Pedal to the Metal: The Homogeneous Catalysis of the Native Chemical Ligation Reaction
Vincent Diemer, Olga Firstova, Vangelis Agouridas, Oleg Melnyk
Abstract
The native chemical ligation reaction of peptide thioesters with cysteinyl peptides is a pivotal chemical process in the production of native or modified peptides and proteins, and well beyond in the preparation of various biomolecule analogs and materials. To benefit from this reaction at its fullest and to access all the possible applications, the experimentalist needs to know the factors affecting its rate and how to control it. This concept article presents the fundamental principles underlying the rate of the native chemical ligation and its homogeneous catalysis by nucleophiles. It has been prepared to serve as a quick guide in the search for an appropriate catalyst.
Topics & Concepts
Native chemical ligationNucleophileHomogeneousCatalysisChemistryBiomoleculeCombinatorial chemistryChemical reactionLigationMetalChemical ligationChemical synthesisNanotechnologyPeptideOrganic chemistryMaterials scienceBiochemistryBiologyIn vitroPhysicsThermodynamicsMolecular biologyChemical Synthesis and AnalysisClick Chemistry and ApplicationsPeptidase Inhibition and Analysis