Abstract
An amide group quenches the O-methyl-tyrosine fluorescence with higher efficiency than that of tyrosine because of a lower ionization potential of the former. The influence of methyl substituents on an amide nitrogen atom of Tyr(Me) amide, as well as distance dependence of the efficiency of fluorescence quenching by an additional amide group in Tyr(Me)-Gly dipeptide supported suggestion that the photo-induced electron transfer from the excited fluorophore to an amide group is responsible for the fluorescence quenching of aromatic amino acid residue by an amide (peptide) group. The mono-exponential fluorescence intensity decay of Tyr(Me)-NHMe and much lower quenching efficiency than that observed for other Tyr(Me) derivatives studied, indicate that specific hydration of the whole molecule plays a crucial role in the fluorescence quenching process.
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