Theoretical study of the electronic spectra of oxidized and reduced states of lumiflavin and its derivative

J Comput Chem. 2007 Mar;28(4):727-39. doi: 10.1002/jcc.20533.

Abstract

Time-dependent density functional theory has been applied to investigate the electronic absorption spectrum of oxidized and reduced lumiflavin and its derivative, 8-NH(2)-lumiflavin. The calculations allow the authors to explain the origin of the difference in spectral features between oxidized and reduced states of lumiflavin. For the reduced lumiflavin, a reasonable assignment of the experimental spectrum has been made for the first time. Furthermore, the results obtained reveal that the NH(2) group plays a critical role in shaping the spectral features of 8-NH(2)-lumiflavin, and offer a reasonable explanation for the spectral changes upon substituting the NH(2) group for the CH(3) group of lumiflavin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Computational Biology
  • Electrons*
  • Flavins / chemistry*
  • Image Processing, Computer-Assisted
  • Models, Chemical
  • Models, Molecular
  • Molecular Structure
  • Oxidation-Reduction
  • Spectrophotometry

Substances

  • Flavins
  • lumiflavin