Influence of the dipeptide linker configuration on the activity of PSMA ligands
[Display omitted] 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 s...
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Published in | Mendeleev communications Vol. 30; no. 6; pp. 756 - 759 |
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Main Authors | , , , , , , , |
Format | Journal Article |
Language | English |
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Elsevier B.V
01.11.2020
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ISSN | 0959-9436 |
DOI | 10.1016/j.mencom.2020.11.022 |
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Abstract | [Display omitted]
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. |
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AbstractList | [Display omitted]
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. |
Author | Petrov, Stanislav A. Uspenskaya, Anastasiya A. Skvortsov, Dmitry A. Beloglazkina, Elena K. Majouga, Alexander G. Nimenko, Ekaterina A. Machulkin, Alexey E. Shafikov, Radik R. |
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Cites_doi | 10.3109/1061186X.2016.1154564 10.1111/j.1399-3011.1978.tb02896.x 10.1111/j.1399-3011.1991.tb00769.x 10.1248/cpb.42.724 10.1021/jm100729b 10.1021/ol048771l 10.1016/j.apradiso.2011.03.041 10.1021/cr980040+ 10.1007/s11094-019-01994-1 10.1016/j.bmcl.2019.01.040 10.1016/S0040-4039(00)99113-5 10.1016/j.bmcl.2019.06.035 10.1002/cmdc.200500044 10.1002/cbin.10055 10.2174/092986712799034888 10.1021/mp9000712 10.3322/caac.21551 |
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SubjectTerms | amides peptide synthesis prostate cancer prostate specific membrane antigen solid-phase synthesis target drug delivery |
Title | Influence of the dipeptide linker configuration on the activity of PSMA ligands |
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