Synthesis and Spectral Properties of Zinc Ion-enhanced Fluorescence Probe Based on Naphthoyl Acylhydrazone

WU Hong-mei; GUO Yu; CAO Jian-fang; WU Zhong-li

doi:10.3788/fgxb20183905.0621

您当前的位置：

首页 >

文章列表页 >

Synthesis and Spectral Properties of Zinc Ion-enhanced Fluorescence Probe Based on Naphthoyl Acylhydrazone

更新时间：2020-08-12

- Synthesis and Spectral Properties of Zinc Ion-enhanced Fluorescence Probe Based on Naphthoyl Acylhydrazone
- Chinese Journal of Luminescence Vol. 39, Issue 5, Pages: 621-626(2018)
- 作者机构：
  
  1. 辽宁工业大学化学与环境工程学院,辽宁锦州,121001
  2. 辽宁工业大学机械工程与自动化学院, 辽宁锦州 121001
- 作者简介：
- 基金信息：
  
  Supported by National Natural Science Foundation of China(21601075,21606118);Natur
- DOI：10.3788/fgxb20183905.0621
  CLC： O433.5
- Received：14 September 2017，
  
  Revised：11 January 2018，
  
  Published Online：25 October 2017，
  
  Published：05 May 2018
- 稿件说明：
移动端阅览
吴红梅, 郭宇, 曹建芳等. 基于萘酰腙类锌离子增强型荧光探针的合成及光谱性能[J]. 发光学报, 2018,39(5): 621-626

WU Hong-mei, GUO Yu, CAO Jian-fang etc. Synthesis and Spectral Properties of Zinc Ion-enhanced Fluorescence Probe Based on Naphthoyl Acylhydrazone[J]. Chinese Journal of Luminescence, 2018,39(5): 621-626
吴红梅, 郭宇, 曹建芳等. 基于萘酰腙类锌离子增强型荧光探针的合成及光谱性能[J]. 发光学报, 2018,39(5): 621-626 DOI： 10.3788/fgxb20183905.0621.

WU Hong-mei, GUO Yu, CAO Jian-fang etc. Synthesis and Spectral Properties of Zinc Ion-enhanced Fluorescence Probe Based on Naphthoyl Acylhydrazone[J]. Chinese Journal of Luminescence, 2018,39(5): 621-626 DOI： 10.3788/fgxb20183905.0621.

摘要

设计合成了一种简单的酰腙类结构的增强型荧光探针HM，实现了对锌离子（Zn

）的高选择性识别。运用ESI-MS质谱、荧光光谱和紫外-可见光谱等手段研究了探针HM对Zn

的识别过程。紫外光谱测试表明，当向探针HM中加入Zn

后，386 nm处的吸收峰逐渐减弱，在420 nm处出现了新的吸收峰，并且强度逐渐增大，直至达到平衡，等吸收点为396 nm。荧光光谱分析表明，探针HM能够高选择性地识别Zn

。在发射波长510 nm处的荧光增强2.5倍，最低检出限为1.010

-5

mol/L、量子产率为0.02。该识别过程为PET（光诱导电子转移机理）和CHEF（螯合荧光增强机理）共同作用的结果。通过电喷雾质谱和Job's plot实验证明探针HM与Zn

以1：1配位，平衡常数（

）达到4.0510

Lmol

-1

。

Abstract

A simple fluorescent probe HM based on acylhydrazone structure was synthesized for recognition of zinc ion (Zn

). The recognition process of Zn

was studied by ESI-MS

fluorescence spectroscopy and UV-Vis spectroscopy. UV-Vis titration test shows that the addition of Zn

into HM aqueous solution caused gradually drop of the absorption peak at 386 nm. At the same time

a new absorption peak at 420 nm appeared and the intensity gradually increased until equilibrium. A sharp isosbestic point at 396 nm was obtained. Florescence spectroscopy indicates that the fluorescent probe HM exhibites high selectivity for detection of Zn

. The fluorescence intensity was increased by 2.5 times at excited wavelength of 510 nm. The lowest detection limit of HM for Zn

is up to 1.010

-5

mol/L and the fluorescence quantum yield is 0.02. The recognition process is presumed to be caused by PET (photoinduced electron transfer) process combining with CHEF (Chelation enhanced fluorescence) mechanism. The Job's plot and ESI-MS results demonstrate a 1:1 stoichiometric host-guest complex for probe molecular HM and Zn

with the association constant being calculated as

=4.0510

Lmol

-1

关键词

Keywords

references

HANG L L, ZHANG M, MENG F L, et al.. ZNF217 expression correlates with the biological behavior of human ovarian cancer cells[J]. Chin. Germ. J. Clinic. Oncol., 2014, 13(11):539-544.

TOSHIYUKI F, YAMASAKI S, NISHIDA K, et al.. Zinc homeostasis and signaling in health and diseases[J]. J. Biologic. Inorg. Chem., 2011, 16(7):1123-1134.

YUSA K, YAMAMOTO O, ⅡNO M, et al.. Eluted zinc ions stimulate osteoblast differentiation and mineralization in human dental pulp stem cells for bone tissue engineering[J]. Archiv. Oral Bio., 2016, 71:162-169.

KREEL A, MARET W. The biological inorganic chemistry of zinc ions[J]. Archiv. Biochem. Biophys., 2016, 611:3-19.

FREDERICKSON C J, KOH J Y, BUSH A I. The neurobiology of zinc in health and disease[J]. Nat. Revi. Neurosci., 2005, 6(6):449-462.

MILLETT C E, MUKHERJEE D, REIDER A, et al.. Peripheral zinc and neopterin concentrations are associated with mood severity in bipolar disorder in a gender-specific manner[J]. Psychiat. Res., 2017, 255:52-58.

MOS B, KAPOSI K L, ROSE A L, et al.. Moderate ocean warming mitigates, but more extreme warming exacerbates the impacts of zinc from engineered nanoparticles on a marine larva[J]. Environment. Pollut., 2017, 228:190-200.

CEGLOWSKA A, SOKOLOWSKA K, CYMERMAN A S, et al.. Copper and zinc in Elodea canadensis from rivers with various pollution levels[J]. Ecologic. Indicat., 2016, 67:156-165.

NASCENTES C C, ARRUDA M A Z, NOGUEIRA A R A, et al.. Direct determination of Cu and Zn in fruit juices and bovine milk by thermospray flame furnace atomic absorption spectrometry[J]. Talanta, 2004, 64(4):912-917.

RAO K S, BALAJI T, RAO T P, et al.. Determination of iron, cobalt, nickel, manganese, zinc, copper, cadmium and lead in human hair by inductively coupled plasma-atomic emission spectrometry[J]. Spectrochimica Acta Part B, 2002, 57(8):1333-1338.

HABTE G, HWANG I M, KIM J S, et al.. Elemental profiling and geographical differentiation of Ethiopian coffee samples through inductively coupled plasma-optical emission spectroscopy(ICP-OES), ICP-mass spectrometry(ICP-MS) and direct mercury analyzer(DMA)[J]. Food Chem., 2016, 212:512-520.

CHEN D M, GAO Z F, JIA J, et al.. A sensitive and selective electrochemical biosensor for detection of mercury(Ⅱ) ions based on nicking endonuclease-assisted signal amplification[J]. Sens. Actuators B:Chem., 2015, 210:290-296.

GAN X P, SUN P, LI H, et al.. A conveniently prepared and hypersensitized small molecular fluorescent probe:rapidly detecting free zinc ion in HepG2 cells and Arabidopsis[J]. Biosens. Bioelectron., 2016, 86:393-397.

DONG Z P, GUO Y P, TIAN X, et al.. Quinoline group based fluorescent sensor for detecting zinc ions in aqueous media and its logic gate behaviour[J]. J. Lumin., 2013, 134:635-639.

NING P, JIANG J C, LI L C, et al.. A mitochondria-targeted ratiometric two-photon fluorescent probe for biological zinc ions detection[J]. Biosens. Bioelectron., 2016, 77:921-927.

ZHANG N, TIAN X H, ZHENG J, et al.. A novel fluorescent probe based on the flexible dipicolylamine:recognizing zinc(Ⅱ) in aqueous solution and imaging in living cell[J]. Dyes and Pigments, 2016, 124:174-179.

MEHTA P K, OH E T, PARK H J, et al.. Ratiometric fluorescent probe based on symmetric peptidyl receptor with picomolar affinity for Zn2+ in aqueous solution[J]. Sen. Actuators B:Chem., 2017, 245:996-1003.

ROYZEN M, DURANDIN A, YOUNG V G, et al.. A sensitive probe for the detection of Zn(Ⅱ) by time-resolved fluorescence[J]. J. Am. Chem. Soc., 2006, 128:3854-3855.

WU J, LIU W, ZHUANG X, et al.. Fluorescence turn on of coumarin derivatives by metal cations:a new signaling mechanism based on CN isomerization[J]. Org. Lett., 2007, 9(1):33-36.

TIAN H, FENG Y L. Next step of photochromic switches?[J]. J. Mater. Chem., 2008, 18:1617-1622.

WU H M, ZHOU P, WANG J, et al.. Dansyl-based fluorescent chemosensors for selective responses of Cr(Ⅲ)[J]. New J. Chem., 2009, 33:653-658.

Views

288

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Synthesis of(E)-5-(dimethylamino)-N-(4-(2-(quinolin-2-ylmethylene)- hydrazinecarbonyl)phenyl) naphthalene-1-sulfonamide for Detection of Zinc Ion

Construction and Application of Zn²⁺ Fluorescent Probe Based on Coumarin

Preparation of a Novel Ratiometric Fluorescent Capillary-based pH Sensor

Construction of Fluorescence Probe Based on Carbon Dots Dual Emission Strategy and Ratio Detection of Copper Ions in Water

Design of NIR-Ⅱ Luminescent Materials and Applications in Brain Imaging

Related Author

WU Hong-mei

GUO Yu

WANG Ye

ZHU Xinyue

HUAI Yu

CUI Tong

LI Chao

LIU Yang

Related Institution

School of Chemical and Environmental Engineering, Liaoning University of Technology

College of Chemical Engineering， University of Science and Technology Liaoning

Department of Radiology， the Third Medical Centre， Chinese PLA General Hospital

Beijing Key Laboratory of Work Safety Intelligent Monitoring， School of Electronic Engineering， Beijing University of Posts and Telecommunications

School of Chemistry， Dalian University of Technology

AI问答

Address：No.3888 Dong Nanhu Road, Changchun, Jilin, China Postal code：130033
Tel：0431-86176862 Email：fgxbt@126.com
Technical support is provided by Beijing Founder electronics co., LTD 吉ICP备11002662号-17 京公网安备11010802024621
It is recommended to read the content of this site in Chrome&IE9+. Please switch to extreme mode in browser 360.
Cookies We use cookies to help provide and enhance our service and tailor content. By continuing, you agree to the use of cookies.

⁰