Influence of the dipeptide linker configuration on the activity of PSMA ligands
Anastasia A. Uspenskaya, Alexey E. Machulkin, Ekaterina A. Nimenko, Radik R. Shafikov, Stanislav A. Petrov, Dmitry A. Skvortsov, Елена К. Белоглазкина, Alexander G. Majouga
Abstract
Selective ligands of an urea-based prostate specific membrane antigen with a phenylalanine/tyrosine-based dipeptide linker and with a mingled chiral centers configuration and/or substituted aromatic fragments were prepared in seven steps by liquid- and in six steps by solid-phase synthesis. In vitro test for inhibiting the cleavage of N-acetylaspartylglutamate revealed the optimum linker containing l-phenylalanine in the structure on the N-terminus of a dipeptide chain.
Topics & Concepts
DipeptideChemistryLinkerPhenylalanineTyrosineCleavage (geology)StereochemistryCombinatorial chemistryIn vitroPeptideAmino acidBiochemistryComputer scienceOperating systemEngineeringFracture (geology)Geotechnical engineeringChemical Synthesis and AnalysisRadiopharmaceutical Chemistry and ApplicationsRNA and protein synthesis mechanisms