A versatile water soluble fluorescent probe for ratiometric sensing of Hg2+ and bovine serum albumin

Abstract

A novel tetraazamacrocycle fluorescent sensor (6-(1-(dimethylamino)-5-naphthalene sulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1] pentadeca-1(15),11,13-triene, 1) has been designed and prepared, which can be utilized for selective and ratiometric sensing of Hg(2+) and bovine serum albumin (BSA) with two different responsive modes in aqueous solution at physiological pH (50 mM Tris-HCl, pH 7.6). Above 0.5 ppb Hg(2+) can be discerned by coordination with 1 and the emission color changes enable 1 to be applied to a fast Hg(2+) test paper assay. Sensor 1 has also been demonstrated to be easily cell-penetrable and applicable for Hg(2+) imaging in living cells. Imaging of BSA in the gel using SDS-PAGE (sodium dodecyl sulfate polyacrylamide gel electrophoresis) stained in the medium containing 1 verified that the binding of 1 and BSA was successful in the presence of nonprotein substances. The linear range of 1 towards BSA utilizing ratiometric fluorescent calibration via noncovalent interaction in solution is 0-100 μg mL(-1) with a detection limit of 1 μg mL(-1), and has been successfully employed to determine the albumin concentration in blood serum by means of ratiometric fluorescent measurements for the first time. Finally, sensor 1 behaves as a fluorescent molecular switch composed of triple logic gates upon chemical inputs of Hg(2+) and BSA, which potentially provides intelligent diagnostics for Hg(2+) contaminated serum on the nanoscale.

Stabilisation of Exotic Tribromide (Br3−) Anions via Supramolecular Interaction with a Tosylated Macrocyclic Pyridinophane. A Serendipitous Case

“…It was later in the spotlight for its ability to form metal complexes [6][7][8], but its wider success was achieved thanks to its utilisation as a scaffold for the preparation of new materials that have proven effective in a variety of applications. Indeed, L derivatives decorated with different hanging functionalities have been studied for several biomedical (MRI contrast agents [9][10][11][12], antiproliferative treatments [13][14][15][16], radiotherapy [17,18], enzyme mimicking [19,20] and antioxidant activity [21][22][23]), chemosensing [24][25][26][27] and catalytic [28][29][30][31][32][33] applications. Very recently, (MRI contrast agents [9][10][11][12], antiproliferative treatments [13][14][15][16], radiotherapy [17,18], enzyme mimicking [19,20] and antioxidant activity [21][22][23]), chemosensing [24][25]…”

“…Anion-π interactions were also found to play an important role in the formation of highly organised polyiodide complexes [44,45] and iodide based permutable organised frameworks (POF) [46] with a pyridinium-based ligand such as Stoddart's blue box (BB, cyclobis(paraquat-p-phenylene)). (MRI contrast agents [9][10][11][12], antiproliferative treatments [13][14][15][16], radiotherapy [17,18], enzyme mimicking [19,20] and antioxidant activity [21][22][23]), chemosensing [24][25][26][27] and catalytic [28][29][30][31][32][33] applications. Very recently, it has been shown that L and its N-trimethylated derivative are capable of stabilising iodine-dense three-dimensional networks that might be relevant for crystal engineering purposes and the design of solid-state conductors [34].…”

“…It was later in the spotlight for its ability to form metal complexes [ 6 , 7 , 8 ], but its wider success was achieved thanks to its utilisation as a scaffold for the preparation of new materials that have proven effective in a variety of applications. Indeed, L derivatives decorated with different hanging functionalities have been studied for several biomedical (MRI contrast agents [ 9 , 10 , 11 , 12 ], antiproliferative treatments [ 13 , 14 , 15 , 16 ], radiotherapy [ 17 , 18 ], enzyme mimicking [ 19 , 20 ] and antioxidant activity [ 21 , 22 , 23 ]), chemosensing [ 24 , 25 , 26 , 27 ] and catalytic [ 28 , 29 , 30 , 31 , 32 , 33 ] applications. Very recently, it has been shown that L and its N-trimethylated derivative are capable of stabilising iodine-dense three-dimensional networks that might be relevant for crystal engineering purposes and the design of solid-state conductors [ 34 ].…”

Monitoring the endocytosis of bovine serum albumin based on the fluorescence lifetime of small squaraine dye in living cells

“…Bovine SA (BSA) has been extensively used in many researches because of the structural homology with human SA [7][8][9]. Several studies have reported the detection of BSA using optical sensors [10][11][12][13]. However, all these researches were performed in solution or plasma.…”

A simple pyridine-based colorimetric chemosensor for highly sensitive and selective mercury(II) detection with the naked eye

“…The perceived colour change would be useful not only for the ra-*Corresponding author, e-mail: jxyang@ahu.edu.cn Brought to you by | New York University Bobst Library Technical Services Authenticated Download Date | 5/27/15 5:46 PM tiometric method of detection but also for rapid visual sensing. Although many fluorometric ratiometric probes for Hg 2+ have been developed (Aït-Haddou et al, 2001;Chen & Chen, 2005;Gunnlaugsson et al, 2005;Liang et al, 2007;Guo et al, 2010;Hu & Chen, 2011;Wen et al, 2011), the number of selective and sensitive colorimetric sensors based on the mechanism of internal charge transfer (ICT) available for the detection of Hg 2+ ions in aqueous media remains limited (Sheng et al, 2008;Mei et al, 2012;Shellaiah et al, 2013;Wang et al, 2013). Moreover, many existing colorimetric probes for Hg 2+ are subject to some disadvantages such as complicated synthetic routes, low sensitivity, high cost and lengthy response time.…”