Journal of the American Chemical Society · 2019 · 81 citations · 31 references
Natural SciencesChemical EngineeringChemistryBiocatalysisCatalysisNatural Product BiosynthesisAmino Acid ChemistryCatalytic MechanismsPeptide Bond ChemistryPeptide ChemistryAcid CatalysisAcid-catalyzed ReactionsAmino AcidsCarboxyl FunctionalizationLewis Acid CatalysisPeptide Coupling ReactionsSolvent-free CatalysisTantalum Catalysts
A Lewis-acid-catalyzed method for the substrate-directed formation of peptide bonds has been developed, and this powerful approach is utilized for the new "remote" activation of carboxyl groups under solvent-free conditions. The presented method has the following advantages: (1) the high-yielding peptide synthesis uses a tantalum catalyst for any amino acids; (2) the reaction proceeds without any racemization; (3) the new substrate-directed chemical ligation using the titanium catalyst is applicable to convergent peptide synthesis. These advantages overcome some of the unresolved problems in classical peptide synthesis.
31
The Atom Economy—A Search for Synthetic Efficiency
Synthesis of Proteins by Native Chemical Ligation
Philip E. Dawson, Tom W. Muir, Ian Clark‐Lewis et al. · Science · 1994 · 4.1K citations
Arup K. Ghose, Vellarkad N. Viswanadhan, John J. Wendoloski · Journal of Combinatorial Chemistry · 1998 · 3K citations
Cell Surface Engineering by a Modified Staudinger Reaction
Eliana Saxon, Carolyn R. Bertozzi · Science · 2000 · 2.4K citations