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Oligosaccharide synthesis

Tailor-made glycans

A highly chemoselective method for the insertion of carbohydrates into existing oligosaccharides has been developed. The reaction sequence involves a selective Lewis-acid catalysed cleavage of one glycosidic bond followed by sequential construction of two new glycosidic bonds.

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Fig. 1: Cut–Insert–Stich Editing Reaction (CIStER) in theory and in practice.


  1. Sen, S., Kundu, S., Pasari, S. & Hotha, S. Cut–insert–stitch editing reaction (CIStER) sequence for surgical chemical glycan editing. Commun. Chem. (2024).

    Article  PubMed  PubMed Central  Google Scholar 

  2. Sahloul, K. & Lowary, T. L. Development of an orthogonal protection strategy for the synthesis of mycobacterial arabinomannan fragments. J. Org. Chem. 80, 11417–11434 (2015).

    Article  CAS  PubMed  Google Scholar 

  3. Thadke, S. A., Mishra, B. & Hotha, S. Facile synthesis of β- and α-arabinofuranosides and application to cell wall motifs of M. tuberculosis. Org. Lett. 15, 2466–2469 (2013).

    Article  CAS  PubMed  Google Scholar 

  4. Kamat, M. N., Rath, N. P. & Demchenko, A. V. Versatile synthesis and mechanism of activation of S-benzoxazolyl glycosides. J. Org. Chem. 72, 6938–6946 (2007).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Walke, G., Kasdekar, N., Sutar, Y. & Hotha, S. Silver-assisted gold-catalyzed formal synthesis of the anticoagulant fondaparinux pentasaccharide. Commun. Chem. 4, 15 (2021).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. Mootoo, D. R., Date, V. & Frasier-Reid, B. n-Pentenyl glycosides permit the chemospecific liberation of the anomeric center. J. Am. Chem. Soc. 110, 2662–2663 (1988).

    Article  CAS  Google Scholar 

  7. Wolfenden, R., Lu, X. & Young, G. Spontaneous hydrolysis of glycosides. J. Am. Chem. Soc. 120, 6814–6815 (1998).

    Article  CAS  Google Scholar 

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Correspondence to George A. O’Doherty.

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Kim, S., O’Doherty, G.A. Tailor-made glycans. Nat Rev Chem 8, 298–299 (2024).

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