N-Substituted Iminothiolane (NIT): A Promising Strategy for Protecting Lysine Side Chains for Solid-Phase Peptide
Clouie Justin Aguilar1, Makhdoom Sarwar2,3, Margaret A Brimble4
1School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland 1010, New Zealand.
None:
In this study, we introduce N-substituted iminothiolane (NIT) as a robust protecting group for lysine side chains. NIT is compatible with Fmoc-SPPS and can be efficiently removed under mild nucleophilic conditions. Notably, NIT offers enhanced hydrophilicity compared to traditional orthogonal lysine-protecting groups and does not undergo intramolecular migration. Additionally, the synthesis of NIT in aqueous media highlights its eco-friendly nature, positioning it as a promising alternative to protect lysine side chains.
More Related Videos
Related Concept Videos
Ion Exchange
Ion-Exchange Chromatography
Insensitive Nuclei Enhanced by Polarization Transfer (INEPT)
Peptidoglycan Synthesis
Inorganic Nitrogen Assimilation
iChip


