Improvement on Permeability of Cyclic Peptide/Peptidomimetic: Backbone <i>N</i>-Methylation as A Useful Tool
Peptides have a three-dimensional configuration that can adopt particular conformations for binding to proteins, which are well suited to interact with larger contact surface areas on target proteins. However, low cell permeability is a major challenge in the development of peptide-related drugs. In...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2021-05-01
|
| Series: | Marine Drugs |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1660-3397/19/6/311 |
| _version_ | 1797532390977961984 |
|---|---|
| author | Yang Li Wang Li Zhengshuang Xu |
| author_facet | Yang Li Wang Li Zhengshuang Xu |
| author_sort | Yang Li |
| collection | DOAJ |
| description | Peptides have a three-dimensional configuration that can adopt particular conformations for binding to proteins, which are well suited to interact with larger contact surface areas on target proteins. However, low cell permeability is a major challenge in the development of peptide-related drugs. In recent years, backbone <i>N</i>-methylation has been a useful tool for manipulating the permeability of cyclic peptides/peptidomimetics. Backbone <i>N</i>-methylation permits the adjustment of molecule’s conformational space. Several pathways are involved in the drug absorption pathway; the relative importance of each <i>N</i>-methylation to total permeation is likely to differ with intrinsic properties of cyclic peptide/peptidomimetic. Recent studies on the permeability of cyclic peptides/peptidomimetics using the backbone <i>N</i>-methylation strategy and synthetic methodologies will be presented in this review. |
| first_indexed | 2024-03-10T10:58:28Z |
| format | Article |
| id | doaj.art-5a4e06366c8b4c2b8a94f33fd15c9003 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-10T10:58:28Z |
| publishDate | 2021-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-5a4e06366c8b4c2b8a94f33fd15c90032023-11-21T21:41:12ZengMDPI AGMarine Drugs1660-33972021-05-0119631110.3390/md19060311Improvement on Permeability of Cyclic Peptide/Peptidomimetic: Backbone <i>N</i>-Methylation as A Useful ToolYang Li0Wang Li1Zhengshuang Xu2State Key Laboratory of Chemical Oncogenomics and Laboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaState Key Laboratory of Chemical Oncogenomics and Laboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaState Key Laboratory of Chemical Oncogenomics and Laboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, Peking University Shenzhen Graduate School, Shenzhen 518055, ChinaPeptides have a three-dimensional configuration that can adopt particular conformations for binding to proteins, which are well suited to interact with larger contact surface areas on target proteins. However, low cell permeability is a major challenge in the development of peptide-related drugs. In recent years, backbone <i>N</i>-methylation has been a useful tool for manipulating the permeability of cyclic peptides/peptidomimetics. Backbone <i>N</i>-methylation permits the adjustment of molecule’s conformational space. Several pathways are involved in the drug absorption pathway; the relative importance of each <i>N</i>-methylation to total permeation is likely to differ with intrinsic properties of cyclic peptide/peptidomimetic. Recent studies on the permeability of cyclic peptides/peptidomimetics using the backbone <i>N</i>-methylation strategy and synthetic methodologies will be presented in this review.https://www.mdpi.com/1660-3397/19/6/311backbone <i>N</i>-Methylationcyclic peptidecyclic peptidomimeticpermeability |
| spellingShingle | Yang Li Wang Li Zhengshuang Xu Improvement on Permeability of Cyclic Peptide/Peptidomimetic: Backbone <i>N</i>-Methylation as A Useful Tool Marine Drugs backbone <i>N</i>-Methylation cyclic peptide cyclic peptidomimetic permeability |
| title | Improvement on Permeability of Cyclic Peptide/Peptidomimetic: Backbone <i>N</i>-Methylation as A Useful Tool |
| title_full | Improvement on Permeability of Cyclic Peptide/Peptidomimetic: Backbone <i>N</i>-Methylation as A Useful Tool |
| title_fullStr | Improvement on Permeability of Cyclic Peptide/Peptidomimetic: Backbone <i>N</i>-Methylation as A Useful Tool |
| title_full_unstemmed | Improvement on Permeability of Cyclic Peptide/Peptidomimetic: Backbone <i>N</i>-Methylation as A Useful Tool |
| title_short | Improvement on Permeability of Cyclic Peptide/Peptidomimetic: Backbone <i>N</i>-Methylation as A Useful Tool |
| title_sort | improvement on permeability of cyclic peptide peptidomimetic backbone i n i methylation as a useful tool |
| topic | backbone <i>N</i>-Methylation cyclic peptide cyclic peptidomimetic permeability |
| url | https://www.mdpi.com/1660-3397/19/6/311 |
| work_keys_str_mv | AT yangli improvementonpermeabilityofcyclicpeptidepeptidomimeticbackboneinimethylationasausefultool AT wangli improvementonpermeabilityofcyclicpeptidepeptidomimeticbackboneinimethylationasausefultool AT zhengshuangxu improvementonpermeabilityofcyclicpeptidepeptidomimeticbackboneinimethylationasausefultool |