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Hopping protons in supramolecular catalysis

Supramolecular catalysis can emulate many features of enzymatic transformations. Now, a complex proton wire mechanism — enabling the dual activation of a nucleophile and an electrophile through reciprocal proton transfer — has been shown to operate during the β-glycosylation of sugars within a self-assembled capsule.

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Fig. 1: Proton wire activation mode and substrate scope.


  1. Olivo, G., Capocasa, G., Del Giudice, D., Lanzalunga, O. & Di Stefano, S. Chem. Soc. Rev. 50, 7681–7724 (2021).

    Article  CAS  Google Scholar 

  2. Cukierman, S. Biochim. Biophys. Acta Bioenerg. 1757, 876–885 (2006).

    Article  CAS  Google Scholar 

  3. Li, T.-R., Huck, F., Piccini, G. & Tiefenbacher, K. Nat. Chem. (2022).

    Article  PubMed  PubMed Central  Google Scholar 

  4. MacGillivray, L. R. & Atwood, J. L. Nature 389, 469–472 (1997).

    Article  CAS  Google Scholar 

  5. Zhang, Q., Catti, L. & Tiefenbacher, K. Acc. Chem. Res. 51, 2107–2114 (2018).

    Article  CAS  Google Scholar 

  6. Merget, S., Catti, L., Piccini, G. & Tiefenbacher, K. J. Am. Chem. Soc. 142, 4400–4410 (2020).

    Article  CAS  Google Scholar 

  7. Gaeta, C. et al. Chem. Eur. J. 25, 4899–4913 (2019).

    Article  CAS  Google Scholar 

  8. Nakamura, A. et al. Sci. Adv. 1, e1500263 (2015).

    Article  Google Scholar 

  9. Marino-Albernas, J. R., Bittman, R., Peters, A. & Mayhew, E. J. Med. Chem. 39, 3241–3247 (1996).

    Article  CAS  Google Scholar 

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Correspondence to Cally J. E. Haynes or Larissa K. S. von Krbek.

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Haynes, C.J.E., von Krbek, L.K.S. Hopping protons in supramolecular catalysis. Nat. Chem. 14, 969–971 (2022).

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