在线阅读 --自然科学版 2018年3期《一种简单高效识别Fe3+的荧光探针》
一种简单高效识别Fe3+的荧光探针--[在线阅读]
边延江, 李方霁, 曹福祥, 陈志新, 汤立军
渤海大学 化学化工学院, 辽宁 锦州 121013
起止页码: 232--236页
DOI: 10.13763/j.cnki.jhebnu.nse.2018.03.008
摘要
利用1萘甲醛和2氨基苯硫酚合成了一种简单高效的荧光探针N,通过1HNMR和HRMS表征了其结构.在纯的二甲基亚砜(DMSO)中Fe3+会使探针出现明显的荧光猝灭现象,而加入其他阳离子没有明显变化,证明化合物N对Fe3+具有很好的识别能力.通过对10μmol/L的受体进行滴定实验,测得探针N对Fe3+具有较低的检测限(1.4μmol/L).加入金属离子后的化合物N依然对Fe3+有较强的选择性,可知其具有很好的抗干扰能力.当荧光发射强度出现了转折点时探针N的摩尔比为0.5,证明探针N与Fe3+的结合比为1:1,结合常数为8.14×103L/mol.

A Simple Schiff Base Probe for Recognition of Fe3+ Ions
BIAN Yanjiang, LI Fangji, CAO Fuxiang, CHEN Zhixin, TANG Lijun
College of Chemistry and Chemical Engineering, Bohai University, Liaoning Jinzhou 121013, China
Abstract:
A simple and efficient fluorescent probe N was synthesized by using 1-naphthalene formaldehyde and 2-aminothiophenol.The structure was characterized by 1HNMR and HRMS.Fe3+ exhibits a significant fluorescence quenching phenomenon on the probe in pure dimethyl sulfoxide (DMSO),while adding other experimental cations have no obvious changes in fluorescence,proving that compound N has good recognition ability to Fe3+.A lower detection limit (1.48μmol/L) of Fe3+ was measured based on 10μmol/L receptor titration experiment.After the mixture of other metal ions,sensor N still had strong selectivity to Fe3+,which proves a good anti-interference ability.The probe N ratio was close to 0.5 when the fluorescence emission intensity was in a turning point.The combination of probe N and Fe3+ is 1:1,and the binding constant is 8.14×103L/mol.

收稿日期: 2017-11-25
基金项目: 国家自然科学基金(21476029,21176029);辽宁省高等学校优秀人才支持计划(LR2015001)

参考文献:
[1]WU X,GUO Z,WU Y,et al.Near-infrared Colorimetric Fluorescent Cu2+ Sensors Based on Indoline-benzothiadiazole Derivatives via Formation of Radical Cations[J].ACS App L Mater Interfaces,2013,5:12215-12220.doi:10.1021/Am404491f
[2]KAGIT R,YILDIRIM M,OZAY O,et al.Phosphazene Based Multicentered Naked-eye Fluorescent Sensor with High Selectivity for Fe3+ Ions[J].In Org Chem,2014,53:2144-2151.doi:10.1021/Ic402783x
[3]LI J,HAN C,WU W,et al.Selective and Cyclic Detection of Cr3+ Using Poly(Methylacrylic Acid) Mono Layer Protected Gold Nanoparticles[J].New J Chem,2014,38:717-722.doi:10.1039/C3NJ00756A
[4]COWAN J A.Inorganic Biochemistry:An Introduction[M].Weinheim:Wiley-VCH,1997.
[5]HAAS J D,BROWNLIE T.Iron Deficiency and Reduced Work Capacity:A Critical Review of the Research To Determine A Causal Relationship[J].J Nutrition,2001,131:676S-690S.doi:10.1002/Anie.200903399
[6]BURDO J R,CONNOR J R.Brain Iron Uptake and Homeostatic Mechanisms:An Overview[J].Bio Metals,2003,16:63-75.doi:10.1023/A:1020718718550
[7]GHAEDI M,SHOKROLLAHI A,KIANFAR A H,et al.The Determination of Some Heavy Metals in Food Samples by Flame Atomic Absorption Spectrometry After Their Separation-preconcentration on Bissalicyl Aldehyde,1,3-propan Diimine (BSPDI) Loaded on Activated Carbon[J].Journal of Hazardous Materials,2008,154:128-134.doi:10.1016/j.jhazmat
[8]de SILVA A P,GUNARATNE H Q N,GUNNLAUGSSON T,et al.Signaling Recognition Events with Fluorescent Sensors and Switches[J].Chem Rev,1997,97:1515-1566.doi:10.1021/Cr960386p
[9]KRAMER R.Fluorescent Chemo Sensors for Cu2+ Ions:Fast,Selective and Highly Sensitive[J].Angew Chem Int Edit,1998,37:772-773.doi:10.1002/(SICI)1521-3773
[10]STEPHENS D J,ALLAN V J.Light Microscopy Techniques for Live Cell Imaging[J].Science,2003,300:82-86.doi:10.1126/Science.1082160
[11]AMENDOLA V,FABBRIZZI L,FOTI F,et al.Light-emitting Molecular Devices Based on Transition Metals[J].Coordin Chem Rev,2006,250:273-299.doi:10.1016/J.Ccr
[12]KIM J S,QUANG D T.Calixarene-derived Fluorescent Probes[J].Chem Rev,2007,107:3780-3799.doi:10.1021/Cr068046j
[13]XU Z,BAEK K H,KIM H N,et al.Zn2+-triggered Amide Tautomerization Produces a Highly Zn2+-selective,Cell-permeable and Ratiometric Fluorescent Sensor[J].J Am Chem Soc,2010,132:601-610.doi:10.1021/Ja907334
[14]DU J,HU M,FAN J,et al.Fluorescent Chemodosimeters Using "Mild" Chemical Events for the Detection of Small Anions and Cations in Biological and Environmental Media[J].Chem Soc Rev,2012,41:4511-4535.doi:10.1039/C2CS00004K
[15]曹福祥.基于聚集诱导发光性质席夫碱类衍生物的合成及离子识别[D].锦州:渤海大学,2017.
[16]LIANG Z Q,WANG C X,YANG J X,et al.A Highly Selective Colorimetric Chemosensor for Detecting the Respective Amounts of Iron (Ⅱ) and Iron (Ⅲ) Ions in Water[J].New J Chem,2007,31(6):906-910.doi:10.1039/B701201M
[17]TESFALDET Z O,VANSTADEN J F,STEFAN R I.Sequential Injection Spectrophotometric Determination of Iron As Fe (Ⅱ) in Multi-vitamin Preparations Using 1,10-phenanthroline as Complexing Agent[J].Talanta,2004,64(5):1189-1195.doi:10.1016/j.talanta.2004.02.044
[18]GOMES D,SEGUNDO M,LIMA J,et al.Spectrophotometric Determination of Iron and Boron in Soil Extracts Using a Multi-syringe Flow Injection System[J].Talanta,2005,66(3):703-711.doi:10.1016/j.talanta.2004.12.011
[19]LUNVONGSA S,OSHIMA M,MTOMIZU S.Determination of Total and Dissolved Amount of Iron in Water Samples Using Catalytic Spectrophotometric Flow Injection Analysis[J].Talanta,2006,68(3):969-973.doi:10.1016/j.talanta.2005.06.067
[20]ARNOLD G L,WEYER S,ANBAR A.Fe Isotope Variations in Natural Materials Measured Using High Mass Resolution Multiple Collector ICPMS[J].Anal Chem,2004,76(2):322-327.doi:10.1021/Ac034601v
[21]LIU J,LI D Q,WU X Q,et al.Synthesis and Recognition Performance of Naphthalene Imide-iron Ion Fluorescent Probe[J].Chin J Lu-min,2017,38(2):228-232.doi:10.3788/fgxb20173802.0226
[22]SHI D J,NI M,ZENG J F,et al.Rhodamine Fluorescent Probe Capable of Detecting and Separating Heavy Metal Ions,and Preparation Method of Rhodamine Fluorescent Probe:CN201310409868.2[P].2013-09-11
[23]GUO Y X,WANG L,ZHOU J Z,et al.A Pyrene-based Dual Chemosensor for Colorimetric Detection of Cu2+ and Fluorescent Detection of Fe3+[J].Tetrahedron Letters,2017,58(8):3951-3956.doi:10.1016/j.tetlet.2017.08.078
[24]LIU R J,ZENG J.Study on a Novel Colorimetric and Off-on Fluorescent Chemosensor with Aggregation-induced Emission Effect for Detection of Fe3+ in Aqueous Solution[J].Chin J Org Chem,2017(37):1-8.doi:10.6023/cjoc201706037
[25]DONG J H,HU S L.Synthesis and Properties of the Novel Fe3+ Fluorescence Probe[J].J Function Mater,2015,46(21):21061-21067.doi:10.3969/j.issn.1001-9731.2015.21.013