Development of a potassium ion-selective fluorescent sensor based on 3-styrylated BODIPY

• Published in: Bioorganic & medicinal chemistry letters 2011-10, Vol.21 (20), p.6090-6093
• Main Authors: Hirata, Tomoya, Terai, Takuya, Komatsu, Toru, Hanaoka, Kenjiro, Nagano, Tetsuo
• Format: Article
• Language: English
• Subjects: Analytical chemistry; Analytical, structural and metabolic biochemistry; benzene; Biological and medical sciences; BODIPY; Boron Compounds - chemical synthesis; Boron Compounds - chemistry; chelating agents; Chemistry; Colorimetry - methods; Exact sciences and technology; fluorescence; Fluorescent Dyes - chemical synthesis; Fluorescent Dyes - chemistry; Fluorescent probe; Fundamental and applied biological sciences. Psychology; General and theoretical biochemistry; Ions - analysis; metal ions; potassium; Potassium - analysis; Potassium ion; Sensitivity and Specificity; sodium; solvents; Spectrometric and optical methods; Spectrometry, Fluorescence - methods; wavelengths
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2011.08.056

We have developed a red-emitting fluorescent K + probe, B3TAC, which also shows a wavelength shift upon binding to K +. The probe was synthesized by conjugating a cryptand-based chelator, 2-triazacryptand [2,2,3]-1-(2-methoxyethoxy)benzene (TAC), to position 3 of the BODIPY fluorophore through a styryl linker. In water–acetonitrile mixed solvent, it responded to K + in the physiological concentration range with high selectivity over Na + and other metal ions. B3TAC is potentially useful for measuring cellular K + ion concentration, as well as for simple, naked-eye detection of K + in solution.