A laser flash photolysis study of amino acids and dipeptides using 4-nitroquinoline 1-oxide as a photosensitizer: The pH dependence

A laser flash photolysis study of amino acids and dipeptides using 4-nitroquinoline 1-oxide as a... The pH effects on the photochemical reaction of amino acids and related dipeptides with 4-nitroquinoline 1-oxide (4NQO) as a photosensitizer have been investigated by laser flash photolysis. The obtained kinetic parameters show that the electron transfer from Tryptophan (Trp), Tyrosine (Tyr) as well as dipeptides containing Trp and/or Tyr residue to triplet 4NQO (T4NQO) are efficient, but inefficient from methionine (Met) and dipeptides containing neither Trp nor Tyr. The result was supported by the calculated values of the free energy change from measured oxidation potentials for the electron transfer. It was demonstrated that Trp and Tyr residues are initial reaction sites with T4NQO, while Tyr/O⋅ radical may be final species for Trp-Tyr dipeptide. In acidic aqueous solutions, the self-quenching rate constants of T4NQO and the rate constants of electron transfer from amino acids to T4NQO decrease with decreasing pH. In alkaline solutions, amino acids are easily oxidized by 4NQO under irradiation of laser pulse, and no transient absorption signal was observed. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

A laser flash photolysis study of amino acids and dipeptides using 4-nitroquinoline 1-oxide as a photosensitizer: The pH dependence

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Publisher
Springer Netherlands
Copyright
Copyright © 2000 by Springer
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1163/156856700X00633
Publisher site
See Article on Publisher Site

Abstract

The pH effects on the photochemical reaction of amino acids and related dipeptides with 4-nitroquinoline 1-oxide (4NQO) as a photosensitizer have been investigated by laser flash photolysis. The obtained kinetic parameters show that the electron transfer from Tryptophan (Trp), Tyrosine (Tyr) as well as dipeptides containing Trp and/or Tyr residue to triplet 4NQO (T4NQO) are efficient, but inefficient from methionine (Met) and dipeptides containing neither Trp nor Tyr. The result was supported by the calculated values of the free energy change from measured oxidation potentials for the electron transfer. It was demonstrated that Trp and Tyr residues are initial reaction sites with T4NQO, while Tyr/O⋅ radical may be final species for Trp-Tyr dipeptide. In acidic aqueous solutions, the self-quenching rate constants of T4NQO and the rate constants of electron transfer from amino acids to T4NQO decrease with decreasing pH. In alkaline solutions, amino acids are easily oxidized by 4NQO under irradiation of laser pulse, and no transient absorption signal was observed.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jul 7, 2009

References

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