Recent Progress in Fluorescent Probes for Adenosine Triphosphate Based on Small Organic Molecules
- Corresponding author: Zhang Jidong, akuzjd@aku.edu.cn
Citation:
Zhang Jidong, Zhang Jun, Yan Zhan, Xie Juanping. Recent Progress in Fluorescent Probes for Adenosine Triphosphate Based on Small Organic Molecules[J]. Chinese Journal of Organic Chemistry,
;2019, 39(11): 3051-3064.
doi:
10.6023/cjoc201905024
Knowles, J. R. Annu. Rev. Biochem. 1980, 49, 877.
doi: 10.1146/annurev.bi.49.070180.004305
Higgins, C. F.; Hiles, I. D.; Salmond, G. P. C.; Gill, D. R.; Downie, J. A.; Evans, I. J.; Holland, I. B.; Gray, L.; Buckel, S. D.; Bell, A. W.; Hermodson, M. A. Nature 1986, 323, 448.
doi: 10.1038/323448a0
Mishra, N. S.; Tuteja, R.; Tuteja, N. Arch. Biochem. Biophys. 2006, 452, 55.
doi: 10.1016/j.abb.2006.05.001
Ghosh, A.; Shrivastav, A.; Jose, D. A.; Mishra, S. K.; Chandrakanth, C. K.; Mishra, S.; Das, A. Anal. Chem. 2008, 80, 5312.
doi: 10.1021/ac8005022
Beyeh, N. K.; Diez, I.; Taimoory, S. M.; Meister, D.; Feig, A. I.; Trant, J. F.; Ras, R. H. A.; Rissanen, K. Chem. Sci. 2018, 9, 1358.
doi: 10.1039/C7SC05167K
Gao, M.; Yu, F.; Lv, C.; Choo, J.; Chen, L. Chem. Soc. Rev. 2017, 46, 2237.
doi: 10.1039/C6CS00908E
Umezawa, K.; Yoshida, M.; Kamiya, M.; Yamasoba, T.; Urano, Y. Nat. Chem. 2017, 9, 279.
doi: 10.1038/nchem.2648
You, L.; Zha, D.; Anslyn, E. V. Chem. Rev. 2015, 115, 7840.
doi: 10.1021/cr5005524
Buccella, D.; Horowitz, J. A.; Lippard, S. J. J. Am. Chem. Soc. 2011, 133, 4101.
doi: 10.1021/ja110907m
Zhou, Y.; Xu, Z.; Yoon, J. Chem. Soc. Rev. 2011, 40, 2222.
doi: 10.1039/c0cs00169d
Weitz, E. A.; Chang, J. Y.; Rosenfield, A. H.; Pierre, V. C. J. Am. Chem. Soc. 2012, 134, 16099.
doi: 10.1021/ja304373u
Lu, B.; Meng, S.; Feng, Y. Chin. J. Org. Chem. 2018, 38, 350 (in Chinese).
Qu, W.; Fang, H.; Huang, Q.; Zhang, Y.; Lin, Q.; Yao, H.; Wei, T. Chin. J. Org. Chem. 2019, 39, 1226 (in Chinese).
Li, J.; Chen, L.; Du, L.; Li, M. Chem. Soc. Rev. 2013, 42, 662.
doi: 10.1039/C2CS35249D
Fan, Y.; Wang, S.; Zhang, F. Angew. Chem. Int. Ed. 2019, 58, 13208.
doi: 10.1002/anie.201901964
Li, M.; Wang, Y.; Liu, G.; Lü, H.; Xing, G. Chin. J. Org. Chem. 2017, 37, 356 (in Chinese).
Kurishita, Y.; Kohira, T.; Ojida, A.; Hamachi, I. J. Am. Chem. Soc. 2010, 132, 13290.
doi: 10.1021/ja103615z
Wu, Y.; Wen, J.; Li, H.; Sun, S.; Xu, Y. Chin. Chem. Lett. 2017, 28, 1916.
doi: 10.1016/j.cclet.2017.09.032
Ojida, A.; Mito-oka, Y.; Sada, K.; Hamachi, I. J. Am. Chem. Soc. 2004, 126, 2454.
doi: 10.1021/ja038277x
Yamaguchi, S.; Yoshimura, I.; Kohira, T.; Tamaru, S.; Hamachi, I. J. Am. Chem. Soc. 2005, 127, 11835.
doi: 10.1021/ja052838y
Ojida, A.; Miyahara, Y.; Wongkongkatep, J.; Tamaru, S.; Sada, K.; Hamachi, T. Chem. Asian J. 2006, 1, 555.
doi: 10.1002/asia.200600137
Ojida, A.; Nonaka, H.; Miyahara, Y.; Tamaru, S.; Sada, K.; Hamachi, I. Angew. Chem. Int. Ed. 2006, 45, 5518.
doi: 10.1002/anie.200601315
Jose, D. A.; Mishra, S.; Ghosh, A.; Shrivastav, A.; Mishra, S. K.; Das, A. Org. Lett. 2007, 9, 1979.
doi: 10.1021/ol0705797
Mahato, P.; Ghosh, A.; Mishra, S. K.; Shrivastav, A.; Mishra, S.; Das, A. Inorg. Chem. 2011, 50, 4162.
doi: 10.1021/ic200223g
Duodu, E.; Kraskouskaya, D.; Gomez-Biagi, R. F.; Gunning, P. T. Analyst 2016, 141, 820.
doi: 10.1039/C5AN01414J
Butler, S. J. Chem. Eur. J. 2014, 20, 15768.
doi: 10.1002/chem.201404499
Minami, T.; Emami, F.; Nishiyabu, R.; Kubo, Y.; Anzenbacher, P. Jr. Chem. Commun. 2016, 52, 7838.
doi: 10.1039/C6CC02923J
Rao, A. S.; Kim, D.; Nam, H.; Jo, H.; Kim, K. H.; Ban, C.; Ahn, K. H. Chem. Commun. 2012, 48, 3206.
doi: 10.1039/c2cc17629g
Zhang, M.; Ma, W. J.; He, C.T.; Jiang, L.; Lu, T. B. Inorg. Chem. 2013, 52, 4873.
doi: 10.1021/ic302435g
Fang, W.; Liu, C.; Yu, F.; Liu, Y.; Li, Z.; Chen, L.; Bao, X.; Tu, T. ACS. Appl. Mater. Interfaces 2016, 8, 20583.
doi: 10.1021/acsami.6b05804
Moro, A. J.; Cywinski, P. J.; Korsten, S.; Mohr, G. J. Chem. Commun. 2010, 46, 1085.
doi: 10.1039/B919661G
Xu, Z.; Spring, D. R.; Yoon, J. Chem. Asian. J. 2011, 6, 2114.
doi: 10.1002/asia.201100120
Xu, Q.; Lv, H.; Lv, Z.; Liu, M.; Li, Y.; Wang, X.; Zhang, Y.; Xing, G. RSC Adv. 2014, 4, 47788.
doi: 10.1039/C4RA07923J
Strianese, M.; Milione, S.; Maranzana, A.; Grassi, A.; Pellecchia, C. Chem. Commun. 2012, 48, 11419.
doi: 10.1039/c2cc35730e
Patra, C.; Bhanja, A. K.; Mahapatra, A.; Mishra, S.; Saha, K. D.; Sinha, C. RSC Adv. 2016, 6, 76505.
doi: 10.1039/C6RA12369D
Kumari, N.; Zelder, F. Chem. Commun. 2015, 51, 17170.
doi: 10.1039/C5CC07413D
Kataev, E.; Arnold, R.; Rüffer, T.; Lang, H. Inorg. Chem. 2012, 51, 7948.
doi: 10.1021/ic300805q
Gao, Y. G.; Tang, Q.; Shi, Y. D.; Zhang, Y.; Lu, Z. L. Talanta 2016, 152, 438.
doi: 10.1016/j.talanta.2016.02.040
Xiao, L.; Sun, S.; Pei, Z.; Pei, Y.; Pang, Y.; Xu, Y. Biosens. Bioelectron. 2015, 65, 166.
doi: 10.1016/j.bios.2014.10.038
Zhang, X.; Jiang, Y.; Xiao, N. Chem. Commun. 2018, 54, 12812.
doi: 10.1039/C8CC06311G
Wu, H.; He, C.; Lin, Z.; Liu, Y.; Duan, C. Inorg. Chem. 2009, 48, 408.
doi: 10.1021/ic801350h
Liu, X.; Xu, J.; Lv, Y.; Wu, W.; Liu, W.; Tang, Y. Dalton. Trans. 2013, 42, 9840.
doi: 10.1039/c3dt50986a
Weitz, E. A.; Chang, J. Y.; Rosenfield, A. H.; Pierre, V. C. J. Am. Chem. Soc. 2012, 134, 16099.
doi: 10.1021/ja304373u
Shuvaev, S.; Fox, M. A.; Parker, D. Angew. Chem., Int. Ed. 2018, 57, 7488.
doi: 10.1002/anie.201801248
Mailhot, R.; Traviss-Pollard, T.; Pal, R.; Butler, S. J. Chem. Eur. J. 2018, 24, 10745.
doi: 10.1002/chem.201801008
Xu, Z.; Kim, S. K.; Yoon, J. Chem. Soc. Rev. 2010, 39, 1457.
doi: 10.1039/b918937h
Xu, Z.; Singh, N. J.; Lim, J.; Pan, J.; Kim, H. N.; Park, S.; Kim, K. K.; Yoon, J. J. Am. Chem. Soc. 2009, 131, 15528.
doi: 10.1021/ja906855a
Farshbaf, S.; Anzenbacher, P. Jr. Chem. Commun. 2019, 55, 1770.
doi: 10.1039/C8CC09857C
Luo, J.; Xie, Z.; Lam, J. W. Y.; Chen, L.; Chen, H.; Qiu, C.; Kwok, H. S.; Zhan, X.; Liu, Y.; Zhu, D.; Tang, B. Z. Chem. Commun. 2001, 1740.
Kwok, R. T.; Leung, C. W.; Lam, J. W.; Tang, B. Z. Chem. Soc. Rev. 2015, 44, 4228.
doi: 10.1039/C4CS00325J
Xu, W.; Lee, M. M. S.; Zhang, Z.; Sung, H. H. Y.; Williams, I. D.; Kwok, R. T. K.; Lam, J. W. Y.; Wang, D.; Tang, B. Z. Chem. Sci. 2019, 10, 3494.
doi: 10.1039/C8SC05805A
Li, X.; Guo, X.; Cao, L.; Xun, Z.; Wang, S.; Li, S.; Li, Y.; Yang, G. Angew. Chem. Int. Ed. 2014, 53, 7809.
doi: 10.1002/anie.201403918
Yang, Y.; Wang, X.; Cui, Q.; Cao, Q.; Li, L. ACS. Appl. Mater. Interfaces. 2016, 8, 7440.
doi: 10.1021/acsami.6b00065
Cheng, L.; Zhang, H.; Dong, Y.; Zhao, Y.; Yu, Y.; Cao, L. Chem. Commun. 2019, 55, 2372.
doi: 10.1039/C9CC00599D
Jiang, G.; Zhu, W.; Chen, Q.; Shi, A.; Wu, Y.; Zhang, G.; Li, X.; Li, Y.; Fan, X.; Wang, J. Analyst 2017, 142, 4388.
doi: 10.1039/C7AN01336A
Noguchi, T.; Shiraki, T.; Dawn, A.; Tsuchiya, Y.; Lien, L. T. N.; Yamamoto, T.; Shinkai, S. Chem. Commun. 2012, 48, 8090.
doi: 10.1039/c2cc33262k
Maity, D.; Li, M.; Ehlers, M.; Schmuck, C. Chem. Commun. 2016, 53, 208.
Tan, K. Y.; Li, C. Y.; Li, Y. F.; Fei, J.; Yang, B.; Fu, Y. J.; Li, F. Anal. Chem. 2017, 89, 1749.
doi: 10.1021/acs.analchem.6b04020
Tang, J. L.; Li, C. Y.; Li, Y. F.; Zou, C. X. Chem. Commun. 2014, 50, 15411.
doi: 10.1039/C4CC08044K
Fang, Y.; Shi, W.; Hu, Y.; Li, X.; Ma, H. Chem. Commun. 2018, 54, 5454.
doi: 10.1039/C8CC02209G
Wang, L.; Yuan, L.; Zeng, X.; Peng, J.; Ni, Y.; Er, J. C.; Xu, W.; Agrawalla, B. K.; Su, D.; Kim, B.; Chang, Y. T. Angew. Chem. Int. Ed. 2016, 55, 1773.
doi: 10.1002/anie.201510003
Das, S.; Sarkar, H. S.; Uddin, M. R.; Rissanen, K.; Madal, S.; Sahoo, P. Chem. Commun. 2017, 53, 7600.
doi: 10.1039/C7CC02935G
Liu, Y.; Lee, D.; Wu, D.; Swamy, K. M. K.; Yoon, J. Sensors Actuators, B 2018, 265, 429.
doi: 10.1016/j.snb.2018.03.081
Zhang, P.; Zhu, M.; Luo, H.; Zhang, Q.; Guo, L. E.; Li, Z.; Jiang, Y. B. Anal. Chem. 2017, 89, 6210.
doi: 10.1021/acs.analchem.7b01175
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