Abstract

Conjugation of 4-pyrazolinyl-1,8-naphthalimide and propargyl-152,173-dimethoxy-131-amide of bacteriochlorin e by the oligo(ethylene glycol) linker resulted in the dual function system comprising the modalities of a photosensitizer and a fluorescence imaging agent. In comparison with the conjugate of the same structure but containing the shorter linker, the system demonstrated the higher emission intensity originating from the naphthalimide unit, which could be explained by the decrease in resonance energy transfer efficiency between the chromophores. It has been shown that the ability of bacteriochlorin to generate singlet oxygen remains at the same level when this fragment is introduced in the conjugate structure. 4-Pyrazolinyl-1,8-naphthalimide group in the studied compounds was found to easily undergo photooxidation yielding highly emissive 4-pyrazolyl-1,8-naphthalimide derivatives.

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