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《天津医科大学学报》[ISSN:1006-8147/CN:12-1259/R]

卷:

24卷

期数:

2018年04期

页码:

294-297

栏目:

出版日期:

2018-07-20

文章信息/Info

Title:

Synthesis of a highly selective and sensitive turn-on fluorescent sensor based on nicotionhydrazide for detecting Al3+ in cellular imaging

作者:

张晓梅¹; 王冠元²; 韩 静¹; 孙予璇¹; 李庆忠³; 谢承志¹

1.天津医科大学药学院，天津300070；2.天津医科大学肿瘤医院药学部, 天津300060；3.烟台大学化学化工学院，烟台264005

Author(s):

ZHANG Xiao-mei¹; WANG Guan-yuan²; HAN Jing¹; SUN Yu-xuan¹; LI Qing-zhong³; XIE Cheng-zhi¹

1. School of Pharmacy, Tianjin Medical University, Tianjin 300070, China; 2. Department of Pharmacy , Cancer Institute and Hospital ,Tianjin Medical University, Tianjin 300060, China; 3. School of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China

关键词:

铝离子; 烟酰肼; 荧光探针; 密度泛函理论

Keywords:

Al3+ ion;  acylhydrazone;  fluorescence probe;  density functional theory

分类号:

R9

DOI:

-

文献标志码:

Ａ

摘要:

目的：基于烟酰肼席夫碱配体，开发一种灵敏度高、选择性强的新型铝离子荧光探针。方法：通过2-羟基-1-萘甲醛和烟酰肼的缩合反应，合成一个酰腙衍生物2-羟基-1-萘甲醛烟酰腙(HL)，并通过红外和核磁氢谱验证其结构。HL可通过荧光光谱检测样品中的铝离子及通过生物成像检测细胞中的铝离子。结果：HL结合铝离子后形成2:1的化合物，其荧光会发生显著的提高，并具有良好的选择性。基于密度泛函理论，通过计算验证其识别机制为激发态分子内质子转移（ESIPT）和分子内电荷转移(ICT)。HL在低浓度下和铝离子具有很好的线性关系，检测限为2.3 nmol/L。结论：基于具有良好的铝离子检测能力，此烟酰肼席夫碱配体可作为荧光探针应用于医学检验领域。

Abstract:

Objective: To develop a novel Al(Ⅲ) fluorescent probes with high sensitivity and good selectivity based on acylhydrazone Schiff base ligand. Methods: An acylhydrazone derivative 2-hydroxy-1-naphthylaldehyde nicotinoyl hydrazonｅ （ＨＬ） was synthesized by combining 2-hydroxy-1-naphthaldehyde with nicotinohydrazide, and its structure was characterized with IR and 1H NMR. It was confirmed that HL could be used to detect Al3+ ions in sample by fluorescence spectra and Al3+ ions in cells by bioimaging. Results: HL with Al3+ exhibited a significant enhancement in the fluorescence emission and was highly selective among different cations by forming a 2:1 complex, with a recognition mechanism based on excited-state intramolecular proton transfer （ESIPT） ａnd intramolecular charge transfer (ICT) mechanism, which was proved by computational calculations using density functional theory（DFT）. HL displayed good linear relationship with Al3+ at low concentration and the limit of detection was 2.3 nmol/L. Conclusion: Due to the outstanding features in Al3+ ion fluorescent detection, the novel acylhydrazone Schiff base ligand will lead to new discoveries in the fields of fluorescent sensors for medicine.

参考文献/References:

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更新日期/Last Update: 2018-07-20