of glycosidase enzymes and novel methodology for the specific N-glycosylation of proteins.
Eoin Scanlan graduated from the National University of Ireland, Galway in 2000. He completed his PhD in organic chemistry at the University of St. Andrews, UK, under the supervision of Prof. John Walton (2004). Following postdoctoral work with Prof. Philippe Renaud at the University of Bern, Switzerland and Prof. Benjamin Davis at the University of Oxford, UK, he started his independent academic career in Trinity College Dublin in 2008. He is current Assistant Professor of Organic and Medicinal Chemistry and and is a PI in the Trinity Biomedical Sciences Institute. His research interests include synthetic carbohydrate chemistry and glycoconjugates, the development of novel synthetic methodology, functional materials and immunology.
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ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc02793d