title: Highly selective recognition and fluorescence imaging of adenosine polyphosphates in aqueous solution.
abstract: The design and synthesis of chemosensors for the recognition of a certain nucleoside polyphosphate among various structurally similar nucleoside polyphosphates remain a fundamental challenge. Herein, we report the new fluorescent chemosensor [Zn2L](ClO4)4 (1; L = (3,6,10,13,17,20,24,27-octaaza-1,15(2,6)-dipyridina-8,22(9,10)-dianthracenacyclooctacosaphane), which can selectively recognize adenosine polyphosphates (ATP and ADP) among various nucleoside polyphosphates, with a large fluorescence enhancement (Fmax/F0 = 70 and 80 for ATP and ADP, respectively) and strong binding affinity (K = 3.1 × 10(11) M(-1) for [Zn2HL(H-1ATP)2](-), 2.8 × 10(11) M(-1) for [Zn2L(H-1ATP)2](2-), and 1.5 × 10(13) M(-1) for [Zn2L(H-1ADP)2](2-)) in aqueous solution at physiological pH 7.40. The structure of [Zn2L](P2O7) (2) was investigated, which shows that μ2-pyrophosphate anions alternately link [Zn2L](4+) cations to generate a 1D coordination polymer. The results of (31)P NMR studies and DFT calculations reveal that the two Zn(II) ions in 1 can interact with ATP/ADP anions through coordination interactions between Zn(II) and the polyphosphate groups, and two anthracene moieties in 1 can interact with adenine groups from two ATP or ADP anions through stacking interactions to form a sandwichlike structure. These multiple recognition interactions between 1 and ATP/ADP enhance the affinity and selectivity of 1 toward ATP/ADP. Due to its highly selective and sensitive ability to detect adenosine polyphosphates, 1 was successfully applied to fluorescence imaging for ATP and ADP in living cells, demonstrating the potential utility of 1 as a fluorescent chemosensor for detecting ATP and ADP.
authors.affiliation: MOE Key Laboratory of Bioinorganic and Synthetic Chemistry, School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, People's Republic of China.
authors.forename: Mei
authors.initials: M
authors.lastname: Zhang
authors.forename: Wen-Juan
authors.initials: WJ
authors.lastname: Ma
authors.forename: Chun-Ting
authors.initials: CT
authors.lastname: He
authors.forename: Long
authors.initials: L
authors.lastname: Jiang
authors.forename: Tong-Bu
authors.initials: TB
authors.lastname: Lu
mesh_terms: D000244:Adenosine Diphosphate / Q000032:analysis*; D000255:Adenosine Triphosphate / Q000032:analysis*; D000873:Anthracenes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005456:Fluorescent Dyes / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D008958:Models, Molecular; D061848:Optical Imaging / Q000379:methods*; D015032:Zinc / Q000737:chemistry*
chemical_list: D000873:Anthracenes; D005456:Fluorescent Dyes; D000244:Adenosine Diphosphate; D000255:Adenosine Triphosphate; D015032:Zinc