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Choice of the optimal synthetic approach for the polypeptide ligands of prostatic specific membrane antigen preparation

Stanislav Alexandrovich Petrov
Anastasiya Alekseevna Uspenskaya 1
Anastasiya Alekseevna Uspenskaya
Pavel Alekseevich Krasnikov 1
Pavel Alekseevich Krasnikov
Natalya Sergeevna Volkova 1
Natalya Sergeevna Volkova
Elena Kimovna Beloglazkina 1
Elena Kimovna Beloglazkina
Alexander Georgievich Majouga 1, 2, 3
Alexander Georgievich Majouga
Nikolai Vasil'evich Zyk 1
Nikolai Vasil'evich Zyk
1 Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
2 D.Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation
3 National University of Science and Technology 'MISIS', Moscow, Russian Federation
Published 2023-06-13
CommunicationVolume 33, Issue 4, 472-475
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Zyk N. Y. et al. Choice of the optimal synthetic approach for the polypeptide ligands of prostatic specific membrane antigen preparation // Mendeleev Communications. 2023. Vol. 33. No. 4. pp. 472-475.
GOST all authors (up to 50) Copy
Zyk N. Y., Petrov S. A., Zavertkina M. V., Uspenskaya A. A., Krasnikov P. A., Volkova N. S., Beloglazkina E. K., Majouga A. G., Zyk N. V., Machulkin A. E. Choice of the optimal synthetic approach for the polypeptide ligands of prostatic specific membrane antigen preparation // Mendeleev Communications. 2023. Vol. 33. No. 4. pp. 472-475.
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TY - JOUR
DO - 10.1016/j.mencom.2023.06.010
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.06.010
TI - Choice of the optimal synthetic approach for the polypeptide ligands of prostatic specific membrane antigen preparation
T2 - Mendeleev Communications
AU - Zyk, Nikolay Yurievich
AU - Petrov, Stanislav Alexandrovich
AU - Zavertkina, Maria Vasilevna
AU - Uspenskaya, Anastasiya Alekseevna
AU - Krasnikov, Pavel Alekseevich
AU - Volkova, Natalya Sergeevna
AU - Beloglazkina, Elena Kimovna
AU - Majouga, Alexander Georgievich
AU - Zyk, Nikolai Vasil'evich
AU - Machulkin, Aleksei Eduardovich
PY - 2023
DA - 2023/06/13
PB - Mendeleev Communications
SP - 472-475
IS - 4
VL - 33
ER -
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@article{2023_Zyk,
author = {Nikolay Yurievich Zyk and Stanislav Alexandrovich Petrov and Maria Vasilevna Zavertkina and Anastasiya Alekseevna Uspenskaya and Pavel Alekseevich Krasnikov and Natalya Sergeevna Volkova and Elena Kimovna Beloglazkina and Alexander Georgievich Majouga and Nikolai Vasil'evich Zyk and Aleksei Eduardovich Machulkin},
title = {Choice of the optimal synthetic approach for the polypeptide ligands of prostatic specific membrane antigen preparation},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.06.010},
number = {4},
pages = {472--475},
doi = {10.1016/j.mencom.2023.06.010}
}
MLA
Cite this
MLA Copy
Zyk, Nikolay Yurievich, et al. “Choice of the optimal synthetic approach for the polypeptide ligands of prostatic specific membrane antigen preparation.” Mendeleev Communications, vol. 33, no. 4, Jun. 2023, pp. 472-475. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.06.010.

Keywords

anticancer drugs.
prostate cancer
prostatic specific membrane antigen
solid-phase peptide synthesis
targeted delivery

Abstract

Two alternative synthetic schemes involving solid-phase peptide synthesis steps for the preparation of prostatic specific membrane antigen ligands based on Glu-Urea-Lys with peptide fragments in the linker structure are compared. In the first approach, the amino acid key intermediate is attached to the 2-CTC resin by the carboxy group while in the second approach, by the amino one. The preference for each approach is dependent on the particular target molecule

References

.
Polypeptide-Based Molecular Platform and Its Docetaxel/Sulfo-Cy5-Containing Conjugate for Targeted Delivery to Prostate Specific Membrane Antigen
Petrov S.A., Machulkin A.E., Uspenskaya A.A., Zyk N.Y., Nimenko E.A., Garanina A.S., Petrov R.A., Polshakov V.I., Grishin Y.K., Roznyatovsky V.A., Zyk N.V., Majouga A.G., Beloglazkina E.K.
Molecules, 2020
.
Uspenskaya A.A., Machulkin A.E., Nimenko E.A., Shafikov R.R., Petrov S.A., Skvortsov D.A., Beloglazkina E.K., Majouga A.G.
Mendeleev Communications, 2020
.
Synthesis and Biological Evaluation of PSMA Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them
Machulkin A.E., Shafikov R.R., Uspenskaya A.A., Petrov S.A., Ber A.P., Skvortsov D.A., Nimenko E.A., Zyk N.U., Smirnova G.B., Pokrovsky V.S., Abakumov M.A., Saltykova I.V., Akhmirov R.T., Garanina A.S., Polshakov V.I., et. al.
Journal of Medicinal Chemistry, 2021
.
Borisova N.E., Orlova M.A., Knizhnikov V.A., Dolgova V.K., Reshetova M.D., Orlov A.P.
Mendeleev Communications, 2021
.
Design of a Small-Molecule Drug Conjugate for Prostate Cancer Targeted Theranostics
Kumar A., Mastren T., Wang B., Hsieh J., Hao G., Sun X.
Bioconjugate Chemistry, 2016
.
Synthesis and Preclinical Characterization of the PSMA-Targeted Hybrid Tracer PSMA-I&F for Nuclear and Fluorescence Imaging of Prostate Cancer
Schottelius M., Wurzer A., Wissmiller K., Beck R., Koch M., Gorpas D., Notni J., Buckle T., van Oosterom M.N., Steiger K., Ntziachristos V., Schwaiger M., van Leeuwen F.W., Wester H.
Journal of Nuclear Medicine, 2018
.
Preclinical Evaluation of a Tailor-Made DOTA-Conjugated PSMA Inhibitor with Optimized Linker Moiety for Imaging and Endoradiotherapy of Prostate Cancer
Benešová M., Schäfer M., Bauder-Wüst U., Afshar-Oromieh A., Kratochwil C., Mier W., Haberkorn U., Kopka K., Eder M.
Journal of Nuclear Medicine, 2015
.
Novel solid-phase strategy for the synthesis of ligand-targeted fluorescent-labelled chelating peptide conjugates as a theranostic tool for cancer
Sengupta S., Krishnan M.A., Dudhe P., Reddy R.B., Giri B., Chattopadhyay S., Chelvam V.
Beilstein Journal of Organic Chemistry, 2018
.
Sequential SPECT and Optical Imaging of Experimental Models of Prostate Cancer with a Dual Modality Inhibitor of the Prostate-Specific Membrane Antigen
Banerjee S.R., Pullambhatla M., Byun Y., Nimmagadda S., Foss C.A., Green G., Fox J.J., Lupold S.E., Mease R.C., Pomper M.G.
Angewandte Chemie - International Edition, 2011
.
Radiohybrid Ligands: A Novel Tracer Concept Exemplified by 18F- or 68Ga-Labeled rhPSMA Inhibitors
Wurzer A., Di Carlo D., Schmidt A., Beck R., Eiber M., Schwaiger M., Wester H.
Journal of Nuclear Medicine, 2019
.
Synthesis, Characterization, and Preclinical Evaluation of a Small-Molecule Prostate-Specific Membrane Antigen-Targeted Monomethyl Auristatin e Conjugate
Machulkin A.E., Uspenskaya A.A., Zyk N.U., Nimenko E.A., Ber A.P., Petrov S.A., Polshakov V.I., Shafikov R.R., Skvortsov D.A., Plotnikova E.A., Pankratov A.A., Smirnova G.B., Borisova Y.A., Pokrovsky V.S., Kolmogorov V.S., et. al.
Journal of Medicinal Chemistry, 2021
.
Synthesis and initial in vitro evaluation of PSMA-targeting ligands with a modified aromatic moiety at the lysine ε-nitrogen atom
Zyk N.Y., Ber A.P., Nimenko E.A., Shafikov R.R., Evteev S.A., Petrov S.A., Uspenskaya A.A., Dashkova N.S., Ivanenkov Y.A., Skvortsov D.A., Beloglazkina E.K., Majouga A.G., Machulkin A.E.
Bioorganic and Medicinal Chemistry Letters, 2022
.
Method for Activation and Recycling of Trityl Resins
Redwan I.N., Grøtli M.
Journal of Organic Chemistry, 2012
.
Gorbatov S.A., Uvarov D.Y., Scherbakov A.M., Zavarzin I.V., Volkova Y.A., Romieu A.
Mendeleev Communications, 2020
.
Derks Y.H., Rijpkema M., Amatdjais-Groenen H.I., Kip A., Franssen G.M., Sedelaar J.P., Somford D.M., Simons M., Laverman P., Gotthardt M., Löwik D.W., Lütje S., Heskamp S.
Theranostics, 2020