Peptoid synthesis

A dramatic increase in the overall speed of peptoid synthesis was reported by Olivos and co-workers in a recent publication24. In the article, the authors present a multi-step protocol for the generation of various peptoids employing a domestic microwave oven (Scheme 7.4). Reaction times were drastically reduced, requiring less than 1 min for the coupling of each residue. 

Since the monomeric method for peptoid synthesis is in principle identical to the standard Fmoc solid-phase peptide synthesis and the methods for preparation... 

SCHEME 9.6 Schematic of solid-phase submonomer peptoid synthesis method. 

Figure 3 Solid-phase peptide synthesis (a) and solid-phase peptoid synthesis using the submonomer protocol 1...

Scheme 12 Peptoid synthesis by alternate peptide coupling-halide displacement [252]...

Peptoids containing up to 50 residues have been synthesized in reasonable yield using the submonomer approach [17]. Different instrumentations have been used for peptoid synthesis such as manual synthesis in syringes equipped with a fritted filter [21], automated peptide synthesizers [28], automated microwave peptide synthesizers [12], and parallel synthesizers [34]. 

Most primary amines are suitable for peptoid synthesis. Protection is required if the amine carries a side-chain fimctionahty such as carboxylic acid, amine, thiol, and/or heterocyclic compound. The review by Gulf and Ouellette [15] lists several amines which successfully have been used for peptoid synthesis. 

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