Related Experiment Video
Updated: Apr 3, 2026

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
β-Strand mimics based on tetrahydropyridazinedione (tpd) peptide stitching
Chang Won Kang1, Matthew P Sarnowski1, Sujeewa Ranatunga1
1Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. delvalle@usf.edu.
Abstract:
Short peptides featuring a tetrahydropyridazinedione (tpd) backbone tether exhibit reduced conformational flexibility external to the heterocyclic constraint. Analysis by NMR, molecular modeling and X-ray crystallography suggests both covalent and non-covalent stabilization of extended peptide conformations. An efficient solid-phase protocol was developed for the synthesis of a new class of β-strand mimics based on oligomeric tpd subunits.

