“…In 2018, Becer et al . applied the iterative Ugi reaction in combination with the solid‐phase protocol for the synthesis of highly functional, sequence‐defined, and monodisperse peptide‐peptoid hybrids (Figure and Table ) . Depending on their sequence and structure, the resultant peptide‐peptoid hybrids could self‐assemble into nanostructures from larger globular structures with an average diameter of 14.95 nm to smaller micelle like assemblies with an average diameter of 3.125 nm.…”
Section: Ugi Reaction For Sequence‐controlled Polypeptoidsmentioning
confidence: 99%
“…Synthesis of peptide‐peptoid hybrids via fusion of solid phase peptide synthesis with Ugi reactions (R A = aldehyde; R IC = isocyanide) Source : Reproduced with permission from Hartweg et al ., 2018, Royal Society of Chemistry…”
Section: Ugi Reaction For Sequence‐controlled Polypeptoidsmentioning
Polypeptoids are peptidomimetic polymers invented in the early 1990s. Although polypeptoid chemistry is developing rapidly, the simple synthesis of polypeptoids and sequence‐controlled polypeptoids still remains a challenge. Fortunately, we have seen a drastic rising trend in the area of Ugi reaction for polypeptoid chemistry. In the following article, recent examples of the Ugi reaction for polypeptoids synthesis will be presented, as will their suitability for sequence‐defined peptide‐peptoid hybrids. The advantages and limitations of the Ugi reaction will be discussed, which is important for the simple and general synthesis of polypeptoids.
“…In 2018, Becer et al . applied the iterative Ugi reaction in combination with the solid‐phase protocol for the synthesis of highly functional, sequence‐defined, and monodisperse peptide‐peptoid hybrids (Figure and Table ) . Depending on their sequence and structure, the resultant peptide‐peptoid hybrids could self‐assemble into nanostructures from larger globular structures with an average diameter of 14.95 nm to smaller micelle like assemblies with an average diameter of 3.125 nm.…”
Section: Ugi Reaction For Sequence‐controlled Polypeptoidsmentioning
confidence: 99%
“…Synthesis of peptide‐peptoid hybrids via fusion of solid phase peptide synthesis with Ugi reactions (R A = aldehyde; R IC = isocyanide) Source : Reproduced with permission from Hartweg et al ., 2018, Royal Society of Chemistry…”
Section: Ugi Reaction For Sequence‐controlled Polypeptoidsmentioning
Polypeptoids are peptidomimetic polymers invented in the early 1990s. Although polypeptoid chemistry is developing rapidly, the simple synthesis of polypeptoids and sequence‐controlled polypeptoids still remains a challenge. Fortunately, we have seen a drastic rising trend in the area of Ugi reaction for polypeptoid chemistry. In the following article, recent examples of the Ugi reaction for polypeptoids synthesis will be presented, as will their suitability for sequence‐defined peptide‐peptoid hybrids. The advantages and limitations of the Ugi reaction will be discussed, which is important for the simple and general synthesis of polypeptoids.
“…Ugi multicomponent reaction was recently exploited to synthesize sequence defined peptoid and, compared to the traditional stepwise solid phase synthesis, this approach provides broader side chain and backbone diversity . This synthetic strategy was combined with traditional solid phase peptide synthesis by Hartweg et al . to design a library of peptide–peptoid hybrids which were obtained with high yield and purity.…”
Section: Zero Dimensional Nanostructuresmentioning
The self‐assembly and self‐organization of peptoids, peptidomimetic polymers composed of N‐substituted glycine monomers, can result in a plethora of well‐defined organic nanostructures. Such classes of nanomaterials represent highly interesting functional platforms for many applications, for example, drug delivery, sensing, and catalysis. The main advantages of using self‐assembling peptoids to engineer organic nanostructures include their chemical diversity, biocompatibility, enzymatic stability, and ease of synthesis. The goal of this review is to present a comprehensive summary of the most relevant studies regarding the self‐assembling process of peptoids into zero‐, one‐, and two‐dimensional nanostructures, with a focus on their mechanism of formation and their potential applications.
“…Becer et al. further utilized coupling‐deprotection approach by the combination of phase peptide synthesis (SPPS) and Ugi multicomponent reaction to obtain peptide/peptoid hybrid structures with defined sequences and functionalities . Moreover, iterative Ugi reaction can serve as versatile scaffold for molecule data storage …”
Section: Synthesis Of Sequence‐controlled Polymers Based On Multicompmentioning
Control over the monomer sequence during polymerization has attracted great attention in polymer science, but it remains a serious challenge. Recently, multicomponent reactions have been playing a significant role in the synthesis of sequence-controlled polymers due to their inherent advantage of combining three or more starting materials in time-saving, one-pot operations to afford complex microstructures. In this feature article, the recent representative developments in the synthesis of sequence-controlled polymers by multicomponent reactions are highlighted to give insight on the design of novel sequence-controlled polymers with sufficient molecular diversity and complexity. The main part of this article is divided into three sections according to the different polymerization strategies using multicomponent reactions: direct multicomponent polymerization, multicomponent cascade polymerization, and iterative multicomponent reaction, respectively. It is anticipated that this feature article may provide some guidance for the fabrication of sequence-controlled polymers by multicomponent reactions.
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