Key Laboratory of Molecular Engineering and Photo-functional Materials, College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500, PR China.
Bioorg Med Chem Lett. 2013 May 1;23(9):2538-42. doi: 10.1016/j.bmcl.2013.03.004. Epub 2013 Mar 14.
A 1,8-naphthalimide-Cu(II) ensemble was rationally designed and synthesized as a new turn-on fluorescent probe utilizing the 'chemosensing ensemble' method for detections of thiols (Cys, Hcy and GSH) with high selectivity over other α-amino acids at pH 7.4 in organic aqueous media (EtOH/HEPES, v/v=9:1). The recognition mechanism was attributed to the remove Cu(II) from the 1,8-naphthalimide-Cu(II) ensemble by thiols and the release of flurescence of ligand 1. Remarkable fluorescence enhancements were therefore observed in the sensing process of thiols by the 1,8-naphthalimide-Cu(II) ensemble. Furthermore, the 1,8-naphthalimide-Cu(II) ensemble was successfully applied to the fluorescence imaging of thiols in CHO cells with high sensitivity and selectivity.
一种 1,8-萘酰亚胺-Cu(II) 配合物被合理设计并合成,作为一种新的荧光探针,利用“化学感应配合物”方法,在 pH 7.4 的有机水相介质(EtOH/HEPES,v/v=9:1)中,对巯基(Cys、Hcy 和 GSH)具有高选择性,而对其他α-氨基酸没有选择性。识别机制归因于巯基从 1,8-萘酰亚胺-Cu(II) 配合物中去除 Cu(II),以及配体 1 的荧光释放。因此,在 1,8-萘酰亚胺-Cu(II) 配合物对巯基的传感过程中观察到了显著的荧光增强。此外,1,8-萘酰亚胺-Cu(II) 配合物成功地应用于 CHO 细胞中巯基的荧光成像,具有高灵敏度和选择性。