Abstract
We describe here a class of unconventional ion transporters, molecular rotors that transport ions through a rotating function rather than via traditional carrier or channel mechanisms. Mimicking macroscopic rotors, these molecular rotors consist of three modularly tunable components, i.e., a membrane-anchoring stator, a crown ether-containing rotator for ion binding and transport, and a triple bond-based axle that allows the rotator to freely rotate around the stator in the lipid membrane. Lipid bilayer experiments reveal the generally high ability of all molecular rotors in promoting the highly efficient transmembrane K+ flux (EC50 values = 0.49–1.37 mol% relative to lipid). While molecular rotors differing only in the ion-binding unit exhibit similar ion transport activities, those differing in the rotator’s length display activity differences by up to 174%.
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Tyska MJ, Warshaw DM. Cell Motil Cytoskeleton, 2002, 51: 1–15
Asbury CL. Curr Opin Cell Biol, 2005, 17: 89–97
Wu Y. J Nucl Acids, 2012, 2012: 1–14
Stoddart JF. Angew Chem Int Ed, 2017, 56: 11094–11125
Feringa BL. Angew Chem Int Ed, 2017, 56: 11060–11078
Sauvage JP. Angew Chem Int Ed, 2017, 56: 11080–11093
Bruns CJ, Stoddart JF. Acc Chem Res, 2014, 47: 2186–2199
Simpson CD, Mattersteig G, Martin K, Gherghel L, Bauer RE, Räder HJ, Müllen K. J Am Chem Soc, 2004, 126: 3139–3147
Serreli V, Lee CF, Kay ER, Leigh DA. Nature, 2007, 445: 523–527
von Delius M, Geertsema EM, Leigh DA. Nat Chem, 2009, 2: 96–101
Kassem S, Lee ATL, Leigh DA, Markevicius A, Solà J. Nat Chem, 2015, 8: 138–143
Kudernac T, Ruangsupapichat N, Parschau M, Maciá B, Katsonis N, Harutyunyan SR, Ernst KH, Feringa BL. Nature, 2011, 479: 208–211
Lewandowski B, De Bo G, Ward JW, Papmeyer M, Kuschel S, Aldegunde MJ, Gramlich PME, Heckmann D, Goldup SM, D’Souza DM, Fernandes AE, Leigh DA. Science, 2013, 339: 189–193
Paliwal S, Geib S, Wilcox CS. J Am Chem Soc, 1994, 116: 4497–4498
Chen S, Wang Y, Nie T, Bao C, Wang C, Xu T, Lin Q, Qu DH, Gong X, Yang Y, Zhu L, Tian H. J Am Chem Soc, 2018, 140: 17992–17998
Ren C, Chen F, Ye R, Ong YS, Lu H, Lee SS, Ying JY, Zeng H. Angew Chem Int Ed, 2019, 58: 8034–8038
Ye R, Ren C, Shen J, Li N, Chen F, Roy A, Zeng H. J Am Chem Soc, 2019, 141: 9788–9792
Li N, Shen J, Ang GK, Ye R, Zeng H. CCS Chem, 2020, 2: 2269–2279
Li N, Chen F, Shen J, Zhang H, Wang T, Ye R, Li T, Loh TP, Yang YY, Zeng H. J Am Chem Soc, 2020, 142: 21082–21090
Davis JT, Okunola O, Quesada R. Chem Soc Rev, 2010, 39: 3843–3862
Brotherhood PR, Davis AP. Chem Soc Rev, 2010, 39: 3633–3647
Benz S, Macchione M, Verolet Q, Mareda J, Sakai N, Matile S. J Am Chem Soc, 2016, 138: 9093–9096
Gale PA, Davis JT, Quesada R. Chem Soc Rev, 2017, 46: 2497–2519
Vargas Jentzsch A, Hennig A, Mareda J, Matile S. Acc Chem Res, 2013, 46: 2791–2800
Montenegro J, Ghadiri MR, Granja JR. Acc Chem Res, 2013, 46: 2955–2965
Fyles TM. Acc Chem Res, 2013, 46: 2847–2855
Otis F, Auger M, Voyer N. Acc Chem Res, 2013, 46: 2934–2943
Gokel GW, Negin S. Acc Chem Res, 2013, 46: 2824–2833
Gong B, Shao Z. Acc Chem Res, 2013, 46: 2856–2866
Si W, Xin P, Li ZT, Hou JL. Acc Chem Res, 2015, 48: 1612–1619
Huo Y, Zeng H. Acc Chem Res, 2016, 49: 922–930
Su G, Zhang M, Si W, Li ZT, Hou JL. Angew Chem Int Ed, 2016, 55: 14678–14682
Wei X, Zhang G, Shen Y, Zhong Y, Liu R, Yang N, Al-Mkhaizim FY, Kline MA, He L, Li M, Lu ZL, Shao Z, Gong B. J Am Chem Soc, 2016, 138: 2749–2754
Lang C, Deng X, Yang F, Yang B, Wang W, Qi S, Zhang X, Zhang C, Dong Z, Liu J. Angew Chem, 2017, 129: 12842–12845
Ren C, Shen J, Zeng H. J Am Chem Soc, 2017, 139: 12338–12341
Gong B. Faraday Discuss, 2018, 209: 415–427
Ren C, Ding X, Roy A, Shen J, Zhou S, Chen F, Yau Li SF, Ren H, Yang YY, Zeng H. Chem Sci, 2018, 9: 4044–4051
Chen JY, Hou JL. Org Chem Front, 2018, 5: 1728–1736
Ren C, Zeng F, Shen J, Chen F, Roy A, Zhou S, Ren H, Zeng H. J Am Chem Soc, 2018, 140: 8817–8826
Li YH, Zheng S, Legrand YM, Gilles A, Van der Lee A, Barboiu M. Angew Chem Int Ed, 2018, 57: 10520–10524
Zeng F, Liu F, Yuan L, Zhou S, Shen J, Li N, Ren H, Zeng H. Org Lett, 2019, 21: 4826–4830
Shen J, Fan J, Ye R, Li N, Mu Y, Zeng H. Angew Chem Int Ed, 2020, 59: 13328–13334
Zeng LZ, Zhang H, Wang T, Li T. Chem Commun, 2020, 56: 1211–1214
Bai D, Yan T, Wang S, Wang Y, Fu J, Fang X, Zhu J, Liu J. Angew Chem Int Ed, 2020, 59: 13602–13607
Shen J, Ye R, Romanies A, Roy A, Chen F, Ren C, Liu Z, Zeng H. J Am Chem Soc, 2020, 142: 10050–10058
Huang WL, Wang XD, Ao YF, Wang QQ, Wang DX. J Am Chem Soc, 2020, 142: 13273–13277
Malla JA, Umesh RM, Yousf S, Mane S, Sharma S, Lahiri M, Talukdar P. Angew Chem Int Ed, 2020, 59: 7944–7952
Zheng SP, Huang LB, Sun Z, Barboiu M. Angew Chem Int Ed, 2021, 60: 566–597
Kottas GS, Clarke LI, Horinek D, Michl J. Chem Rev, 2005, 105: 1281–1376
Grein F. J Phys Chem A, 2002, 106: 3823–3827
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This work was supported by Northwestern Polytechnical University.
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Shen, J., Han, J.J.Y., Ye, R. et al. Molecular rotors as a class of generally highly active ion transporters. Sci. China Chem. 64, 2154–2160 (2021). https://doi.org/10.1007/s11426-021-1082-7
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DOI: https://doi.org/10.1007/s11426-021-1082-7