A Sensitive Fluorescent Turn-on Probe NapP-deap Based on Naphthalimide Derivative to Detect Hg(II) Ions in HEPES Buffer Solution and Living Cells

doi:10.1007/s40242-019-9246-7

高等学校化学研究 ›› 2019, Vol. 35 ›› Issue (6): 967-971.doi: 10.1007/s40242-019-9246-7

A Sensitive Fluorescent Turn-on Probe NapP-deap Based on Naphthalimide Derivative to Detect Hg(II) Ions in HEPES Buffer Solution and Living Cells

WANG Shuxin¹, CAO Jian¹, CHENG Yuxiao², LU Chenhong¹

1. School of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, P. R. China;
2. Technical Center for Industrial Product and Raw Material Inspection and Testing, Shanghai Customs, Shanghai 200135, P. R. China

收稿日期:2019-09-11 修回日期:2019-10-20 出版日期:2019-12-01 发布日期:2019-11-29
通讯作者: CAO Jian, LU Chenhong E-mail:caoj@sues.edu.cn;luchenhong25@foxmail.com
基金资助:
Supported by the National Key Research and Development Program of China(No.2016YFF0203704), the Innovation Fund for Graduate Students of Shanghai University of Engineering Science, China(Nos.18KY0416, 16KY0410) and the National Natural Science Foundation of China(No.21404068).

A Sensitive Fluorescent Turn-on Probe NapP-deap Based on Naphthalimide Derivative to Detect Hg(II) Ions in HEPES Buffer Solution and Living Cells

WANG Shuxin¹, CAO Jian¹, CHENG Yuxiao², LU Chenhong¹

1. School of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, P. R. China;
2. Technical Center for Industrial Product and Raw Material Inspection and Testing, Shanghai Customs, Shanghai 200135, P. R. China

Received:2019-09-11 Revised:2019-10-20 Online:2019-12-01 Published:2019-11-29
Contact: CAO Jian, LU Chenhong E-mail:caoj@sues.edu.cn;luchenhong25@foxmail.com
Supported by:
Supported by the National Key Research and Development Program of China(No.2016YFF0203704), the Innovation Fund for Graduate Students of Shanghai University of Engineering Science, China(Nos.18KY0416, 16KY0410) and the National Natural Science Foundation of China(No.21404068).

摘要/Abstract

摘要： A highly sensitive fluorescent "turn-on" probe NapP-deap based on naphthalimide derivative was deve-loped that bound Hg²⁺ ions rapidly in the N-2-hydroxyethylpiperazine-N-ethane-sulphonic acid(HEPES) buffer solution via photo-induced electron transfer(PET) being inhibited mechanism. The titration experiment displayed that the emission intensity of NapP-deap at 540 nm was almost linearly increased by about 3-fold. The Job's plot showed a stoichiometry factor of 1:1 of the ligand-to-metal ratio. The detection limit of fluorescent probe was calculated to be 6.2×10^-9 mol/L. ¹H NMR studies could confirm that one Hg²⁺ ion was bound by the N atoms(a, b) of piperazine or the N atom(c) of pyridine. The fluorescent probe could be used for the detection of Hg²⁺ ions in living cells.

关键词: Fluorescent “turn-on”, Hg²⁺, HEPES buffer solution, Living cell, PET mechanism

Abstract: A highly sensitive fluorescent "turn-on" probe NapP-deap based on naphthalimide derivative was deve-loped that bound Hg²⁺ ions rapidly in the N-2-hydroxyethylpiperazine-N-ethane-sulphonic acid(HEPES) buffer solution via photo-induced electron transfer(PET) being inhibited mechanism. The titration experiment displayed that the emission intensity of NapP-deap at 540 nm was almost linearly increased by about 3-fold. The Job's plot showed a stoichiometry factor of 1:1 of the ligand-to-metal ratio. The detection limit of fluorescent probe was calculated to be 6.2×10^-9 mol/L. ¹H NMR studies could confirm that one Hg²⁺ ion was bound by the N atoms(a, b) of piperazine or the N atom(c) of pyridine. The fluorescent probe could be used for the detection of Hg²⁺ ions in living cells.

Key words: Fluorescent “turn-on”, Hg²⁺, HEPES buffer solution, Living cell, PET mechanism

WANG Shuxin, CAO Jian, CHENG Yuxiao, LU Chenhong. A Sensitive Fluorescent Turn-on Probe NapP-deap Based on Naphthalimide Derivative to Detect Hg(II) Ions in HEPES Buffer Solution and Living Cells[J]. 高等学校化学研究, 2019, 35(6): 967-971.

参考文献

[1] Ueno A., Instrumentation Science & Technology, 1993, 22(4), 405
[2] Huang C. B., Fan J. L., Peng X. J., Lin Z. Y., Guo B. P., Ren A. X., Journal of Photochemistry & Photobiology A Chemistry, 2008, 199(2), 144
[3] Brümmer O., La Clair J. J., Janda K. D., Bioorganic & Medicinal Chemistry, 2001, 9(4), 1067
[4] Kim S. K., Swamy K. M. K., Chung S. Y., Kim H. N., Min J. K., Jeong Y. S., Tetrahedron Letters, 2010, 51(25), 3286
[5] Boening D. W., Chemosphere, 2000, 40(12), 1335
[6] Nolan E. M., Lippard S. J., Chem.Rev., 2008, 108(9), 3443
[7] Pandey S. K., Kim K. H., Brown R. J. C., Trac. Trends in Analytical Chemistry, 2011, 30(6), 899
[8] dos Santos J. S., De L. G. M., Pastor A., dos Santos M. L., Talanta, 2010, 80(1), 207
[9] Ros-Lis J. V., Marcos M. D., Mártinez-Máñez R., Rurack K., Soto J., Angew. Chem. In. Ed., 2010, 44(28), 4405
[10] Coskun A., Akkaya E. U., Journal American Chemical Society, 2006, 128(45), 14474
[11] Zhang X., Xiao Y., Qian X., Angew. Chem. In. Ed., 2008, 47(42), 8025
[12] Neupane L. N., Kim J. M., Lohani C. R., Lee K. H., J. Mater. Chem., 2012, 22(9), 4003
[13] Ono A., Togashi H., Angew. Chem. In. Ed., 2010, 43(33), 4300
[14] Ko S. K., Yang Y. K., Tae J., Shin I., J. Am. Chem. Soc., 2006, 128(43), 14150
[15] Min H. L., Lee S. W., Sang H. K., Kang C. H., Kim J. S., Organic Letter, 2009, 11(10), 2101
[16] Wang H., Li Y., Xu S., Li Y., Zhou C., Fei X., Organic Biomolecular Chemistry, 2011, 9(8), 2850
[17] Lin W., Cao X., Ding Y., Yuan L., Long L., Chem. Commun., 2010, 46(20), 3529
[18] Kim H. N., Ren W. X., Kim J. S., Yoon J., Chem. Soc. Rev., 2012, 41(8), 3210
[19] Wang S. S., Lin B., Chen L., Li N., Xu J. J., Wang J., Anal. Chem., 2018, 90(20), 11764
[20] Malek A., Bera K., Biswas S., Perumal G., Das A. K., Doble M., Anal. Chem., 2019, 91(5), 3533
[21] Wang Y., Pan F., Zhang Y., Peng F., Huang Z., Zhang W., Analyst, 2016, 141(15), 4789
[22] Lee J. J., Kim Y. S., Nam E., Lee S. Y., Lim M. H., Kim C., Dalton Transactions, 2016, 45(13), 5700
[23] Lei L., Tan X., Luo S. L., Shi C. M., New Journal of Chemistry, 2017, 41(17), 8899
[24] Zhang G., Zhang D., Yin S., Yang X., Shuai Z., Zhu D., Chem. Commun., 2005, 16(16), 2161
[25] Kim J. S., Choi M. G., Song K. C., No K. T., Ahn S., Chang S. K., Organic Letters, 2007, 9(6), 1129
[26] Ha-Thi M. H., Penhoat M., Michelet V., Leray I., Organic Letters, 2007, 9(6), 1133
[27] Song F. L., Watanabe S. J., Floreancig P. E., Koide K., J. Am. Chem. Soc., 2008, 130(49), 16460
[28] Zhou Y., Zhu C. Y., Gao X. S., You X. Y., Yao C., Organic Letters, 2010, 12(11), 2566
[29] Bag B., Pal A., Organic Biomolecular Chemistry, 2011, 9(12), 4467
[30] Zhang S. F., Geng J. M., Yang W., Zhang X. L., RSC Advance, 2014, 4(24), 12596
[31] Tsukamoto K., Shinohara Y., Iwasaki S., Maeda H., Chem. Commun., 2011, 47(17), 5073
[32] Lee J. W., Jung H. S., Kwon P. S., Kim J. W., Bartsch R. A., Kim Y., Organic Letters, 2008, 10(17), 3801
[33] Du J. J., Fan J. L., Peng X. J., Sun P. P., Wang J. Y., Li H. L., Organic Letters, 2010, 12(3), 476
[34] Liu F., Tang P., Ding R., Liao L., Wang L., Wang M., Dalton Transactions, 2017, 46(23), 7515
[35] Wang J. B., Xiao Y., Zhang Z. C., Qian X. H., Yang Y. Y., Xu Q., J. Mater. Chem., 2005, 15(27/28), 2836

A Sensitive Fluorescent Turn-on Probe NapP-deap Based on Naphthalimide Derivative to Detect Hg(II) Ions in HEPES Buffer Solution and Living Cells

A Sensitive Fluorescent Turn-on Probe NapP-deap Based on Naphthalimide Derivative to Detect Hg(II) Ions in HEPES Buffer Solution and Living Cells

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 5

编辑推荐

Metrics

本文评价

[1]	WU Shuo, YANG Xinlan, ZHAO Yanqiu. Ru(II) Bipyridyl Complex and TiO₂ Nanocomposite Based Biomolecule-free Photoelectrochemical Sensor for Highly Selective Determination of Ultra-trace Hg²⁺ in Aqueous Systems[J]. 高等学校化学研究, 2019, 35(3): 370-376.
[2]	FENG Huiyun, GAO Lei, YE Xinhui, WANG Lei, XUE Zechun, KONG Jinming, LI Lianzhi. Synthesis of a Heptapeptide and Its Application in the Detection of Mercury(II) Ion[J]. 高等学校化学研究, 2017, 33(2): 155-159.
[3]	YANG Huixiao, HU Qinzhi, MA Guochun, CHEN Guofeng, TAO Minli, ZHANG Wenqin. Hg²⁺-Selective Fluorescent Chemosensor Based on Cation-π Interaction[J]. 高等学校化学研究, 2014, 30(6): 910-914.
[4]	HE Song, LIU Qiuchen, LI Yuanyuan, WEI Fangfang, CAI Songtao, LU Yan, ZENG Xianshun. Rhodamine 6G-based Chemosensor for the Visual Detection of Cu²⁺ and Fluorescent Detection of Hg²⁺ in Water[J]. 高等学校化学研究, 2014, 30(1): 32-36.
[5]	WANG Jin-e, WANG Cheng-ke, LIU Dian-jun and WANG Zhen-xin*. Lectin Conjugated Gold Nanoparticle-based Colorimetric Assay for Studying the Interactions of Antibiotic with Living Cell[J]. 高等学校化学研究, 2011, 27(2): 193-197.