Naphthol-Based Shiff Base as a Selective Fluorescent Probe for Detecting Zn2+ in Living Cells
- Corresponding author: GUO Yuan, guoyuan@nwu.edu.cn
Citation:
CHEN Bang, WANG Shao-Jing, SONG Zhan-Ke, GUO Yuan. Naphthol-Based Shiff Base as a Selective Fluorescent Probe for Detecting Zn2+ in Living Cells[J]. Chinese Journal of Inorganic Chemistry,
;2017, 33(10): 1722-1730.
doi:
10.11862/CJIC.2017.227
Bouain N, Shahzad Z, Rouached A, et al. J. Exp. Bot., 2014, 65:5725-5741
doi: 10.1093/jxb/eru314
El-Hallag I S. J. Chil. Chem. Soc., 2010, 55:67-73
Frommer G, Vorbruggen G, Pasca G, et al. EMBO J., 1996, 15:1642-1649
WAN Dan-Dan, SU Guang-Yu, XU Zi-Hua, et al. Chinese J. Inorg. Chem., 2008, 24:1253-1260
Chen J R, Teo K C. Anal. Chim. Acta, 2001, 450:215-222
doi: 10.1016/S0003-2670(01)01367-8
Monasterios C V, Jones A M, Salin E D, et al. Anal. Chem., 1986, 58:780-785
doi: 10.1021/ac00295a029
Oliveira P R D, Lamy-Mendes A C, Gogola J L, et al. Electrochim. Acta, 2015, 151:525-530
doi: 10.1016/j.electacta.2014.11.057
Zhang L L, Zhu H K, Zhao C C, et al. Chin. Chem. Lett., 2017, 28:218-221
doi: 10.1016/j.cclet.2016.07.008
WANG Wei-Na, ZHENG Yuan-Mei, CHEN Xue-Mei. Chinese J. Inorg. Chem., 2014, 30:872-878
Liu J, Lin Q, Yao H, et al. Chin. Chem. Lett., 2014, 25:35-38
doi: 10.1016/j.cclet.2013.10.026
WU Yu-Fang, CUI Ying-Na, LI Shen-Min, et al. Chinese J. Inorg. Chem., 2012, 28:910-914
Gan X P, Sun P, Li H, et al. Biosens. Bioelectron., 2016, 86:393-397
doi: 10.1016/j.bios.2016.06.087
Liu H Y, Dong Y S, Zhang B B, et al. Sens. Actuators, B, 2016, 234:616-624
doi: 10.1016/j.snb.2016.04.175
Jia M Y, Wang Y, Liu Y, et al. Biosens. Bioelectron., 2016, 85:515-521
doi: 10.1016/j.bios.2016.05.029
LIU Min, TAN Hui-Long, LIU Zhi-Guo, et al. Chin. J. Org. Chem., 2013, 33:1655-1667
Qin J C, Wang B D, Yang Z Y, et al. Sens. Actuators, B, 2016, 224:892-898
doi: 10.1016/j.snb.2015.10.110
Chen Y C, Bai Y, Han Z, et al. Chem. Soc. Rev., 2015, 44:4517-4546
doi: 10.1039/C5CS00005J
Roy N, Nath S, Dutta A, et al. RSC Adv., 2016, 6:63837-63847
doi: 10.1039/C6RA12217E
LI Chang-Wei, YANG Dong, YIN Bing, et al. Chin. J. Org. Chem., 2016, 36:787-794
Nie J, Li N, Ni Z H, et al. Tetrahedron Lett., 2017, 58:1980-1984
doi: 10.1016/j.tetlet.2017.04.027
Zhu J L, Zhang Y H, Chen Y H, et al. Tetrahedron Lett., 2017, 58:365-370
doi: 10.1016/j.tetlet.2016.12.041
ZHANG Chang-Li, TIAN Jia-Jin, SHAO Yang, et al. Chinese J. Inorg. Chem., 2016, 32:2069-2074
Erdemir S, Yuksekogul M, Karakurt S, et al. Sens. Actuators, B, 2017, 241:230-238
doi: 10.1016/j.snb.2016.10.082
Gao Y, Liu H M, Li P, et al. Tetrahedron Lett., 2017, 58:2193-2198
doi: 10.1016/j.tetlet.2017.04.054
Ponnuvel K, Kumar M, Padmini V. Sens. Actuators, B, 2016, 227:242-247
doi: 10.1016/j.snb.2015.12.017
An J M, Yan M H, Yang Z Y, et al. Dyes Pigm., 2013, 99:1-5
doi: 10.1016/j.dyepig.2013.04.018
Cao J, Zhao C C, Wang X Z, et al. Chem. Commun., 2012, 48:9897-9899
doi: 10.1039/c2cc35080g
Ye J, Xiong J, Sun R C. Carbohydr. Polym., 2012, 88:1420-1424
doi: 10.1016/j.carbpol.2012.02.030
Chen X Q, Pradhan T, Wang F, et al. Chem. Rev., 2012, 112:1910-1956
doi: 10.1021/cr200201z
FAN Jiang-Li, XU Qun-Li, ZHU Hao, et al. Chin. J. Org. Chem., 2014, 34:1623-1629
Sheldrick G M. SHELX-97, Program for the Solution and the Refinement of Crystal Structures, University of Göttingen, Germany, 1997.
QIU Lin, JI Yi-Fan, ZHU Cheng-Cheng, et al. Chinese J. Inorg. Chem., 2014, 30:169-178
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Insert figure: the linear relationships of (a) BMO and (b) NBMO towards Zn2+ (below 20 μmol·L-1)
Total concentration of probe and Zn2+ were kept constant at 20 μmol·L-1
Concentration of Zn2+ was 20 μmol·L-1; that of all the other metal ions was 40 μmol·L-1
Pixel intensity from image row 1 is defined as 1.0; λex=405 nm, λem=410~550 nm, scale bar=20 μm