Intramolecular Electron Transfer between Tyrosine and Tryptophan Photosensitized by a Chiral π,π* Aromatic Ketone

6533b85ffe1ef96bd12c1099

RESEARCH PRODUCT

Intramolecular Electron Transfer between Tyrosine and Tryptophan Photosensitized by a Chiral π,π* Aromatic Ketone

Lourdes Pastor-pérez Julia Pérez-prieto Raquel E. Galian Miguel A. Miranda

subject

Photolysis Quenching (fluorescence)Chemistry Radical Anti-Inflammatory Agents Non-Steroidal Organic Chemistry Tryptophan Tryptophan Suprofen Stereoisomerism Suprofen General Chemistry Photochemistry Catalysis Kinetics Electron transfer Models Chemical Intramolecular force medicine Tyrosine Photosensitizer Enantiomer medicine.drug

description

The photochemical reaction of Trp and Tyr and related peptides with Suprofen (SUP) as sensitizer in H2O/CH3CN (28:1 v/v) solutions has been studied by time-resolved spectroscopy. The results show that SUP induces oxidation of both Trp and Tyr, as well as intramolecular-ET reactions in the related peptides. The influence of photosensitizer configuration on the involved processes has been studied by using the enantiomerically pure compounds. A significant chiral recognition is observed in which the concentration of the radicals formed after triplet quenching depends on the configuration of the chiral center; the quenching process is higher when using the (R)-SUP enantiomer.

year	journal	country	edition	language
2005-05-20	Chemistry - A European Journal

https://doi.org/10.1002/chem.200401118

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