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Dr Simon Turega MChem, PhD

Senior Lecturer in Organic Chemistry


Summary

I joined the academic staff at Sheffield Hallam University in late 2014. After completing my MChem and PhD degrees at the University of Manchester I moved to the University of St Andrews. I left St Andrews to begin work in the Department of Chemistry at the University of Sheffield before taking up my current position. My research interests cover several areas, physical organic chemistry, chemical biology and synthetic chemistry.

Teaching

BSc/Mchem Chemistry and BSc Biochemistry

Fundamentals or Organic Chemistry, Introduction to Cells and Biological Molecules, Organic and Biological Chemistry, Advanced Organic Synthesis and Spectroscopy, Medicinal Chemistry and Drug Discovery, PSP1, PSP2

Research

Molecular recognition

Much of my chemistry has involved the study of molecular recognition. Using a selection of synthetic model systems I studied the effect of changing the polarities of hydrogen bond donors and acceptors in my molecules and the solvents they are being studied in. There has been a lot of focus on how individual hydrogen bonds build up to form the type of complex molecular recognition seen in drug receptor interactions. Possibly what is most interesting is the hydrophobic effect where contacts between non-hydrogen bonding groups can build up to form a powerful driving force for molecular interactions.

Chemical biology

I am interested in chemical biology, in molecular recognition and the reversible covalent chemistry that controls gene regulation. This is directed towards the reversible methylation and acetylation of histone lysine residues and the development of small molecule probes to detect and quantify these processes. The work involves the synthesis of small molecules that can be made fluorescent and the observation of these probes in pluripotent cell lines.

Publications

Journal articles

Hudspith, L., Shmam, F., Dalton, C.F., Princivalle, A., & Turega, S. (2019). Neurotransmitter selection by monoamine oxidase isoforms, dissected in terms of functional groups by mixed double mutant cycles. Organic & Biomolecular Chemistry. http://doi.org/10.1039/c9ob01558b

Aldewachi, H., Woodroofe, N., Turega, S., & Gardiner, P. (2017). Optimization of gold nanoparticle-based real-time colorimetric assay of dipeptidyl peptidase IV activity. Talanta, 169, 13-19. http://doi.org/10.1016/j.talanta.2017.03.039

Cullen, W., Turega, S., Hunter, C.A., & Ward, M.D. (2015). Virtual screening for high affinity guests for synthetic supramolecular receptors. Chemical Science, 6 (5), 2790-2794. http://doi.org/10.1039/C5SC00534E

Zubi, A., Wragg, A., Turega, S., Adams, H., Costa, P.J., Félix, V., & Thomas, J.A. (2014). Modulating the electron-transfer properties of a mixed-valence system through host–guest chemistry. Chemical Science, 6 (2), 1334-1340. http://doi.org/10.1039/C4SC02799J

Cullen, W., Turega, S., Hunter, C.A., & Ward, M.D. (2014). pH-dependent binding of guests in the cavity of a polyhedral coordination cage : reversible uptake and release of drug molecules. Chemical Science, 6 (1), 625-631. http://doi.org/10.1039/c4sc02090a

Turega, S., Cullen, W., Whitehead, M., Hunter, C.A., & Ward, M.D. (2014). Mapping the internal recognition surface of an octanuclear coordination cage using guest libraries. Journal of the American Chemical Society, 136 (23), 8475-8483. http://doi.org/10.1021/ja504269m

Whitehead, M., Turega, S., Stephenson, A., Hunter, C.A., & Ward, M.D. (2013). Quantification of solvent effects on molecular recognition in polyhedral coordination cage hosts. Chemical Science, 4 (7), 2744-2751. http://doi.org/10.1039/C3SC50546D

Turega, S., Whitehead, M., Hall, B.R., Meijer, A.J.H.M., Hunter, C.A., & Ward, M.D. (2013). Shape-, size-, and functional group-selective binding of small organic guests in a paramagnetic coordination cage. Inorganic Chemistry, 52 (2), 1122-1132. http://doi.org/10.1021/ic302498t

Sun, H., Hunter, C.A., Navarro, C., & Turega, S. (2013). Relationship between chemical structure and supramolecular effective molarity for formation of intramolecular H-bonds. Journal of the American Chemical Society, 135 (35), 13129-13141. http://doi.org/10.1021/ja406235d

Adams, H., Chekmeneva, E., Hunter, C.A., Misuraca, M.C., Navarro, C., & Turega, S.M. (2013). Quantification of the effect of conformational restriction on supramolecular effective molarities. Journal of the American Chemical Society, 135 (5), 1853-1863. http://doi.org/10.1021/ja310221t

Turega, S., Whitehead, M., Hall, B.R., Haddow, M.F., Hunter, C.A., & Ward, M.D. (2012). Selective guest recognition by a self-assembled paramagnetic cage complex. Chemical Communications, 48 (22), 2752-2784. http://doi.org/10.1039/C2CC17369G

Chekmeneva, E., Hunter, C.A., Misuraca, M.C., & Turega, S.M. (2012). Steric desolvation enhances the effective molarities of intramolecular H-bonding interactions. Organic & Biomolecular Chemistry, 10 (30), 6022-6031. http://doi.org/10.1039/C2OB25372K

Hunter, C.A., Misuraca, M.C., & Turega, S.M. (2012). Comparative analysis of the influence of H-bond strength and solvent on chelate cooperativity in H-bonded supramolecular complexes. Chemical Science, 3 (8), 2462-2469. http://doi.org/10.1039/C2SC20358H

Hunter, C.A., Misuraca, M.C., & Turega, S.M. (2012). Solvent effects on chelate cooperativity. Chemical Science, 3 (2), 589-601. http://doi.org/10.1039/C1SC00635E

Hunter, C.A., Misuraca, M.C., & Turega, S.M. (2011). Influence of H-bond strength on chelate cooperativity. Journal of the American Chemical Society, 133 (50), 20416-20425. http://doi.org/10.1021/ja208330y

Hunter, C.A., Misuraca, M.C., & Turega, S.M. (2011). Dissection of complex molecular recognition interfaces. Journal of the American Chemical Society, 133 (3), 582-594. http://doi.org/10.1021/ja1084783

Brittle, S.A., Richardson, T.H., Dunbar, A.D.F., Turega, S.M., & Hunter, C.A. (2011). Tuning free base tetraphenylporphyrins as optical sensing elements for volatile organic analytes. Journal of Materials Chemistry, 21 (13), 4882-4887. http://doi.org/10.1039/C0JM03670F

Allen, V.C., Robertson, C.C., Turega, S.M., & Philp, D. (2010). A simple network of synthetic replicators can perform the logical OR operation. Organic Letters, 12 (9), 1920-1923. http://doi.org/10.1021/ol100404g

Camara-Campos, A., Musumeci, D., Hunter, C.A., & Turega, S. (2009). Chemical double mutant cycles for the quantification of cooperativity in H-bonded complexes. Journal of the American Chemical Society, 131 (51), 18518-18524. http://doi.org/10.1021/ja9083495

Hunter, C.A., Ihekwaba, N., Misuraca, M.C., Segarra-Maset, M.D., & Turega, S.M. (2009). Cooperativity in multiply H-bonded complexes. Chemical Communications, 26, 3964-3966. http://doi.org/10.1039/B908010D

Chekmeneva, E., Hunter, C.A., Packer, M.J., & Turega, S.M. (2008). Evidence for partially bound states in cooperative molecular recognition interfaces. Journal of the American Chemical Society, 130 (52), 17718-17725. http://doi.org/10.1021/ja803434z

Brittle, S., Richardson, T.H., Dunbar, A.D.F., Turega, S., & Hunter, C.A. (2008). Alkylamine sensing using Langmuir−Blodgett films of n-Alkyl-N-phenylamide-Substituted Zinc Porphyrins. The Journal of Physical Chemistry B, 112 (36), 11278-11283. http://doi.org/10.1021/jp803577d

Turega, S.M., Lorenz, C., Sadownik, J.W., & Philp, D. (2008). Target-driven selection in a dynamic nitrone library. Chemical Communications, 34, 4076-4078. http://doi.org/10.1039/B805945D

Jones, C.E.S., Turega, S.M., Clarke, M.L., & Philp, D. (2008). A rationally designed cocatalyst for the Morita–Baylis–Hillman reaction. Tetrahedron Letters, 49 (31), 4666-4669. http://doi.org/10.1016/j.tetlet.2008.05.037

Backstrom, N., Burton, N.A., Turega, S., & Watt, C.I.F. (2008). The primary kinetic hydrogen isotope effect in the deprotonation of a nitroalkane by an intramolecular carboxylate group. Journal of Physical Organic Chemistry, 21 (7-8), 603-613. http://doi.org/10.1002/poc.1330

Cowie, R.M., Turega, S.M., & Philp, D. (2006). Probing the limits of rate acceleration mediated by hydrogen bonds. Organic Letters, 8 (23), 5179-5182. http://doi.org/10.1021/ol061290c

Turega, S.M., & Philp, D. (2006). Controlling a recognition-mediated reaction using a pH switch. Chemical Communications, 35, 3684-3686. http://doi.org/10.1039/B607551G

Postgraduate supervision

Philip Lane - A study of small molecule probes for the lysine specific demethylase 1 enzyme

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