A novel HPQ-based turn-on fluorescent probe for detection of fluoride ions in living cells

被引：24

作者：

Zhao, Zhou ^{[1
]}

Bi, Xinzhou ^{[2
]}

Mao, Wuxiang ^{[3
]}

Xu, Xiaowei ^{[1
]}

机构：

[1] China Pharmaceut Univ, Key Lab Drug Metab & Pharmacokinet, State Key Lab Nat Med, Nanjing 210009, Jiangsu, Peoples R China

[2] China Pharmaceut Univ, Ctr Drug Discovery, State Key Lab Nat Med, Nanjing 210009, Jiangsu, Peoples R China

[3] Hubei Univ, Hubei Collaborat Innovat Ctr Green Transformat Bi, Coll Life Sci, Wuhan 430062, Hubei, Peoples R China

来源：

TETRAHEDRON LETTERS | 2017年 / 58卷 / 43期

关键词：

HPQ; Fluoride; Fluorescence probe; BETA-GLUCURONIDASE; NAKED-EYE; FLUOROPHORE; LUMINESCENCE; OSTEOPOROSIS; RECOGNITION; SUBSTRATE; WATER; DOTS;

D O I：

10.1016/j.tetlet.2017.09.049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-(2'-Hydroxyphenyl)-4(3H)-quinazolinone (HPQ) has been reported as a precipitating fluorescent molecule with excellent optical properties, such as large Stokes shift and strong fluorescence intensity. HPQF, a novel HPQ-based turn-on probe for localizable detection of fluoride ions, was designed, synthesized and fully characterized by H-1 NMR, C-13 NMR and HRMS. As a chemogenic fluoride probe, the tertbutyldiphenylsilane moiety of HPQF can be easily cleaved by fluoride. After spontaneous 1,6-elimination, HPQ molecule was generated to emit fluorescence under the excitation light. Further study shows that HPQF exhibited high selectivity and sensitivity for detection of fluoride. In addition, HPQF was utilized for the detection of fluoride in living cells. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：4129 / 4132

页数：4

共 30 条

[1] Briancon D, 1997, REV RHUM, V64, P78
[2] A highly selective naked-eye and fluorescent probe for fluoride ion based on 1,8-naphalimide and benzothizazole
Chen, Xiaoxing
Leng, Taohua
Wang, Chengyun
Shen, Yongjia
Zhu, Weihong
[J]. DYES AND PIGMENTS, 2017, 141 : 299 - 305
[3] A Reaction-Based Colorimetric Fluoride Probe: Rapid "Naked-Eye" Detection and Large Absorption Shift
Cheng, Xiaohong
Li, Shuang
Xu, Guohua
Li, Conggang
Qin, Jingui
Li, Zhen
[J]. CHEMPLUSCHEM, 2012, 77 (10): : 908 - 913
[4] Fluorescent molecular probes .1. The synthesis and biological properties of an ELF(R) beta-glucuronidase substrate that yields fluorescent precipitates at the enzymatic activity sites
Diwu, Z
Lu, YX
Upson, RH
Zhou, MJ
Klaubert, DH
Haugland, RP
[J]. TETRAHEDRON, 1997, 53 (21) : 7159 - 7164
[5] FARLEY JR, 1983, SCIENCE, V222, P330
[6] Highly efficient fluorescent BODIPY dyes for reaction-based sensing of fluoride ions
Fu, Li
Wang, Fang-Fang
Gao, Tao
Huang, Rong
He, Huan
Jiang, Feng-Lei
Liu, Yi
[J]. SENSORS AND ACTUATORS B-CHEMICAL, 2015, 216 : 558 - 562
[7] Highly sensitive and selective fluoride detection in water through fluorophore release from a metal-organic framework
Hinterholzinger, Florian M.
Ruehle, Bastian
Wuttke, Stefan
Karaghiosoff, Konstantin
Bein, Thomas
[J]. SCIENTIFIC REPORTS, 2013, 3
[8] Coumarin dye-embedded semiconducting polymer dots for ratiometric sensing of fluoride ions in aqueous solution and bio-imaging in cells
Huang, Ya-Chi
Chen, Chuan-Pin
Wu, Pei-Jing
Kuo, Shih-Yu
Chan, Yang-Hsiang
[J]. JOURNAL OF MATERIALS CHEMISTRY B, 2014, 2 (37) : 6188 - 6191
[9] 2-(2'-PHOSPHORYLOXYPHENYL)-4(3H)-QUINAZOLINONE DERIVATIVES AS FLUOROGENIC PRECIPITATING SUBSTRATES OF PHOSPHATASES
HUANG, ZJ
TERPETSCHNIG, E
YOU, WM
HAUGLAND, RP
[J]. ANALYTICAL BIOCHEMISTRY, 1992, 207 (01) : 32 - 39
[10] The role of fluoride in the prevention of osteoporosis
Kleerekoper, M
[J]. ENDOCRINOLOGY AND METABOLISM CLINICS OF NORTH AMERICA, 1998, 27 (02) : 441 - +

← 1 2 3 →