A. A. Uspenskaia, A. E. Machulkin, E. A. Nimenko, R. R. Shafikov, S. A. Petrov, D. A. Skvortsov, E. K. Beloglazkina, A. G. Majouga, “Influence of the dipeptide linker configuration on the activity of PSMA ligands”, Mendeleev Commun., 2020, Volume 30, Issue 6,Pages <nobr>756

This article is cited in 7 papers

Communications

Influence of the dipeptide linker configuration on the activity of PSMA ligands

A. A. Uspenskaia^a, A. E. Machulkin^a, E. A. Nimenko^a, R. R. Shafikov^b, S. A. Petrov^a, D. A. Skvortsov^b, E. K. Beloglazkina^a, A. G. Majouga^ac

^a Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
^b A.N. Belozersky Research Institute of Physico-Chemical Biology, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
^c D.Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation

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.

Keywords: peptide synthesis, target drug delivery, prostate cancer, prostate specific membrane antigen, solid-phase synthesis, amides.

Language: English

DOI: 10.1016/j.mencom.2020.11.022

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