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Updated: Oct 17, 2025

An Efficient Method for the Synthesis of Peptoids with Mixed Lysine-type/Arginine-type Monomers and Evaluation of Their Anti-leishmanial Activity

An 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

Solid phase diversity-oriented lysine modification of cyclic peptides.

Rongtong Zhao¹, Xiaodong Shi¹, Linlin Shi¹

¹State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, China.

Journal of Peptide Science : an Official Publication of the European Peptide Society

|October 13, 2021

Summary

This summary is machine-generated.

We developed a new method for modifying cyclic peptides using lysine residues, enhancing their cellular uptake. This solid-phase strategy offers diverse peptide modifications with high efficiency.

Keywords:

cyclic peptides diversity oriented lysine modification

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Last Updated: Oct 17, 2025

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Published on: November 29, 2014

Area of Science:

Medicinal Chemistry
Organic Synthesis
Peptide Chemistry

Background:

Cyclic peptides are important therapeutic scaffolds.
Diversity-oriented synthesis is crucial for drug discovery.
Lysine residues offer versatile modification sites.

Purpose of the Study:

To develop a novel solid-phase strategy for diversity-oriented modification of cyclic peptides.
To explore the utility of orthogonal alkylation of lysine residues.
To investigate the impact of tether modification on peptide properties.

Main Methods:

Orthogonal alkylation of lysine residues in cyclic peptides.
Solid-phase synthesis techniques.
Evaluation of peptide cellular uptake.

Main Results:

A novel strategy for diversity-oriented lysine modification of cyclic peptides was established.
All synthetic steps were performed efficiently in solid phase.
Tether modification was shown to enhance peptide cellular uptake.

Conclusions:

The developed method provides a versatile platform for generating diverse cyclic peptide analogs.
Solid-phase synthesis ensures efficient and scalable production.
Tether modification is a promising approach to improve peptide drug delivery.