Novel DNA fluorescence probes based on N-[5-(11-functionalised-undecylamino)-9H-benzo[a]phenoxazin-9-ylidene]propan-1-aminium chlorides: synthesis and photophysical studies

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 photophysic...

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Bibliographic Details
Main Author: Alves, Carla M. A. (author)
Other Authors: Naik, Sarala (author), Coutinho, Paulo J. G. (author), Gonçalves, M. Sameiro T. (author)
Format: article
Language:eng
Published: 2011
Subjects:
Online Access:http://hdl.handle.net/1822/13090
Country:Portugal
Oai:oai:repositorium.sdum.uminho.pt:1822/13090
Description
Summary: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.