Citation: Xinyu Hu, Bo Song, Shukai Song, Qinghui Ling, Bangkun Yue, Lianrui Hu, Feifei Wang, Li He, Lin Xu. Development of luminescent metallohelicate as a selective chloride transporter[J]. Chinese Chemical Letters, ;2025, 36(12): 110918. doi: 10.1016/j.cclet.2025.110918 shu

Development of luminescent metallohelicate as a selective chloride transporter

Xinyu Hu ^{a, 1} ,
Bo Song ^{b, 1} ,
Shukai Song ^a ,
Qinghui Ling ^b ,
Bangkun Yue ^{a, *,} ,
Lianrui Hu ^{b, *,} ,
Feifei Wang ^{c, *,} ,
Li He ^{c, d, *,} ,
Lin Xu ^{b, *,}

a.
Key Laboratory of Micro-Nano Optoelectronic Devices (Wenzhou), College of Electrical and Electronic Engineering, Wenzhou University, Wenzhou 325035, China
b.
State Key Laboratory of Petroleum Molecular & Process Engineering, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Shanghai Frontiers Science Center of Molecule Intelligent Syntheses, Liwa Institute of Skin Health, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China
c.
Yunnan Characteristic Plant Extraction Laboratory, Yunnan Yunke Characteristic Plant Extraction Laboratory Co., Ltd., Kunming 650106, China
d.
Department of Dermatology, First Affiliated Hospital of Kunming Medical University, Kunming 650032, China

22451842016@stu.wzu.edu.cn

lrhu@chem.ecnu.edu.cn

wangfeifei@botanee.com

drheli2662@126.com

lxu@chem.ecnu.edu.cn

Received Date: 7 October 2024
Revised Date: 25 January 2025
Accepted Date: 4 February 2025
Available Online: 5 February 2025

Figures(4)

The supramolecular assemblies of luminescent metallohelicates play a crucial role in ion transport, thanks to their tunable three-dimensional molecular architecture and advantageous fluorescence properties. In this study, we synthesized a series of benzo[c][1,2,5]thiadiazole (BTZ)-based metallohelicates specifically designed for ion transport applications. These carefully crafted metallohelicates possess internal cavities and varying lengths of alkyl side chains, which enable modulation of their compatibility with phospholipid membranes and enhance ion transport efficiency. Moreover, their high fluorescence quantum yields allow for characterization via fluorescence microscopy following successful incorporation into the membranes. Importantly, due to their strong affinity for anions and the smaller ionic radius of chloride, these metallohelicates exhibit selective transport activity for chloride ions.
- Luminescent,
- Metallacage,
- Supramolecular chemistry,
- Ion transporter,
- Coordination-driven self-assembly
1. [1]
  H.C. Zhang, X.Y. Li, J. Hou, et al., Chem. Soc. Rev. 51 (2022) 2224–2254. doi: 10.1039/d1cs00582k
2. [2]
  A. Roy, P. Talukdar, ChemBioChem 22 (2021) 2925–2940. doi: 10.1002/cbic.202100112
3. [3]
  C. Ren, X. Ding, A. Roy, et al., Chem. Sci. 9 (2018) 4044–4051. doi: 10.1039/c8sc00602d
4. [4]
  M. Tagliazucchi, I. Szleifer, Mater. Today 18 (2015) 131–142.
5. [5]
  P. Agre, Biosci. Rep. 24 (2004) 127–163. doi: 10.1007/s10540-005-2577-2
6. [6]
  E. Neher, Angew. Chem. Int. Ed. 31 (1992) 805–930.
7. [7]
  P.R. Brotherhood, A.P. Davis, Chem. Soc. Rev. 39 (2010) 3633–3647. doi: 10.1039/b926225n
8. [8]
  K. Steinmeyer, C. Ortland, T.J. Jentsch, Nature 354 (1991) 301–304.
9. [9]
  J.T. Davis, O. Okunola, R. Quesada, Chem. Soc. Rev. 39 (2010) 3843–3862. doi: 10.1039/b926164h
10. [10]
  Q.H. Ling, Y. Fu, Z.C. Lou, et al., Adv. Sci. 8 (2024) 202308181.
11. [11]
  S. Litvinchuk, H. Tanaka, T. Miyatake, et al., Nat. Mater. 6 (2007) 576–580. doi: 10.1038/nmat1933
12. [12]
  V. Sidorov, F.W. Kotch, J.L. Kuebler, et al., J. Am. Chem. Soc. 125 (2003) 2840–2841.
13. [13]
  L. Yu, M. Wang, et al., Chin. Chem. Lett. 34 (2023) 107785.
14. [14]
  H. Ma, R. Ye, H. Zeng, et al., Chin. Chem. Lett. 34 (2023) 108355.
15. [15]
  W.L. Huang, X.D. Wang, S. Li, R. Zhang, et al., J. Org. Chem. 84 (2019) 8859–8869. doi: 10.1021/acs.joc.9b00561
16. [16]
  J.A. Malla, M. Ahmad, P. Talukdar, Chem Rec. 22 (2021) e202100225.
17. [17]
  W.L. Huang, X.D. Wang, Y.F. Ao, et al., Angew. Chem. Int. Ed. 62 (2023) e20230219.
18. [18]
  M. Cheng, F. Zhu, S. Zhang, et al., Nano Lett. 21 (2021) 4086–4091. doi: 10.1021/acs.nanolett.1c01055
19. [19]
  C.J.E. Haynes, J. Zhu, C. Chimerel, et al., Angew. Chem. Int. Ed.56 (2017) 15388–15392. doi: 10.1002/anie.201709544
20. [20]
  R. Chakrabarty, P.S. Mukherjee, P.J. Stang, Chem. Rev. 111 (2011) 6810–6918. doi: 10.1021/cr200077m
21. [21]
  E.G. Percástegui, T.K. Ronson, J.R. Nitschke, Chem. Rev. 120 (2020) 13480–13544. doi: 10.1021/acs.chemrev.0c00672
22. [22]
  J. Zhu, Q. Wang, L. Zou, et al., Chin. Chem. Lett. 34 (2023) 107693.
23. [23]
  Y.L. Lai, J. Su, X.P. Zhou, et al., Chin. Chem. Lett. 35 (2024) 108326.
24. [24]
  S.P. Zheng. H.S. Xu, C.Y. Su, et al., Chin. Chem. Lett. 35 (2024) 108477.
25. [25]
  Z.B. Yin, L.Y. Fan, C.J. Lin, et al., Chin. Chem. Lett. 33 (2022) 280–282.
26. [26]
  G. Liu, Y.D. Yuan, J. Wang, et al., J. Am. Chem. Soc. 140 (2018) 6231–6234. doi: 10.1021/jacs.8b03517
27. [27]
  Y.P. He, L.B. Yuan, G.H. Chen, et al., J. Am. Chem. Soc. 139 (2017) 16845–16851. doi: 10.1021/jacs.7b09463
28. [28]
  Y. Li, J. Dong, W. Gong, et al., J. Am. Chem. Soc. 143 (2021) 20939–20951. doi: 10.1021/jacs.1c09992
29. [29]
  C. Gütz, R. Hovorka, C. Klein, et al., Angew. Chem. Int. Ed. 53 (2014) 1693–1698. doi: 10.1002/anie.201308651
30. [30]
  Y. Fan, Q. Li, Z. Li, Mater. Chem. Front. 5 (2021) 1525–1540. doi: 10.1039/d0qm00851f
31. [31]
  Y.D. Yuan, J. Dong, J. Liu, et al., Nat. Commun. 11 (2020) 4927.
32. [32]
  J.J.P. Stewart, J. Mol. Model. 13 (2007) 1173–1213. doi: 10.1007/s00894-007-0233-4
33. [33]
  G. Cavallo, P. Metrangolo, T. Pilati, G. Resnati, et al., Chem. Soc. Rev. 39 (2010) 3772–3783. doi: 10.1039/b926232f
34. [34]
  J.J.P. Stewart, J. Mol. Model. 22 (2016) 259.
35. [35]
  J.D.C. Maia, G.A.U. Carvalho, C.P. Mangueira, et al., J. Chem. Theory Comput. 8 (2012) 3072–3081. doi: 10.1021/ct3004645
36. [36]
  P. Neelakandan, A. Jimenez, J.R. Nitschke, Chem. Sci. 5 (2014) 908–915.
37. [37]
  Q.C. Li, X.J. Wang, et al., Colloids Surf. B 147 (2016) 368–375.
38. [38]
  W. Li, Q. Wang, Z. Yang, et al., Colloids Surf. B 140 (2016) 560–566.
39. [39]
  C. Lang, W. Li, Z. Dong, et al., Angew. Chem. Int. Ed. 128 (2016) 9875–9879. doi: 10.1002/ange.201604071
40. [40]
  H. Zhao, S. Sheng, Y. Hong, H. Zeng, J. Am. Chem. Soc. 136 (2014) 14270–14276. doi: 10.1021/ja5077537
41. [41]
  D.A. Edwards, M.R. Prausnitz, R. Langer, J.C. Weaver, J. Control. Release 34 (1995) 211–221.
42. [42]
  M. Danial, C.M.N. Tran, K.A. Jolliffe, et al., J. Am. Chem. Soc. 136 (2014) 8018–8026. doi: 10.1021/ja5024699
43. [43]
  Y. Wu, C. Li, Y. Wu, et al., Adv. Funct. Mater. 34 (2024) 2400432. doi: 10.1002/adfm.202400432
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