Phenyl Urea as an Aglet for Stabilizing <i>Trans</i> Proline: A Mimic of Ile–Phe Zipper

A phenyl urea unit is proposed as an aglet for completely favoring trans-Pro peptide bond, which is further stabilized by n → π* interaction. The urea-tagged Pro-Ile peptide is crystallized from nonaqueous solvent, and the X-ray structure analysis reveals self-assembly by clustering of hydrophobic side chains of Ile and phenyl ring, reminiscent of zipper structure found in coiled-coil peptides.

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Publication Details

Journal
ChemBioChem
Published
2025-11-16
DOI
https://doi.org/10.1002/cbic.202500476
Primary Topic
Supramolecular Self-Assembly in Materials
Type
article
Field-Weighted Citation Impact
0.00
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article

Phenyl Urea as an Aglet for Stabilizing Trans Proline: A Mimic of Ile–Phe Zipper

V. Haridas, Supriya Dwivedi, Souvik Dutta
ChemBioChem
Supramolecular Self-Assembly in Materials
article

Phenyl Urea as an Aglet for Stabilizing Trans Proline: A Mimic of Ile–Phe Zipper

V. Haridas, Supriya Dwivedi, Souvik Dutta
article en

Abstract

A phenyl urea unit is proposed as an aglet for completely favoring trans-Pro peptide bond, which is further stabilized by n → π* interaction. The urea-tagged Pro-Ile peptide is crystallized from nonaqueous solvent, and the X-ray structure analysis reveals self-assembly by clustering of hydrophobic side chains of Ile and phenyl ring, reminiscent of zipper structure found in coiled-coil peptides.

ChemBioChemVol. 26(24)
Indian Institute of Technology Palakkad (IN), Indian Institute of Technology Delhi (IN)
Openalex Percentile: Top 76%
Supramolecular Self-Assembly in Materials
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