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Modelling flavoenzymatic charge transfer events: development of catalytic indole deuteration strategies

Murray, Alexander T., Challinor, Jonathan D., Gulácsy, Christina E., Lujan, Cristina, Hatcher, Lauren E., Pudney, Christopher R., Raithby, Paul R., John, Matthew P. and Carbery, David R. 2016. Modelling flavoenzymatic charge transfer events: development of catalytic indole deuteration strategies. Organic and Biomolecular Chemistry 14 (15) , pp. 3787-3792. 10.1039/C6OB00361C

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Abstract

The formation and chemistry of flavin–indole charge transfer (CT) complexes has been studied using a model cationic flavin. The ability to form a CT complex is sensitive to indole structure as gauged by spectroscopic, kinetics and crystallographic studies. Single crystals of sufficient quality of a flavin–indole CT complex, suitable for X-ray diffraction, have been grown, allowing solid-state structural analysis. When CT complex formation is conducted in d4-methanol, an efficient and synthetically useful C-3 indole deuteration is observed.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: Royal Society of Chemistry
ISSN: 1477-0520
Date of Acceptance: 15 March 2016
Last Modified: 19 Mar 2020 13:45
URI: https://orca.cardiff.ac.uk/id/eprint/130490

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