title: Two-photon fluorescent probes for biological Mg(2+) detection based on 7-substituted coumarin.
abstract: Two novel water-soluble coumarin-based compounds (OC7, NC7) were designed and synthesized as two-photon fluorescent probes for biological Mg(2+) detection. The compounds feature a β-keto acid as a high selective binding site for Mg(2+) 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 Mg(2+). Moreover, OC7-Mg(2+) and NC7-Mg(2+) 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 Mg(2+) in vivo. Both OC7 and NC7 are pH-insensitive and of low cytotoxicity and can be applied to image intracellular Mg(2+) 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 β-keto acid plays a very important role in the recognition of Mg(2+).
authors.affiliation: †Department of Chemistry, Anhui University, Hefei, Anhui, China 230601.
authors.forename: Haijing
authors.initials: H
authors.lastname: Yin
authors.affiliation: ‡Institute of Health Sciences, Anhui University, Hefei, Anhui, China 230601.
authors.forename: Buchang
authors.initials: B
authors.lastname: Zhang
authors.affiliation: §Department of Polymer Science and Technology, University of Science and Technology of Beijing, Beijing, China 100086.
authors.forename: Haizhu
authors.initials: H
authors.lastname: Yu
authors.affiliation: ‡Institute of Health Sciences, Anhui University, Hefei, Anhui, China 230601.
authors.forename: Lin
authors.initials: L
authors.lastname: Zhu
authors.affiliation: †Department of Chemistry, Anhui University, Hefei, Anhui, China 230601.
authors.forename: Yan
authors.initials: Y
authors.lastname: Feng
authors.affiliation: †Department of Chemistry, Anhui University, Hefei, Anhui, China 230601.
authors.forename: Manzhou
authors.initials: M
authors.lastname: Zhu
authors.affiliation: ∥Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, China 230026.
authors.forename: Qingxiang
authors.initials: Q
authors.lastname: Guo
authors.affiliation: †Department of Chemistry, Anhui University, Hefei, Anhui, China 230601.
authors.forename: Xiangming
authors.initials: X
authors.lastname: Meng
mesh_terms: D000818:Animals; D016466:CHO Cells; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D003412:Cricetulus; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006863:Hydrogen-Ion Concentration; D008274:Magnesium / Q000032:analysis*; D008958:Models, Molecular; D015394:Molecular Structure; D017785:Photons; D011789:Quantum Theory; D013329:Structure-Activity Relationship
chemical_list: D003374:Coumarins; D005456:Fluorescent Dyes; D008274:Magnesium