Guanidinoneomycin-maleimide molecular transporter: synthesis, chemistry and cellular uptake
Articolo
Data di Pubblicazione:
2021
Citazione:
Guanidinoneomycin-maleimide molecular transporter: synthesis, chemistry and cellular uptake / K. Hadidi, M.C. Bellucci, S. Dall'Angelo, A. Leeson-Payne, J.J. Rochford, J.D. Esko, Y. Tor, A. Volonterio. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 19:29(2021), pp. 6513-6520. [10.1039/d1ob01101d]
Abstract:
Guanidinoglycosides are a class of non-cytotoxic molecular transporters capable of delivering high molecular weight bioactive cargos into cells at low nanomolar concentrations. Efficient bioconjugation with guanidinoglycosides has been previously demonstrated by utilizing a guanidinoneomycin decorated with a reactive but also unstable N-hydroxysuccinimmide ester-containing linker. Herein we report the synthesis, chemistry, and application of a new, stable guanidinoneomycin derivative armed with a highly specific maleimide moiety which allows for thiol-maleimide click chemistry, a highly popular bioconjugation strategy, widening the field of application of these intriguing and useful delivery vehicles.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Maleimides
Elenco autori:
K. Hadidi, M.C. Bellucci, S. Dall'Angelo, A. Leeson-Payne, J.J. Rochford, J.D. Esko, Y. Tor, A. Volonterio
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