Two-Photon Fluorescent Probes for Biological Mg2+ Detection Based on 7-Substituted Coumarin

Two novel water-soluble coumarin-based compounds (OC7, NC7) were designed and synthesized as two-photon fluorescent probes for biological Mg2+ detection. The compounds feature a beta-keto, add as a high selective binding site for me and the coumarin framework as the two-photon fluorophore. OC7 and NC7 show significant off-on detecting signals (9.05-fold and 23.8-fold fluorescence enhancement) and lower detection limits compared with previous reported two-photon fluorescent probes for Mg2+. Moreover, OC7-Mg2+ and NC7-Mg2+ exhibit large two-photon absorption cross sections (340 and 615 GM) at the near-infrared wavelengths (740 and 860 nm), which indicates that the probes are very suitable for detection of Mg2+ in vivo. Both OC7 and NC7 are pH-insensitive and of low cytotoxicity and can be applied to image intracellular Mg2+ under two-photon microscopy (TPM). Our results provide a strategy to modify the coumarin fluorophore to get better two-photon fluorescent properties. And the results also suggest that electronic density of beta keto acid plays a very important role in the recognition of Mg2+.