Published improved method for the preparation of nonyl acridine orange analogues and utilization in detection of cardiolipin

Dr. Pavel Arsenyan group elaborated a fast and convenient methodology for the preparation of 10-nonyl acridine orange (NAO) and its silyl analogues to improve their photo-physical properties for the detection and quantification of cardiolipin (CL). This study is published in the New Journal of Chemistry (IF= 3.069, 2019):

Dimitrijevs P., Domracheva I., Arsenyan P.*
Improved method for the preparation of nonyl acridine orange analogues and utilization in detection of cardiolipin. New J. Chem., 2020, doi: 10.1039/D0NJ02116D

The optimized conditions allow synthesizing NAO analogues in good yield and excellent purity. Authors showed that the introduction of a 3-(trimethylsilyl)propyl moiety improves the dye’s solubility and stability in buffer solution and increases its emission intensity by ≈30% as well. The novel dye can be used for the selective quantification of CL in a liposomal inner mitochondrial membrane model with greater fluorescence intensity and linear slope compared to NAO. The novel silicon-containing NAO analogue has lower cytotoxicity, and is a convenient fluorescent dye for cell staining.

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