Citation: Xu Zhiqiang, Chen Jianhua, Hu Lin-Li, Tan Ying, Liu Sheng-Hua, Yin Jun. Recent advances in formaldehyde-responsive fluorescent probes[J]. Chinese Chemical Letters, ;2017, 28(10): 1935-1942. doi: 10.1016/j.cclet.2017.07.018 shu

Recent advances in formaldehyde-responsive fluorescent probes

Xu Zhiqiang ^c ,
Chen Jianhua ^c ,
Hu Lin-Li ^a,, ,
Tan Ying ^b,, ,
Liu Sheng-Hua ^c ,
Yin Jun ^b,c,,

a.
College of Chemistry Environmental Engineering, Yangtze University, Jingzhou 434023, China
b.
The State Key Laboratory Breeding Base-Shenzhen Key Laboratory of Chemical Biology, Graduate School at Shenzhen, Tsinghua University, Shenzhen 518055, China
c.
Key Laboratory of Pesticide and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, China

Corresponding author: Hu Lin-Li, hulinli@yangtzeu.edu.cn Tan Ying, tan.ying@sz.tsinghua.edu.cn Yin Jun, yinj@mail.ccnu.edu.cn
Received Date: 25 June 2017
Revised Date: 10 July 2017
Accepted Date: 14 July 2017
Available Online: 19 October 2017

Figures(19)

Formaldehyde, as one of the simplest reactive carbonyl species (RCS), is regarded as a potential carcinogen and a sick house syndrome gas. Recent studies have shown that abnormally high levels of formaldehyde may result in cognitive decline and spatial memory deficits, asthmatic symptoms, Alzheimer's disease, and cancer. Due to the harmfulness of high levels of formaldehyde in nature and humans, it is of great significance to further elucidate the roles and functions of formaldehyde by a non-invasive detection approach. Fluorescence imaging has become a powerful and popular tool in monitoring bio-species owing to their high sensitivity and selectivity, excellent spatiotemporal resolution and non-invasion nature. Therefore, fluorescent probes are widely applied to track and detect formaldehyde in vitro and in vivo which have attracted more and more interest recently. This review focuses on various strategies to design the fluorescent probes for detecting formaldehyde based on different recognition groups.
- Formaldehyde,
- Fluorescent probes,
- Bioimaging application,
- Sensing mechanism
1. [1]
  Y.M. Zhang, Y.T. Lin, J.L. Chen, et al., Sens. Actuators B 190(2014) 171-176. doi: 10.1016/j.snb.2013.08.046
2. [2]
  S.E. Sayed, L. Pascual, M. Licchelli, et al., ACS Appl. Mater. Interfaces 8(2016) 14318-14322. doi: 10.1021/acsami.6b03224
3. [3]
  P. Wahed, M.A. Razzaq, S. Dharmapuri, M. Corrales, Food Chem. 202(2016) 476-483. doi: 10.1016/j.foodchem.2016.01.136
4. [4]
  T. Salthammer, S. Mentese, R. Marutzky, Chem. Rev. 110(2010) 2536-2572. doi: 10.1021/cr800399g
5. [5]
  Q. Zhang, M. Shao, Y. Li, et al., Chin. Chem. Lett. 23(2012) 1059-1062. doi: 10.1016/j.cclet.2012.06.015
6. [6]
  K. Lu, S. Craft, J. Nakamura, B.C. Moeller, J.A. Swenberg, Chem. Res. Toxicol. 25(2012) 664-675. doi: 10.1021/tx200426b
7. [7]
  Z. Tong, C. Han, W. Luo, et al., Sci. Rep. 3(2013) 1807-1815. doi: 10.1038/srep01807
8. [8]
  A. Allouch, M. Guglielmino, P. Bernhardt, C.A. Serra, S.L. Calvé, Sens. Actuators B 181(2013) 551-558. doi: 10.1016/j.snb.2013.02.043
9. [9]
  M.A. Ogunwale, M. Li, M.V.R. Raju, et al., ACS Omega 2(2017) 1207-1214. doi: 10.1021/acsomega.6b00489
10. [10]
  Z.J. Wang, J.B. Yang, G.P. Li, et al., Chin. J. Anal. Chem. 44(2016) 1193-1199. doi: 10.1016/S1872-2040(16)60949-0
11. [11]
  L. Chen, H. Jin, H. Xu, et al., J. Agric. Food Chem. 57(2009) 3989-3994. doi: 10.1021/jf900136x
12. [12]
  J. Yin, Y. Hu, J. Yoon, et al., Chem. Soc. Rev. 44(2015) 4484-4486. doi: 10.1039/C5CS90065D
13. [13]
  M. Cao, H. Chen, D. Chen, et al., Chem. Commun. 52(2016) 721-724. doi: 10.1039/C5CC08328A
14. [14]
  S. Wu, Y.J. Wei, Y.B. Wang, et al., Chin. Chem. Lett. 25(2014) 93-98. doi: 10.1016/j.cclet.2013.10.005
15. [15]
  Y. Zhang, H. Chen, D. Chen, et al., Sens. Actuators B 224(2016) 907-914. doi: 10.1016/j.snb.2015.11.018
16. [16]
  J. Yin, Y. Kwon, D. Kim, et al., J. Am. Chem. Soc. 136(2014) 5351-5358. doi: 10.1021/ja412628z
17. [17]
  J. Yin, Y. Kwon, D. Kim, et al., Nat. Protoc. 10(2015) 1742-1754. doi: 10.1038/nprot.2015.109
18. [18]
  Q. Liu, L. Xue, D.J. Zhu, G.P. Li, H. Jian, Chin. Chem. Lett. 25(2014) 19-23. doi: 10.1016/j.cclet.2013.11.024
19. [19]
  D. Wu, Y. Shen, J. Chen, et al., Chin. Chem. Lett. 28(2017), doi:http://dx.doi.org/10.1016/j.cclet.2017.07.004. doi: 10.1016/j.cclet.2017.07.004
20. [20]
  K.J. Bruemmer, T.F. Brewer, C.J. Chang, Curr. Opin. Chem. Biol. 39(2017) 17-23. doi: 10.1016/j.cbpa.2017.04.010
21. [21]
  J. Chan, S.C. Dodani, C.J. Chang, Nature Chem. 4(2012) 973-984. doi: 10.1038/nchem.1500
22. [22]
  X. Chen, T. Pradhan, F. Wang, J.S. Kim, J. Yoon, Chem. Rev.112(2012) 1910-1956. doi: 10.1021/cr200201z
23. [23]
  H. Song, S. Rajendiran, N. Kim, et al., Tetrahedron Lett. 53(2012) 4913-4916. doi: 10.1016/j.tetlet.2012.06.117
24. [24]
  W. Zhou, H. Dong, H. Yan, et al., Sens. Actuators B 209(2015) 664-669. doi: 10.1016/j.snb.2014.12.043
25. [25]
  Z. Li, Z. Xue, Z. Wu, J. Han, S. Han, et al., Org. Biomol. Chem. 9(2011) 7652-7654. doi: 10.1039/c1ob06448g
26. [26]
  L. He, X. Yang, M. Ren, et al., Chem. Commun. 52(2016) 9582-9585. doi: 10.1039/C6CC04254F
27. [27]
  C. Liu, X. Jiao, S. He, L. Zhao, X. Zeng, Dyes Pigm. 138(2017) 23-29. doi: 10.1016/j.dyepig.2016.11.020
28. [28]
  C. Liu, C. Shi, H. Li, et al., Sens. Actuators B 219(2015) 185-191. doi: 10.1016/j.snb.2015.04.131
29. [29]
  B. Dong, X. Song, Y. Tang, W. Lin, Sens. Actuators B 222(2016) 325-330. doi: 10.1016/j.snb.2015.07.039
30. [30]
  C. Liu, A.W. Cheng, X.K. Xia, et al., Anal. Methods 8(2016) 2764-2770. doi: 10.1039/C6AY00108D
31. [31]
  Y. Tang, X. Kong, A. Xu, B. Dong, W. Lin, Angew. Chem. Int. Ed. 55(2016) 3356-3359. doi: 10.1002/anie.201510373
32. [32]
  Y. Tang, X. Kong, Z.R. Liu, A. Xu, W. Lin, Anal. Chem. 88(2016) 9359-9363. doi: 10.1021/acs.analchem.6b02879
33. [33]
  Y. Tang, Y. Ma, A. Xu, G. Xu, W. Lin, Methods Appl. Fluoresc. 5(2017) 024005. doi: 10.1088/2050-6120/aa6773
34. [34]
  Y.H. Lee, Y. Tang, P. Verwilst, W. Lin, J.S. Kim, Chem. Commun. 52(2016) 11247-11250. doi: 10.1039/C6CC06158C
35. [35]
  T.F. Brewer, C.J. Chang, J. Am. Chem. Soc. 137(2015) 10886-10889. doi: 10.1021/jacs.5b05340
36. [36]
  A. Roth, H. Li, C. Anorma, J. Chan, J. Am. Chem. Soc. 137(2015) 10890-10893. doi: 10.1021/jacs.5b05339
37. [37]
  M.H. Lee, J.S. Kim, J.L. Sessler, Chem. Soc. Rev. 44(2015) 4185-4191. doi: 10.1039/C4CS00280F
38. [38]
  Y. Zhang, Y. Fang, N.Z. Xu, et al., Chin. Chem. Lett. 27(2016) 1673-1678. doi: 10.1016/j.cclet.2016.04.011
39. [39]
  L. He, X. Yang, Y. Liu, X. Kong, W. Lin, Chem. Commun. 52(2016) 4029-4032. doi: 10.1039/C5CC09796G
40. [40]
  J. Xu, Y. Zhang, L. Zeng, et al., Talanta 160(2016) 645-652. doi: 10.1016/j.talanta.2016.08.010
41. [41]
  T.F. Brewer, G. Burgos-Barragan, N. Wit, K.J. Patel, C.J. Chang, Chem. Sci. 8(2017) 4073-4081. doi: 10.1039/C7SC00748E
42. [42]
  Z. Li, Y. Xu, H. Zhu, Y. Qian, Chem. Sci. (2017), doi:http://dx.doi.org/10.1039/C7SC00373K. doi: 10.1039/C7SC00373K
43. [43]
  K.J. Bruemmer, R.R. Walvoord, T.F. Brewer, et al., J. Am. Chem. Soc. 139(2017) 5338-5350. doi: 10.1021/jacs.6b12460
44. [44]
  J.B. Li, Q.Q. Wang, L. Yuan, et al., Analyst 141(2016) 3395-3402. doi: 10.1039/C6AN00473C
45. [45]
  S. Singha, Y.W. Jun, J. Bae, K.H. Ahn, Anal. Chem. 89(2017) 3724-3731. doi: 10.1021/acs.analchem.7b00044
46. [46]
  Z. Xie, J. Ge, H. Zhang, et al., Sens. Actuators B 241(2017) 1050-1056. doi: 10.1016/j.snb.2016.10.039
47. [47]
  X. Xie, F. Tang, X. Shangguan, et al., Chem. Commun. 53(2017) 6520-6523. doi: 10.1039/C7CC03050A
1. [1]
  Yue Mao , Zhonghang Chen , Tiankai Sun , Wenyue Cui , Peng Cheng , Wei Shi . Luminescent coordination polymers with mixed carboxylate and triazole ligands for rapid detection of chloroprene metabolite. Chinese Journal of Structural Chemistry, 2024, 43(9): 100353-100353. doi: 10.1016/j.cjsc.2024.100353
2. [2]
  Shiqi Peng , Yongfang Rao , Tan Li , Yufei Zhang , Jun-ji Cao , Shuncheng Lee , Yu Huang . Regulating the electronic structure of Ir single atoms by ZrO₂ nanoparticles for enhanced catalytic oxidation of formaldehyde at room temperature. Chinese Chemical Letters, 2024, 35(7): 109219-. doi: 10.1016/j.cclet.2023.109219
3. [3]
  Xu Qu , Pengzhao Wu , Kaixuan Duan , Guangwei Wang , Liang-Liang Gao , Yuan Guo , Jianjian Zhang , Donglei Shi . Self-calibrating probes constructed on a unique dual-emissive fluorescence platform for the precise tracking of cellular senescence. Chinese Chemical Letters, 2024, 35(12): 109681-. doi: 10.1016/j.cclet.2024.109681
4. [4]
  Linfang Wang , Jing Liu , Minghao Ren , Wei Guo . A highly sensitive fluorescent HClO probe for discrimination between cancerous and normal cells/tissues. Chinese Chemical Letters, 2024, 35(6): 108945-. doi: 10.1016/j.cclet.2023.108945
5. [5]
  Tiankai Sun , Hui Min , Zongsu Han , Liang Wang , Peng Cheng , Wei Shi . Rapid detection of nanoplastic particles by a luminescent Tb-based coordination polymer. Chinese Chemical Letters, 2024, 35(5): 108718-. doi: 10.1016/j.cclet.2023.108718
6. [6]
  Bharathi Natarajan , Palanisamy Kannan , Longhua Guo . Metallic nanoparticles for visual sensing: Design, mechanism, and application. Chinese Journal of Structural Chemistry, 2024, 43(9): 100349-100349. doi: 10.1016/j.cjsc.2024.100349
7. [7]
  Chuanfeng Fan , Jian Gao , Yingkai Gao , Xintong Yang , Gaoning Li , Xiaochun Wang , Fei Li , Jin Zhou , Haifeng Yu , Yi Huang , Jin Chen , Yingying Shan , Li Chen . A non-peptide-based chymotrypsin-targeted long-wavelength emission fluorescent probe with large Stokes shift and its application in bioimaging. Chinese Chemical Letters, 2024, 35(10): 109838-. doi: 10.1016/j.cclet.2024.109838
8. [8]
  Wei-Tao Dou , Qing-Wen Zeng , Yan Kang , Haidong Jia , Yulian Niu , Jinglong Wang , Lin Xu . Construction and application of multicomponent fluorescent droplets. Chinese Chemical Letters, 2025, 36(1): 109995-. doi: 10.1016/j.cclet.2024.109995
9. [9]
  Ya-Ping Liu , Zhi-Rong Gui , Zhen-Wen Zhang , Sai-Kang Wang , Wei Lang , Yanzhu Liu , Qian-Yong Cao . A phenylphenthiazide anchored Tb(Ⅲ)-cyclen complex for fluorescent turn-on sensing of ClO⁻. Chinese Chemical Letters, 2025, 36(2): 109769-. doi: 10.1016/j.cclet.2024.109769
10. [10]
  Haixian Ren , Yuting Du , Xiaojing Yang , Fangjun Huo , Le Zhang , Caixia Yin . Development of ESIPT-based specific fluorescent probes for bioactive species based on the protection-deprotection of the hydroxyl. Chinese Chemical Letters, 2025, 36(2): 109867-. doi: 10.1016/j.cclet.2024.109867
11. [11]
  Changzhu Huang , Wei Dai , Shimao Deng , Yixin Tian , Xiaolin Liu , Jia Lin , Hong Chen . A self-cleaning window for high-efficiency photodegradation of indoor formaldehyde. Chinese Chemical Letters, 2024, 35(9): 109429-. doi: 10.1016/j.cclet.2023.109429
12. [12]
  Liangji Chen , Zhen Yuan , Fudong Feng , Xin Zhou , Zhile Xiong , Wuji Wei , Hao Zhang , Banglin Chen , Shengchang Xiang , Zhangjing Zhang . A hydrogen-bonded organic framework containing fluorescent carbazole and responsive pyridyl units for sensing organic acids. Chinese Chemical Letters, 2024, 35(9): 109344-. doi: 10.1016/j.cclet.2023.109344
13. [13]
  Lanyun Zhang , Weisi Wang , Yu-Qiang Zhao , Rui Huang , Yuxun Lu , Ying Chen , Liping Duan , Ying Zhou . Mechanism study of the molluscicide candidate PBQ on Pomacea canaliculata using a viscosity-sensitive fluorescent probe. Chinese Chemical Letters, 2025, 36(1): 109798-. doi: 10.1016/j.cclet.2024.109798
14. [14]
  Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd₆(L)₄]⁸⁺-type macrocyclic complexes for fluorescent sensing of HSO₃^-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
15. [15]
  Yueyue WEI , Xuehua SUN , Hongmei CHAI , Wanqiao BAI , Yixia REN , Loujun GAO , Gangqiang ZHANG , Jun ZHANG . Two Ln-Co (Ln=Eu, Sm) metal-organic frameworks: Structures, magnetism, and fluorescent sensing sulfasalazine and glutaraldehyde. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2475-2485. doi: 10.11862/CJIC.20240193
16. [16]
  Tingting Liu , Pengfei Sun , Wei Zhao , Yingshuang Li , Lujun Cheng , Jiahai Fan , Xiaohui Bi , Xiaoping Dong . Magnesium doping to improve the light to heat conversion of OMS-2 for formaldehyde oxidation under visible light irradiation. Chinese Chemical Letters, 2024, 35(4): 108813-. doi: 10.1016/j.cclet.2023.108813
17. [17]
  Tao Ban , Xi-Yang Yu , Hai-Kuo Tian , Zheng-Qing Huang , Chun-Ran Chang . One-step conversion of methane and formaldehyde to ethanol over SA-FLP dual-active-site catalysts: A DFT study. Chinese Chemical Letters, 2024, 35(4): 108549-. doi: 10.1016/j.cclet.2023.108549
18. [18]
  Jiajia Lv , Jie Gao , Hongyu Li , Zeli Yuan , Nan Dong . Rational design of hydroxytricyanopyrrole-based probes with high affinity and rapid visualization for amyloid-β aggregates in vitro and in vivo. Chinese Chemical Letters, 2024, 35(5): 108940-. doi: 10.1016/j.cclet.2023.108940
19. [19]
  Ling-Ling Wu , Xiangchuan Meng , Qingyang Zhang , Xiaowan Han , Feiya Yang , Qinghua Wang , Hai-Yu Hu , Nianzeng Xing . Heavy-atom engineered hypoxia-responsive probes for precisive photoacoustic imaging and cancer therapy. Chinese Chemical Letters, 2024, 35(4): 108663-. doi: 10.1016/j.cclet.2023.108663
20. [20]
  Fukui Shen , Yuqing Zhang , Guoqing Luan , Kaixue Zhang , Zhenzhen Wang , Yunhao Luo , Yuanyuan Hou , Gang Bai . Revealing drug targets with multimodal bioorthogonal AMPD probes through visual metabolic labeling. Chinese Chemical Letters, 2024, 35(12): 109646-. doi: 10.1016/j.cclet.2024.109646

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(740)
HTML views(3)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142