Novel DNA fluorescence probes based on N-[5-(11-functionalised-undecylamino)-9H...

• Author(s): Alves, Carla M. A. ; Naik, Sarala ; Coutinho, Paulo J. G. ; Gonçalves, M. Sameiro T.
• Date: 2011
• Persistent ID: http://hdl.handle.net/1822/13090
• Origin: RepositóriUM - Universidade do Minho
• Subject(s): Benzo[a]phenoxazinium dyes; Nile blue; DNA probes; Near-infrared fluorophores; Functionalised probes
• Document Type: Article
• Language: English

Description

Fluorescent benzo[a]phenoxazinium chlorides possessing undecylamino chains with functionalised ending-groups (hydroxyl, carboxylic acid and the ester group) as substituents at the 5-position of the heterocycles were successfully synthesised and characterised. These compounds were used in photophysical studies with DNA, and compared to the corresponding analogue with a non-functionalised terminal (methyl group). It was found that the functionalised terminal exerts a dramatic influence on the type of interaction with the hydroxyl group promoting intercalation, while the ester group promotes groove binding.