Related Experiment Video
Updated: Oct 25, 2026

Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets
Published on: November 2, 2011
Solution-Phase Synthesis of Sequence-Specific Peptoids Using a Rink Amide Soluble Support
Christine Hood1, Anita Hu1, Adithya Tharayil2
1Department of Chemistry, University of Toronto, Toronto, OntarioM5S 3H6, Canada.
Abstract:
Peptoids (N-substituted glycines) are a promising material platform for next-generation biomedical applications, as control over monomer sequence enables the design of functional materials with defined morphologies, which in turn allow for precise interactions with biological targets. Traditional synthetic approaches for peptoids suffer from a tradeoff between scalability and synthetic versatility. Solid-phase submonomer synthesis methods facilitate sequence specificity and side chain diversity but require large reagent excesses and remain challenging to monitor. Meanwhile, solution-phase methods have limited sequence definition and intensive purification requirements. Here, we present a Rink amide soluble support to synthesize peptoids via the submonomer method using reduced reagent excesses and a simple workup procedure while supporting iterative synthesis of diverse linear and cyclic peptoid architectures. This solution-phase approach allows for real-time reaction monitoring via ReactIR and mass spectrometry. The Rink amide soluble support is a flexible platform that bridges the gap between solid- and solution-phase methods and can simplify synthesis in future peptoid studies.
More Related Videos
09:34Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
12:02An Efficient Method for the Synthesis of Peptoids with Mixed Lysine-type/Arginine-type Monomers and Evaluation of Their Anti-leishmanial Activity
Published on: November 2, 2016
Related Concept Videos
Preparation of Amides
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...