Artigo Revisado por pares

Fluorescence switching in 4-amino-1,8-naphthalimides

2000; Elsevier BV; Volume: 47; Issue: 1-2 Linguagem: Inglês

10.1016/s0143-7208(00)00067-x

ISSN

1873-3743

Autores

Xavier Poteau, Andrew Ivan Brown, Robert G. Brown, Colette O. Holmes, D Matthew,

Tópico(s)

DNA and Nucleic Acid Chemistry

Resumo

The fluorescence properties of 4-(2′-N,N-dimethylaminoethyl)amino-9-butyl-naphthalimide (1) are so strongly affected by the nature of the solvent medium in which the molecule is situated that the emission can be considered to be "switched off" when a certain solvent polarity is reached. The mechanism appears to involve the formation of an exciplex between the naphthalimide ring and the distal dimethylamino group which is stabilised by electron transfer. Kinetic parameters for the exciplex formation in 1 and its N,N-dimethylaminopropyl analogue are derived in a range of solvents. The fluorescence can be "switched on" again by metal ions and protons.

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