New Fast, Highly Selective Probe with Both Aggregation-Induced Emission Enhancement and Intramolecular Charge-Transfer Characteristics for Homocysteine Detection

被引:16
作者
Chu, Yicheng [1 ]
Xie, Zhengfeng [1 ]
Yue, Yuhua [2 ]
Yue, Yongshuang [1 ]
Kong, Xiangjuan [3 ]
Shi, Wei [1 ]
Feng, Shun [2 ]
机构
[1] Southwest Petr Univ, Coll Chem & Chem Engn, Oil & Gas Field Appl Chem Key Lab Sichuan Prov, 8 Xindu Rd, Chengdu 610500, Sichuan, Peoples R China
[2] Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610031, Sichuan, Peoples R China
[3] Xinjiang Univ, Coll Chem & Chem Engn, Key Lab Oil & Gas Fine Chem, Minist Educ, Urumqi 830046, Xinjiang, Peoples R China
关键词
TURN-ON PROBE; FLUORESCENT-PROBE; CYSTEINE; GLUTATHIONE; CYSTEINE/HOMOCYSTEINE; CHEMOSENSOR; COMPLEX; THIOLS;
D O I
10.1021/acsomega.9b00290
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new fluorescence probe 2-(4'-(diphenylamino)-[1,1-biphenyl]-4-yl)-2H-[1,2,3]-triazole-4-carbaldehyde (DBTC) was designed and synthesized through Suzuki coupling reaction between (4-(diphenylamino)phenyl)boronic acid and (4-bromophenyl)-2H-[1,2,3]-triazole-4-carbaldehyde. This probe DBTC had intramolecular charge transfer and aggregation-induced emission enhancement performances and showed high selectivity and sensitivity toward homocysteine (Hcy) in the presence of other amino acids. The detection limit of probe DBTC for Hcy was 3.05 x 10(-6) M, and the mechanism was researched by H-1 NMR titration experiments and mass spectrometry. Furthermore, cell-culture results indicated that probe DBTC was cell permeable and could be used to detect Hcy in living cells. The good characteristics of the probe DBTC had huge application potential use for researching the effects of Hcy in other biological systems.
引用
收藏
页码:5367 / 5373
页数:7
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