RESUMEN
Fluorescence probe is one of the most powerful tools for cellular imaging. Here, three phospholipid-mimicking fluorescent probes (FP1-FP3) comprising fluorescein and two lipophilic groups of saturated and/or unsaturated C18 fatty acids were synthesized, and their optical properties were investigated. Like in biological phospholipids, the fluorescein group acts as a hydrophilic polar headgroup and the lipid groups act as hydrophobic non-polar tail groups. Laser confocal microscope images illustrated that FP3, which contains both saturated and unsaturated lipid tails, showed great uptake into the canine adipose-derived mesenchymal stem cells.
RESUMEN
Naphthalimide-benzothiazole conjugate (NBTZ) linked by cinnamonitrile was designed, synthesized, and fully characterized by NMR (1H, 13C, DEPT, HSQC) and high-resolution mass spectrometry. NBTZ exhibited unique turn-on fluorescence in the presence of CN- with relatively high selectivity compared to other anions such as SCN-, HSO4-, ClO4-, NO3-, Cl-, Br-, I-, and PO4-3 in tetrahydrofuran (THF). The detection limit for CN- was found to be 3.35 × 10-8 M in THF. The sensing mechanism was analyzed through 1H, 13C, DEPT, and mass spectroscopy. NBTZ also showed two-mode aggregation-induced emission (AIE) in THF-H2O mixtures. In a 30:70 THF-H2O (v/v) mixture, the maximum AIE was observed at 430 nm (blue) because of the rotation of the CC bond between the naphthalimide ring and the phenyl ring was restricted. In 10:90 THF-H2O (v/v), a new red-shifted AIE appeared at 490 nm (cyan), due to the extended π-conjugation induced by restriction of rotation of the CC bond between the benzothiazole and naphthalimide rings.
