title: Nonlinear optical response and biological applications of a series of pyrimidine-based molecules for copper(II) ion probe.
abstract: Biological metal detecting, small molecule probes bearing nonlinear optical (NLO) response provide powerful alternatives due to their favorable photophysical properties (e.g. excitation wavelength in the near-IR region), cell permeability (due to their size), and chemical structure flexibility. Here, we present a series of pyrimidine-based NLO biological metal probes, especially a novel copper specific one which taken into account of the small volume-scaled and low cost-scaled nonlinear optical response of TPP and TPP-Cu(2+) discussed in our present work. The photophysical properties of the probes were thoroughly investigated. (1)H NMR and theoretical computation prove the binding interaction between the probe and the copper ion, which supports the functions of the molecule as a fluorescence signaling unit showing strong fluorescence quenching upon copper metal ion binding. On the other hand, the two-photon absorption cross-section of the novel copper probe increased from 275 to 591 GM (λ(ex) = 830 nm) after interacting with copper ion. It was further demonstrated that the NLO response for the copper(ii) ion probe could be used for biological copper detection in live cells.
authors: Department of Chemistry, Key Laboratory of Functional Inorganic Materials Chemistry of Anhui Province, Anhui University, Hefei 230039, P. R. China.
authors: Qiong
authors: Q
authors: Zhang
authors: Lin
authors: L
authors: Li
authors: Man
authors: M
authors: Zhang
authors: Zhaodi
authors: Z
authors: Liu
authors: Jieying
authors: J
authors: Wu
authors: Hongping
authors: H
authors: Zhou
authors: Jiaxiang
authors: J
authors: Yang
authors: Shengyi
authors: S
authors: Zhang
authors: Yupeng
authors: Y
authors: Tian
mesh_terms: D015374:Biosensing Techniques / Q000379:methods*; D003198:Computer Simulation; D003300:Copper / Q000737:chemistry*; D004583:Electrons; D056945:Hep G2 Cells; D006801:Humans; D007477:Ions / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008670:Metals / Q000737:chemistry; D017711:Nonlinear Dynamics; D055095:Optics and Photonics; D011743:Pyrimidines / Q000737:chemistry*; D013050:Spectrometry, Fluorescence / Q000379:methods; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013778:Tetrazolium Salts / Q000494:pharmacology; D013844:Thiazoles / Q000494:pharmacology
chemical_list: D007477:Ions; D008670:Metals; D011743:Pyrimidines; D013778:Tetrazolium Salts; D013844:Thiazoles; D003300:Copper; C022616:thiazolyl blue