Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

1-1994

Journal or Book Title

Journal of the American Chemical Society

Volume

116

Issue

2

First Page

735

Last Page

746

DOI

10.1021/ja00081a039

Abstract

7-Azaindole undergoes monophotonic ionization just as its counterpart, indole. This result suggests that 7-azaindole is qualitatively more similar to indole than has previously been recognized. The appearance of the solvated electron for zwitterionic and anionic 7-azatryptophan and for 7-azaindole in water and methanol is complete within 1 ps, which indicates that the fluorescent state whose lifetime is >lo0 ps cannot be the source of the electron. The origin of the electron is related to the presence of closely spaced or overlapping excited states in 7-azaindole, which is another similarity that this chromophore bears with respect to indole. The fluorescence quantum yield of 7-azaindole is shown to be excitation wavelength dependent. The excitation-wavelength dependence and the temperaturedependence of the fluorescence quantum yield of 7-azaindole are explored and related to the production of the solvated electron. The implications of these observations for the use of 7-azatryptophan as an alternative to tryptophan as a probe of protein structure and dynamics are discussed.

Comments

Reprinted (adapted) with permission from Journal of the American Chemical Society 116 (1994): 735, doi: 10.1021/ja00081a039. Copyright 1994 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

Included in

Chemistry Commons

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