Ugi multicomponent reaction to prepare peptide-peptoid hybrid structures with diverse chemical functionalities
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Ugi multicomponent reaction to prepare peptide-peptoid hybrid structures with diverse chemical functionalities. / Hartweg, Manuel; Edwards-Gayle, Charlotte J.C.; Radvar, Elham; Collis, Dominic; Reza, Mehedi; Kaupp, Michael; Steinkoenig, Jan; Ruokolainen, Janne; Rambo, Robert; Barner-Kowollik, Christopher; Hamley, Ian W.; Azevedo, Helena S.; Becer, C. Remzi.
In: Polymer Chemistry, Vol. 9, No. 4, 28.01.2018, p. 482-489.Research output: Contribution to journal › Article › Scientific › peer-review
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T1 - Ugi multicomponent reaction to prepare peptide-peptoid hybrid structures with diverse chemical functionalities
AU - Hartweg, Manuel
AU - Edwards-Gayle, Charlotte J.C.
AU - Radvar, Elham
AU - Collis, Dominic
AU - Reza, Mehedi
AU - Kaupp, Michael
AU - Steinkoenig, Jan
AU - Ruokolainen, Janne
AU - Rambo, Robert
AU - Barner-Kowollik, Christopher
AU - Hamley, Ian W.
AU - Azevedo, Helena S.
AU - Becer, C. Remzi
PY - 2018/1/28
Y1 - 2018/1/28
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85041112316&partnerID=8YFLogxK
U2 - 10.1039/c7py01953j
DO - 10.1039/c7py01953j
M3 - Article
VL - 9
SP - 482
EP - 489
JO - Polymer Chemistry
JF - Polymer Chemistry
SN - 1759-9954
IS - 4
ER -
ID: 17485470
