Precision synthesis of peptide chimeras through site-specific azomethine ylide–dehydroalanine cycloaddition

An Ag-catalyzed N-terminus/dehydroalanine [3 + 2] cycloaddition enables site-specific peptide–peptide conjugation. Chiral ( S )- and ( R )-DTBM-SEGPHOS ligands control pyrrolidine stereochemistry independently of the peptide backbone.

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Publication Details

Journal
Organic Chemistry Frontiers
Published
2025-12-30
DOI
https://doi.org/10.1039/d5qo01627d
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
0.00
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article

Precision synthesis of peptide chimeras through site-specific azomethine ylide–dehydroalanine cycloaddition

Eunsang Kwon, Sena Miura, Yuzuki Takami, Hibiki Ohno et al.
Organic Chemistry Frontiers
Chemical Synthesis and Analysis
article

Precision synthesis of peptide chimeras through site-specific azomethine ylide–dehydroalanine cycloaddition

Eunsang Kwon, Sena Miura, Yuzuki Takami, Hibiki Ohno, Masaki Iwata, Naohiko Yoshikai, Kazuya Kanemoto
article en

Abstract

An Ag-catalyzed N-terminus/dehydroalanine [3 + 2] cycloaddition enables site-specific peptide–peptide conjugation. Chiral ( S )- and ( R )-DTBM-SEGPHOS ligands control pyrrolidine stereochemistry independently of the peptide backbone.

Organic Chemistry FrontiersVol. 13(4)
Tohoku University (JP)
Openalex Percentile: Top 35%
Chemical Synthesis and Analysis
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Precision synthesis of peptide chimeras through site-specific azomethine ylide–dehydroalanine cycloaddition — Eunsang Kwon, Sena Miura, et al. · Organic Chemistry Frontiers (2025) | TGRS Research Map | TGRS