A novel and efficient chromophore reaction based on a lactam-fused aza-BODIPY for polyamine detection

Polyamines (such as spermine, spermidine) play important roles in biomedical and food field. The elevated polyamines have been proposed to serve as target analytes for monitoring meat spoilage. Because of structural similarity and low concentration of polyamines in real samples, it is exceedingly challenging to design and develop sensitive probes for visual detection of polyamines. To address this issue, a highly efficient probe was reported based on a newly developed chromophore reaction between lactam-fused aza-BODIPY (abbreviation: LAB) and polyamines by virtue of unique multiple amino groups character of polyamines. This chromophore reaction includes a kinetic-controllable reaction of a B–N bond cleavage by polyamines followed by a fast hydrolysis reaction to yield much smaller conjugated molecules. With 130 nm hypsochromic shift of the absorption peak and up to 99% fluorescence quenching within 1 min, LAB can be used as a highly sensitive fluorescent probe for detection of polyamines solution and monitoring fish spoilage with synchronous colorimetric and fluorescent changes.