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

Alexander T Murray, Jonathan D Challinor, Christina E Gulácsy, Cristina Lujan, Lauren E Hatcher, Christopher R Pudney, Paul R Raithby, Matthew P John, David R Carbery

Research output: Contribution to journalArticle

2 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)3787-3792
JournalOrganic and Biomolecular Chemistry
Volume14
Issue number15
Early online date23 Mar 2016
DOIs
Publication statusPublished - 21 Apr 2016

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