Steric Effects in Release of Amides from Linkers in Solid-Phase Synthesis. Molecular Mechanics Modeling of Key Step in Peptide and Combinatorial Chemistry

Abstract

Acidolytic release of an amide from a solid support by C–N bond cleavage is an ubiquitous and crucial step in many solid-phase syntheses. We have used molecular modeling of a pseudo-equilibrium to explore substituent and steric effects in the release of peptides. The high acid-lability of the backbone amide linkage (BAL), which releases sec. amides… (More)
DOI: 10.1007/s10989-006-9036-1

4 Figures and Tables

Topics

  • Presentations referencing similar topics