Phenyl Urea as an Aglet for Stabilizing Trans Proline: A Mimic of Ile-Phe Zipper
Souvik Dutta1, Supriya Dwivedi1, V Haridas1,2
1Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India.
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.
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