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

TETRAHEDRON LETTERS

卷:52

Article

Alves, Carla M. A.¹  Naik, Sarala¹  Coutinho, Paulo J. G.²  Goncalves, M. Sameiro T.¹ 

[1] Univ Minho, Ctr Quim, P-4710057 Braga, Portugal

[2] Univ Minho, Ctr Fis, P-4710057 Braga, Portugal

关键词: Benzo[a]phenoxazinium dyes;    Nile Blue;    DNA probes;    Near-infrared fluorophores;    Functionalised probes;   

DOI  :  10.1016/j.tetlet.2010.10.165

来源: Elsevier

【 摘 要 】

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. (C) 2010 Elsevier Ltd. All rights reserved.

【 授权许可】

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