光谱学与光谱分析 |
|
|
|
|
|
The Ion Identification and Molecular Logic Gate of a Thiacalix[4]arene Fluorescent Probe |
WU Fu-yong1, YU Mei1, MU Lan1, ZENG Xi1*, WANG Rui-xiao1, Takehiko Yamato2 |
1. Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025, China 2. Department of Applied Chemistry, Faculty of Science and Engineering, Saga University, Honjo-machi 1, Saga 840-8502, Japan |
|
|
Abstract A disubstituted phthalimide-based thiacalix[4] arene derivative (probe s1) was synthesized from cone 1,3-thiacalix[4] arene and hydroxyethyl phthalimide, with benzyl appended the lower edge of thiacalix[4]-arene by triazole ring in the 2,4 position. The relative fluorescence quantum yield of probe s1 is 0.43 in CH3CN solvent. The strong fluorescence emission of probe s1 at 390 nm wavelength can be selectively quenched by Fe3+ in DMF/H2O solution. Similarly, the presence of I- also induced a significant fluorescence quenching of probe s1 at 310 nm wavelength in CH3CN solution. Spectral titration and isothermal titration calorimetry were showed that probe s1 with Fe3+ or I- both form 1∶1 complexes, the binding constants up to 105 and coordinate process were spontaneous. The linear ranges of fluorescence detect Fe3+ or I- were 1.0×10-7~1.6×10-4 mol·L-1 and 1.0×10-7~8.5×10-5 mol·L-1, detection limits were up to 2.30×10-8 mol·L-1 and 1.17×10-8 mol·L-1, respectively. Meanwhile, take advantage of identification and coordination action, a logic circuit constructed at the molecular level by controlling two input signals of Fe3+ and F-, which causing probe s1 cycling of fluorescence emission or quenching. IR spectrum speculated that the nitrogen atoms of triazole groups are involved in the complexation with Fe3+, while the hydrogen atoms of triazole groups were complexed with I- by hydrogen bonding.
|
Received: 2014-09-19
Accepted: 2014-12-19
|
|
Corresponding Authors:
ZENG Xi
E-mail: sci.lmou@gzu.edu.cn
|
|
[1] Kumar M, Kumar R, Bhalla V. Chem. Commun., 2009, 65:7384. [2] Kumar M, Babu J N, Bhalla V, et al. Inorganic Chemistry Communications, 2009, 12:332. [3] Kumar M, Kumar N, Bhalla V. Dalton Trans., 2011, 40:5170. [4] Kumar M, Kumar R, Bhalla V, et al. Dalton Trans., 2012, 41:408. [5] Fu Y, Mu L, Zeng X, et al. Dalton Trans., 2013, 42:3552. [6] Balzani V, Credi A, Venturi M. Molecular Devices and Molecular Machine(分子器件与分子机器). Beijing:Chemical Industry Press(北京: 化学工业出版社), 2005 1. [7] Zhao D, Chen C C, Yu C L, et al., J. Phys, Chem. C, 2009, 113:13160. [8] Kumar M, Dhir A, and Bhalla V. Org. Lett., 2009, 11(12):2567. [9] Ni X L, Zeng X, Redshaw C, et al. J. Org. Chem., 2011, 76:5696. [10] Tomiyasu H, Jin C C, Ni X L, et al. Org. Biomol. Chem., 2014, 12:4917. [11] Kumar R, Bhalla V, Kumar M, et al. Dalton Trans., 2013, 42:8808. [12] Sharma N, Reja S I, Bhalla V. et al. J. Name., 2013, 00:1. [13] XU Liang-zheng, LIU Zhi-wei, LIU Hui-na, et al(许良政,刘志伟,刘惠娜,等). Scientia Agricultura Sinica(中国农业科学), 2008, 41(6):1865. [14] Antonio M P, Vanessa R H, Pilar B B. J. Anal. At. Spectrom., 2011, 26:2107. [15] Ma Gui-bing, Gao fei, Ren Bing-zhi, et al. Acta Chimica Sinica, 1995, 53(12):1193. |
[1] |
YI Min-na1, 2, 3, CAO Hui-min1, 2, 3*, LI Shuang-na-si1, 2, 3, ZHANG Zhu-shan-ying1, 2, 3, ZHU Chun-nan1, 2, 3. A Novel Dual Emission Carbon Point Ratio Fluorescent Probe for Rapid Detection of Lead Ions[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(12): 3788-3793. |
[2] |
HE Yan-ping, WANG Xin, LI Hao-yang, LI Dong, CHEN Jin-quan, XU Jian-hua*. Room Temperature Synthesis of Polychromatic Tunable Luminescent Carbon Dots and Its Application in Sensitive Detection of Hemoglobin[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(11): 3365-3371. |
[3] |
LENG Jun-qiang, LAN Xin-yu, JIANG Wen-shuo, XIAO Jia-yue, LIU Tian-xin, LIU Zhen-bo*. Molecular Fluorescent Probe for Detection of Metal Ions[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(07): 2002-2011. |
[4] |
QIAN Duo, SU Wen-en, LIU Zhi-yuan, GAO Xiao-yu, YI Yu-xin, HU Cong-cong, LIU Bin, YANG Sheng-yuan*. Soy Protein Gold Nanocluster as an “Off-On” Fluorescent Probe for the Detection of Bacillus Anthracis Biomarkers DPA[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(06): 1815-1820. |
[5] |
ZHOU Ao1, 2, YUE Zheng-bo1, 2, LIU A-zuan1, 2, GAO Yi-jun3, WANG Shao-ping3, CHUAI Xin3, DENG Rui1, WANG Jin1, 2*. Spectral Analysis of Extracellular Polymers During Iron Dissimilar
Reduction by Salt-Tolerant Shewanella Aquimarina[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(04): 1320-1328. |
[6] |
ZHENG Li-zhen1, 2, CHENG Cong2, MA Wen-hua2, WANG Zhuo-rui2, HU Dao-dao2*. Online Detection of Water Forms and Moisture Volatilization Behavior in Earthen Relics Based on FE Fluorescence Probe[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(02): 383-388. |
[7] |
LÜ Chun-qiu1, SI Lu-lu1, PAN Zhao-jin2, LIANG Yang-lin1, LIAO Xiu-fen2, CHEN Cong-jin2*. Fast and Ratiometric Detection of Dimethoate Via the Dual- Emission Center Nitrogen-Doped Carbon Quantum Dots[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(02): 468-474. |
[8] |
ZHAI Yan-ke1, PAN Yi-xing1, XIANG Hao1, XU Li1*, ZHU Ze-ce2, LEI Mi1. Coordination Interaction of DSAZn With Quercetin and High Sensitivity Detection of Quercetin[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(01): 122-128. |
[9] |
SONG Jiang-tao, YUAN Yue-hua, ZHU Yong-jun, WANG Yu-zhen, TIAN Mao-zhong*, FENG Feng*. Research Progress of Near-Infrared Fluorescent Probes for Hydrogen Sulfide[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2022, 42(11): 3321-3329. |
[10] |
XU Yi-fei, LIU Lu, SHI Shi-kao*, WANG Yue, PAN Yu-jing, MA Xing-wei. Spectroscopic Properties of Carbon Quantum Dots Prepared From Persimmon Leaves and Fluorescent Probe to Fe3+ Ions[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2022, 42(08): 2418-2422. |
[11] |
WAN Xiao-ming1, 2, ZENG Wei-bin1, 2, LEI Mei1, 2, CHEN Tong-bin1, 2. Micro-Distribution of Elements and Speciation of Arsenic in the Sporangium of Pteris Vittata[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2022, 42(02): 478-482. |
[12] |
LI Meng-yao1, 2, WANG Shu-ya1, XIE Yun-feng1, LIU Yun-guo3*, ZHAI Chen1*. Detection of Protease Deterioration Factor in Tomato by Fluorescence Sensor Array[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2020, 40(11): 3477-3482. |
[13] |
YE Jia-wen1, CHANG Jing-jing1*, GENG Yi-jia2, CUI Yuan1*, XU Shu-ping2, XU Wei-qing2, CHEN Qi-dan3. Detection of I- in Water by the Hg2+@CDs Fluorescent Sensor[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2020, 40(11): 3489-3493. |
[14] |
JIA Hui-jie, ZHU Ning, GAO Yuan-yuan, WANG Ya-qi, SUO Quan-ling*. Effect of Substituent Structure of Benzothiazole Probe on Recognition to Metal Ion[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2020, 40(11): 3594-3598. |
[15] |
ZHU Dan-dan1, 2, QU Peng2*, SUN Chuang2, YANG Yuan2, LIU Dao-sheng1*, SHEN Qi3, HAO Yuan-qiang2*. A Benzothiazole-Based Long-Wavelength Fluorescent Probe for Dual-Response to Viscosity and H2O2[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2020, 40(06): 1775-1779. |
|
|
|
|