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

1 Citation (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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indoles
Charge transfer
charge transfer
structural analysis
Structural analysis
X-Ray Diffraction
Methanol
methyl alcohol
Single crystals
chemistry
solid state
X ray diffraction
Kinetics
indole
single crystals
kinetics
diffraction
4,6-dinitro-o-cresol
x rays

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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; Carbery, David R.

In: Organic and Biomolecular Chemistry, Vol. 14, No. 15, 21.04.2016, p. 3787-3792.

Research output: Contribution to journalArticle

Murray, Alexander T ; Challinor, Jonathan D ; Gulácsy, Christina E ; Lujan, Cristina ; Hatcher, Lauren E ; Pudney, Christopher R ; Raithby, Paul R ; John, Matthew P ; Carbery, David R. / Modelling flavoenzymatic charge transfer events : development of catalytic indole deuteration strategies. In: Organic and Biomolecular Chemistry. 2016 ; Vol. 14, No. 15. pp. 3787-3792.
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