A low-molecular-weight fluorescent sensor with Zn2+ dependent bathochromic shift of emission wavelength and its imaging in living cells

被引:26
作者
Hagimori, Masayori [1 ]
Mizuyama, Naoko [2 ]
Tominaga, Yoshinori [3 ]
Mukai, Takahiro [1 ]
Saji, Hideo [4 ]
机构
[1] Kobe Pharmaceut Univ, Higashinada Ku, Kobe, Hyogo 6588558, Japan
[2] Fdn Biomed Res & Innovat, Dept Clin Trial Management, Kobe, Hyogo 6500047, Japan
[3] Nagasaki Univ, Fac Environm Studies, Nagasaki 8528521, Japan
[4] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
关键词
Zn2+; Low-molecular-weight; Bathochromic shift; Pyridine-pyridone; Water-soluble; Imaging; ZINC;
D O I
10.1016/j.dyepig.2014.07.032
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Novel, low-molecular-weight fluorescent sensors based on a pyridine-pyridone core structure, which functions as both the chelating part moiety for Zn2+ and as the fluorophore, were investigated. The length of the methylene spacer between the phenyl ring and the 3-position of the pyridone ring greatly influenced the emission wavelength and intensity upon Zn2+ binding. 5-Benzyl-4-(methylsulfanyl)-[2,2'-bipyridin]-6(1H)-one (2) (MW = 308) with a methylene spacer of n = 1 showed good water solubility, a 30 nm bathochromic shift in its emission wavelength and an 18-fold fluorescence enhancement in response to Zn2+. In addition, fluorescence microscopy imaging showed that 2 could be used to detect Zn2+ in living cells. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:205 / 209
页数:5
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