Related Experiment Video
Updated: Jun 13, 2026

Synthesis and Structure Determination of µ-Conotoxin PIIIA Isomers with Different Disulfide Connectivities
Published on: October 2, 2018
Synthesis and NMR elucidation of novel pentacycloundecane-based peptides
Mohamed S Altaib1, Per I Arvidsson, Thavendran Govender
1School of Chemistry, University of KwaZulu-Natal, Durban 4001, South Africa.
Abstract:
The synthesis and NMR elucidation of two novel pentacycloundecane (PCU)-based peptides are reported. The PCU cage amino acids were synthesised as racemates and the incorporation of the cage amino acid with (S)-natural amino acids produced diastereomeric peptides. The diastereomeric 'cage' peptides were separated using preparative HPLC and the NMR elucidation of these PCU containing peptides are reported for the first time. The (1)H and (13)C NMR spectra showed series of overlapping signals of the cage skeleton and that of the peptide, making it extremely difficult to resolve the structure using one-dimensional NMR techniques only. The use of two-dimensional NMR techniques proved to be a highly effective tool in overcoming this problem.
Related Concept Videos
¹³C NMR: Distortionless Enhancement by Polarization Transfer (DEPT)
¹H NMR of Conformationally Flexible Molecules: Temporal Resolution
Peptidoglycan Synthesis
¹H NMR of Conformationally Flexible Molecules: Variable-Temperature NMR
¹H NMR: Complex Splitting
Splitting diagrams or splitting tree diagrams are routinely used to depict such complex couplings. While drawing splitting diagrams, the splitting with the larger coupling constant is usually applied first.
Peptide Identification Using Tandem Mass Spectrometry
This technique helps gather information regarding the protein from which the peptide was obtained and to study the peptides’ amino acid sequence. Identifying peptides from a complex mixture is an important component of the growing field of...

