A comprehensive study on the effect of backbone stereochemistry of a cyclic hexapeptide on membrane permeability and microsomal stability-Reference-Cited by-同舟云学术

A comprehensive study on the effect of backbone stereochemistry of a cyclic hexapeptide on membrane permeability and microsomal stability

Published:2021 Issue:47 Volume:19 Page:10326-10331
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Hosono Yuki¹^ORCID,Morimoto Jumpei¹^ORCID,Sando Shinsuke¹²^ORCID

Affiliation:

1. Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan

2. Department of Bioengineering, Graduate School of Engineering, The University of Tokyo 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan

Abstract

The effect of backbone stereochemistry of a cyclic hexapeptide on membrane permeability and metabolic stability was comprehensively evaluated. Besides, the effect of side chain structures on the pharmacokinetic properties was investigated.

Funder

Japan Agency for Medical Research and Development

Japan Society for the Promotion of Science

Core Research for Evolutional Science and Technology

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB02090K

Reference22 articles.

1. The Current State of Peptide Drug Discovery: Back to the Future?

2. The Future of Peptide-based Drugs

3. Understanding Cell Penetration of Cyclic Peptides

4. Chemical Modifications Designed to Improve Peptide Stability: Incorporation of Non-Natural Amino Acids, Pseudo-Peptide Bonds, and Cyclization

5. Testing the Conformational Hypothesis of Passive Membrane Permeability Using Synthetic Cyclic Peptide Diastereomers

Cited by 9 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Molecular engineering of fluorescent dyes for long-term specific visualization of the plasma membrane based on alkyl-chain-regulated cell permeability;Talanta;2024-08

2. Development and Application of Methodologies for Measuring Passive Membrane Permeability of Peptides toward Understanding the Structure-permeability Relationship of Cyclic Peptides;Journal of Synthetic Organic Chemistry, Japan;2024-06-01

3. Synthesis and Functionalization of Azetidine‐Containing Small Macrocyclic Peptides;Chemistry – A European Journal;2024-04-09

4. Macrocycles and macrocyclization in anticancer drug discovery: Important pieces of the puzzle;European Journal of Medicinal Chemistry;2024-03

5. Oxidation-guided and collision-induced linearization assists de novo sequencing of thioether macrocyclic peptides;Chemical Communications;2024