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Intramolecular Fluorescence Quenching in 1-Naphthylalanylglycine Derivative

Kiyofumi OZAWA, Kenichiro MIYOSHI, Kanji KUBO†, Tetsutaro IGARASHI and Tadamitsu SAKURAI*

Department of Applied Chemistry, Faculty of Engineering, Kanagawa University; Kanagawa-ku, Yokohama-shi 221-8686 Japan
† Institute of Advanced Material Study, Kyushu University; Kasuga-koen, Kasuga-shi 816-0811 Japan

With the aid of stationary and time-resolved fluorescence spectroscopy, we investigated solvent, viscosity and temperature effects on the rate of the intramolecular fluorescence quenching process in 1-naphthylalanylglycine derivative having 1-naphthyl (electron acceptor) and diethylamino (electron donor) groups. By comparing with kinetic and thermodynamic parameters for the fluorescence quenching process of the corresponding 1-naphthylalanine derivative, it was shown that in addition to the hydrogen-bonding solvation in the locally excited singlet state of this derivative and the stability of the exciplex intermediate, the average distance between the electron acceptor and donor groups is also a factor in controlling the charge-transfer rate.


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