N-Methylation of Peptides: A Key Chemical Strategy for Making Oral Peptide Drugs

N-methylation of peptide bonds dramatically improves oral bioavailability, proteolytic stability, and membrane permeability of peptides — the chemical modification strategy behind several successful oral peptide drugs including cyclosporine.

Chatterjee, Jayanta et al.·Accounts of chemical research·2008·Moderate EvidenceReview
RPEP-01320ReviewModerate Evidence2008RETHINKTHC RESEARCH DATABASErethinkthc.com/research

Quick Facts

Study Type
Review
Evidence
Moderate Evidence
Sample
Not reported

What This Study Found

N-methylation of peptide backbone amides improves oral bioavailability, proteolytic stability, membrane permeability, and conformational rigidity — the key chemical modification enabling oral peptide drugs, validated by cyclosporine and being applied to new therapeutic peptides.

Key Numbers

How They Did This

review study.

Why This Research Matters

Relevant for peptide-design, bioavailability, cyclic-peptides.

The Bigger Picture

Advances peptide research.

What This Study Doesn't Tell Us

See abstract.

Questions This Raises

  • ?Further research needed.
  • ?Clinical translation to evaluate.

Trust & Context

Key Stat:
Key finding N-methylation of peptide backbone amides improves oral bioavailability, proteolytic stability, membrane permeability, and conformational rigidity — th
Evidence Grade:
moderate evidence.
Study Age:
Published in 2008.
Original Title:
N-methylation of peptides: a new perspective in medicinal chemistry.
Published In:
Accounts of chemical research, 41(10), 1331-42 (2008)
Database ID:
RPEP-01320

Evidence Hierarchy

Meta-Analysis / Systematic Review
Randomized Controlled Trial
Cohort / Case-Control
Cross-Sectional / ObservationalSnapshot without intervening
This study
Case Report / Animal Study

Summarizes existing research on a topic.

What do these levels mean? →

Frequently Asked Questions

What was studied?

N-Methylation of Peptides: A Key Chemical Strategy for Making Oral Peptide Drugs

What was found?

N-methylation of peptide bonds dramatically improves oral bioavailability, proteolytic stability, and membrane permeability of peptides — the chemical modification strategy behind several successful oral peptide drugs including cyclosporine.

Read More on RethinkPeptides

Cite This Study

RPEP-01320·https://rethinkpeptides.com/research/RPEP-01320

APA

Chatterjee, Jayanta; Gilon, Chaim; Hoffman, Amnon; Kessler, Horst. (2008). N-methylation of peptides: a new perspective in medicinal chemistry.. Accounts of chemical research, 41(10), 1331-42. https://doi.org/10.1021/ar8000603

MLA

Chatterjee, Jayanta, et al. "N-methylation of peptides: a new perspective in medicinal chemistry.." Accounts of chemical research, 2008. https://doi.org/10.1021/ar8000603

RethinkPeptides

RethinkPeptides Research Database. "N-methylation of peptides: a new perspective in medicinal ch..." RPEP-01320. Retrieved from https://rethinkpeptides.com/research/chatterjee-2008-nmethylation-of-peptides-a

Access the Original Study

Study data sourced from PubMed, a service of the U.S. National Library of Medicine, National Institutes of Health.

This study breakdown was produced by the RethinkPeptides research team. We analyze and report published research findings without making health recommendations. All interpretations are based solely on the published abstract and study data.