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

作者：Alves Carla M A; Naik Sarala; Coutinho Paulo J G; Goncalves M Sameiro T^*

来源：Tetrahedron Letters, 2011, 52(1): 112-116.

DOI：10.1016/j.tetlet.2010.10.165

• Benzo[a]phenoxazinium dyes
• Nile Blue
• DNA probes
• Near-infrared fluorophores
• Functionalised probes

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.

• 出版日期2011-1-5