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双丹酰基组氨酸作为Fe3+荧光探针的研究

邓乐芳 苏晓萍 李敏 古雯蕾 马立军

邓乐芳, 苏晓萍, 李敏, 古雯蕾, 马立军. 双丹酰基组氨酸作为Fe3+荧光探针的研究[J]. 华南师范大学学报(自然科学版), 2019, 51(4): 26-31. doi: 10.6054/j.jscnun.2019060
引用本文: 邓乐芳, 苏晓萍, 李敏, 古雯蕾, 马立军. 双丹酰基组氨酸作为Fe3+荧光探针的研究[J]. 华南师范大学学报(自然科学版), 2019, 51(4): 26-31. doi: 10.6054/j.jscnun.2019060
DENG Lefang, SU Xiaoping, LI Min, GU Wenlei, MA Lijun. A Study of Fluorescent Probe for Fe3+ Based on Didansyl-Histidine[J]. Journal of South China normal University (Natural Science Edition), 2019, 51(4): 26-31. doi: 10.6054/j.jscnun.2019060
Citation: DENG Lefang, SU Xiaoping, LI Min, GU Wenlei, MA Lijun. A Study of Fluorescent Probe for Fe3+ Based on Didansyl-Histidine[J]. Journal of South China normal University (Natural Science Edition), 2019, 51(4): 26-31. doi: 10.6054/j.jscnun.2019060

双丹酰基组氨酸作为Fe3+荧光探针的研究

doi: 10.6054/j.jscnun.2019060
基金项目: 

广东省自然科学基金项目 2015A030313392

广州市科技计划资助项目 2018J2200342

详细信息
    通讯作者:

    马立军,副教授,Email:mlj898021@scnu.edu.cn

  • 中图分类号: TN27

A Study of Fluorescent Probe for Fe3+ Based on Didansyl-Histidine

  • 摘要: 以丹磺酰基为荧光基团、以组氨酸为识别基团,设计并合成了一种识别Fe3+的双丹酰基组氨酸(DHD)荧光探针.通过核磁共振波谱、质谱、紫外-可见吸收光谱、荧光光谱等对产物进行了表征和识别性能的研究.结果表明:探针分子能够在水溶液中以物质的量1 : 1的结合比荧光识别Fe3+,表现出高灵敏度和高选择性,且具有很强的抗离子干扰能力和荧光恢复能力.
  • 图  1  探针分子DHD的合成路线

    Figure  1.  The route of DHD synthesis

    图  2  DHD在氘代氯仿中的核磁及其在乙腈中的质谱

    Figure  2.  The 1H NMR spectra of DHD in CDCl3 and the ESI-MS mass spectra of DHD in CH3CN

    图  3  DHD溶液中加入不同浓度Fe3+时的UV-Vis光谱

    Figure  3.  The UV-Vis spectra of DHD upon addition of various amounts of Fe3+

    图  4  在pH=5.0的DHD (2.0 μmol/L)中梯度添加Fe3+的荧光光谱

    注:插图为在波长为365 nm的紫外光下,pH=5.0的DHD (2.0 μmol/L)溶液(a)和DHD+Fe3+(b)溶液的荧光照片.

    Figure  4.  The fluorescence spectra of DHD (2.0 μmol/L) in pH=5.0 solution upon addition of various amounts of Fe3+

    图  5  DHD (2.0 μmol/L)水溶液滴加不同金属离子后的荧光发射峰强度

    Figure  5.  The fluorescence intensity of DHD (2.0 μmol/L) in the presence of various metal ions

    图  6  DHD与Fe3+混合溶液的荧光峰强度差的变化

    Figure  6.  The fluorescence intensity changes of DHD and Fe3+ solution

    图  7  DHD和Fe3+结合比按Hildebrand-Bebesi方程的拟合

    Figure  7.  The estimation of binding constant for DHD and Fe3+ based on the Hildebrand-Bebesi equation

    图  8  其他金属离子对DHD识别Fe3+的干扰性

    注:DHD为滴加等体积H2O;Fe为滴加Fe3+、H2O;Fe(2)为滴加2次Fe3+;其他金属离子样品为滴加Fe3+、Mn+.

    Figure  8.  The interference of other metal ions with DHD recognition of Fe3+

    图  9  在DHD溶液中滴加FeCl3和Na3PO4的荧光光谱

    Figure  9.  The fluorescence spectra of DHD upon addition of FeCl3 and Na3PO4

    图  10  不同pH的DHD溶液加入FeCl3后荧光峰的强度差

    注:I0代表无Fe3+存在时DHD的荧光强度,I代表有Fe3+存在时DHD的荧光强度.

    Figure  10.  The fluorescence intensity of DHD solution with different pH values upon FeCl3 addition

  • [1] 孟文斐.新型罗丹明类荧光探针的设计合成及对Fe(3+)的识别研究[D].西安: 西北大学, 2014. http://cdmd.cnki.com.cn/Article/CDMD-10697-1014254404.htm

    MENG W P. Design and synthesis of a novel Rhodamine fluorescent probe and its recognition to Fe3+ ions[D]. Xi'an: Northwest University, 2014. http://cdmd.cnki.com.cn/Article/CDMD-10697-1014254404.htm
    [2] 陈雨.新型聚集诱导荧光探针的设计、合成及其对Fe3+、Ag+识别性能研究[D].南京: 南京理工大学, 2013. http://cdmd.cnki.com.cn/Article/CDMD-10288-1013167119.htm

    CHEN Y. Synthesis and testing of new rationmetric Ag+, Fe3+ fluorescence probe based on AIE[D]. Nanjing: Nanjing University of Science and Technology, 2013. http://cdmd.cnki.com.cn/Article/CDMD-10288-1013167119.htm
    [3] MENG X, ZHANG X, YAO J, et al. Fluorescence and fluorescence imaging of two Schiff derivatives sensitive to Fe3+ induced by single and two-photon excitation[J]. Sensors & Actuators B:Chemical, 2013, 176(1):488-496. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=64ade03dce7a3ab4f5eaae203553d1bb
    [4] 张荣.芳基吡啶类荧光探针的设计合成与性能研究[D].长沙: 湖南大学, 2010. http://cdmd.cnki.com.cn/Article/CDMD-10532-2010238570.htm

    ZHANG R.(Pyridin-2-ylmethyl) arylamine derivatives fluorescent proboes' synthesis and research of their Properties[D]. Changsha: Hunan University, 2010. http://cdmd.cnki.com.cn/Article/CDMD-10532-2010238570.htm
    [5] CHEN Z, LU D, ZHANG G, et al. Glutathione capped silver nanoclusters-based fluorescent probe for highly sensitive detection of Fe3+[J]. Sensors & Actuators B:Chemical, 2014, 202(4):631-637. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=b005881d862f8da4e3e00e749e1a6350
    [6] LONG L, ZHOU L, WANG L, et al. A ratiometric fluorescent probe for iron(Ⅲ) and its application for detection of iron(Ⅲ) in human blood serum[J]. Analytica Chimica Acta, 2014, 812:145-151. doi: 10.1016/j.aca.2013.12.024
    [7] SHARMA N, REJA S I, GUPTA N V, et al. A highly selective fluorescent probe for Fe3+ in living cells: a stress induced cell based model study[J]. Organic & Biomole-cular Chemistry, 2017, 15:1006-1012.
    [8] 刘坚.新型Fe3+聚集诱导荧光分子探针的合成及性能研究[D].南京: 南京理工大学, 2014. http://cdmd.cnki.com.cn/Article/CDMD-10288-1014176850.htm

    LIU J. Novel fluorescence probe for Fe3+ based on aggregation-induced emission[D]. Nanjing: Nanjing University of Science and Technology, 2014. http://cdmd.cnki.com.cn/Article/CDMD-10288-1014176850.htm
    [9] TIRTOM V N, ERBAS S C, BIREL O, et al. Iron(Ⅲ) selective fluorescence probe based on perylene tetracarboxylic diimide[J]. Journal of Analytical Chemistry, 2014, 69(9):856-863. doi: 10.1134/S1061934814090123
    [10] SYAL A, SUD D. Development of highly selective novel fluorescence quenching probe based on Bi2S3-TiO2 nanoparticles for sensing the Fe(Ⅲ)[J]. Sensors and Actuators B: Chemical, 2018:266:1-8. https://www.sciencedirect.com/science/article/abs/pii/S0925400518306026
    [11] SU Y, QI L, MU X, et al. Fluorescent probe for sensing ferric ions in bean sprouts based on L-histidine-stabilized gold nanoclusters[J]. Analytical Methods, 2015, 7:684-689. doi: 10.1039/C4AY02186J
    [12] CHEN X, ZHAO Q, ZOU W, et al. A colorimetric Fe3+ sensor based on an anionic poly (3, 4-propylenedioxythiophene) derivative[J]. Sensors & Actuators B:Chemical, 2017, 244:891-896.
    [13] GHOSH A, TALUKDAR S, GHOSH K, et al. Colorime-tric and fluorescence recognition of tryptophan and histidine using phthalaldehyde based probe: experimental, computational, cell imaging and fish tissue analysis[J]. RSC Advances, 2014, 4:55286-55289. doi: 10.1039/C4RA10158H
    [14] MA L J, CAO W, LIU J, et al. Chromium (Ⅲ) ion-selective "turn-on" and ratiometric probe based on the asparagine bearing dansyl group in aqueous solutions[J]. Sensors & Actuators B:Chemical, 2013, 181:782-786. https://www.sciencedirect.com/science/article/abs/pii/S0925400513001202
    [15] ZHANG M, ZHENG S, MA L, et al. Dansyl-8-aminoquinoline as a sensitive pH fluorescent probe with dual-responsive ranges in aqueous solutions[J]. Spectrochimica Acta A:Molecular & Biomolecular Spectroscopy, 2013, 124:682-686. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=e3d47be58a4a25f340503cea74e0d8be
    [16] 陈嘉韵, 潘珺仪, 陈志, 等.一种喹啉类Zn2+荧光比率型探针[J].华南师范大学学报(自然科学版), 2017, 49(2):56-60. http://d.old.wanfangdata.com.cn/Periodical/hnsfdx201702011

    CHEN J Y, PAN J Y, CHEN Z, et al. Ratiometric fluorescent probe based on a ouinoline for Zn2+[J]. Journal of South China Normal University(Natural Science Edition), 2017, 49(2):56-60. http://d.old.wanfangdata.com.cn/Periodical/hnsfdx201702011
    [17] SUSHIL K, DWIVEDI R C, GUPTA R A, et al. Smart PET based organic scaffold exhibiting bright "turn-on" green fluorescence to detect Fe3+ ion: live cell imaging and logic implication[J]. Journal of Photochemistry and Photobiology A: Chemistry, 2018, 358:157-166. doi: 10.1016/j.jphotochem.2018.03.011
    [18] 唐健, 沈靖文, 贾树岩, 等.一种组氨酸修饰的芘类Hg2+荧光探针[J].华南师范大学学报(自然科学版), 2016, 48(4):40-44. http://d.old.wanfangdata.com.cn/Periodical/hnsfdx201604008

    TANG J, SHEN J W, JIA S Y, et al. A fluorescent probe based on Histidine modified Pyrene for Hg2+[J]. Journal of South China Normal University(Natural Science Edition), 2017, 49(2):56-60. http://d.old.wanfangdata.com.cn/Periodical/hnsfdx201604008
    [19] ZHAO B, LIU T, FANG Y, et al. Two"turn-off"Schiff base fluorescence sensors based on phenanthro[9, 10-d] imidazole-coumarin derivatives for Fe3+ in aqueous solution[J]. Tetrahedron Letters, 2016, 39(57): 4417-4423. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=0f1f079bacb8e026b45b9fb300deffee
    [20] ZHANG M, ZHOU X, TANG J, et al. Pyrene excimer-based fluorescent sensor for detection and removal of Fe3+ and Pb2+ from aqueous solutions[J]. Spectrochimica Acta A:Molecular & Biomolecular Spectroscopy, 2017, 173:235-240. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=96247194f7c3be44010f8ab1afc59b90
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  • 收稿日期:  2018-05-18
  • 刊出日期:  2019-08-25

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