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Ugi multicomponent reaction to prepare peptide-peptoid hybrid structures with diverse chemical functionalities
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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
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en
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8
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Polymer Chemistry, Volume 9, issue 4, pp. 482-489
Abstract
Monodisperse sequenced peptides and peptoids present unique nano-structures based on their self-assembled secondary and tertiary structures. However, the generation of peptide and peptoid hybrid oligomers in a sequence-defined manner via Ugi multicomponent reaction has not yet been studied. Herein, we report a synthetic strategy that enables both the modification of peptides as well as the generation of sequence-defined peptide-peptoid hybrid structures. Our synthetic methodology rests on the fusion of solid phase peptide synthesis with Ugi multicomponent reactions. We evidence that a diversity of chemical functionalities can be inserted into peptides or used in the design of peptide-peptoid hybrids exploiting a wide functional array including amines, carboxylic acids, hydrocarbons, carbohydrates as well as polymers, introducing a sequence-defined synthetic platform technology for precision peptoid hybrids.
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Hartweg, M, Edwards-Gayle, C J C, Radvar, E, Collis, D, Reza, M, Kaupp, M, Steinkoenig, J, Ruokolainen, J, Rambo, R, Barner-Kowollik, C, Hamley, I W, Azevedo, H S & Becer, C R 2018, 'Ugi multicomponent reaction to prepare peptide-peptoid hybrid structures with diverse chemical functionalities', Polymer Chemistry, vol. 9, no. 4, pp. 482-489. https://doi.org/10.1039/c7py01953j