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Natural α-amino acid based synthesis of morpholin-2-ones, prospective monomers for new-generation polymeric lipofectants

Evgeny Dmitrievich Shaputkin 1, 2
Evgeny Dmitrievich Shaputkin
, 
Ilya Eduardovich Nifant'ev 1, 2
Ilya Eduardovich Nifant'ev
, 
Pavel Vasil'evich Ivchenko 1, 2
Pavel Vasil'evich Ivchenko
1 Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
2 A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Moscow, Russian Federation
10.1016/j.mencom.2024.01.009
Published 2023-12-25
Communication , Volume 34, Issue 1, 28-30
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Shaputkin E. D., Nifant'ev I. E., Ivchenko P. V. Natural α-amino acid based synthesis of morpholin-2-ones, prospective monomers for new-generation polymeric lipofectants // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 28-30.
GOST all authors (up to 50) Copy
Shaputkin E. D., Nifant'ev I. E., Ivchenko P. V. Natural α-amino acid based synthesis of morpholin-2-ones, prospective monomers for new-generation polymeric lipofectants // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 28-30.
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TY - JOUR
DO - 10.1016/j.mencom.2024.01.009
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.009
TI - Natural α-amino acid based synthesis of morpholin-2-ones, prospective monomers for new-generation polymeric lipofectants
T2 - Mendeleev Communications
AU - Shaputkin, Evgeny Dmitrievich
AU - Nifant'ev, Ilya Eduardovich
AU - Ivchenko, Pavel Vasil'evich
PY - 2023
DA - 2023/12/25
PB - Mendeleev Communications
SP - 28-30
IS - 1
VL - 34
ER -
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@article{2023_Shaputkin,
author = {Evgeny Dmitrievich Shaputkin and Ilya Eduardovich Nifant'ev and Pavel Vasil'evich Ivchenko},
title = {Natural α-amino acid based synthesis of morpholin-2-ones, prospective monomers for new-generation polymeric lipofectants},
journal = {Mendeleev Communications},
year = {2023},
volume = {34},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.009},
number = {1},
pages = {28--30},
doi = {10.1016/j.mencom.2024.01.009}
}
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Shaputkin, Evgeny Dmitrievich, et al. “Natural α-amino acid based synthesis of morpholin-2-ones, prospective monomers for new-generation polymeric lipofectants.” Mendeleev Communications, vol. 34, no. 1, Dec. 2023, pp. 28-30. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.009.
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Keywords

CARTs
Cyclization
gene delivery
lipofection
morpholin-2-ones
ring-opening polymerization.
transfection
α-amino acids

Abstract

N-Boc-protected morpholin-2-ones have been synthesized with a high to moderate yields from the natural L-amino acids (Ala, Val, Leu, Phe, Tyr). These compounds can find application in the development of biodegradable and biocompatible polymeric vehicles for DNA and RNA delivery.

References

.
A Self-Destroying Polycationic Polymer:  Biodegradable Poly(4-hydroxy-l-proline ester)
Lim Y., Choi Y.H., Park J.
Journal of the American Chemical Society, 1999
.
Enhanced mRNA delivery into lymphocytes enabled by lipid-varied libraries of charge-altering releasable transporters
McKinlay C.J., Benner N.L., Haabeth O.A., Waymouth R.M., Wender P.A.
Proceedings of the National Academy of Sciences of the United States of America, 2018
.
Charge-altering releasable transporters (CARTs) for the delivery and release of mRNA in living animals
McKinlay C.J., Vargas J.R., Blake T.R., Hardy J.W., Kanada M., Contag C.H., Wender P.A., Waymouth R.M.
Proceedings of the National Academy of Sciences of the United States of America, 2017
.
Designed guanidinium-rich amphipathic oligocarbonate molecular transporters complex, deliver and release siRNA in cells
Geihe E.I., Cooley C.B., Simon J.R., Kiesewetter M.K., Edward J.A., Hickerson R.P., Kaspar R.L., Hedrick J.L., Waymouth R.M., Wender P.A.
Proceedings of the National Academy of Sciences of the United States of America, 2012
.
Development of a Safe Gene Delivery System Using Biodegradable Polymer, Poly[α-(4-aminobutyl)-l-glycolic acid]
Lim Y., Kim C., Kim K., Kim S.W., Park J.
Journal of the American Chemical Society, 2000
.
Delivering the Messenger: Advances in Technologies for Therapeutic mRNA Delivery.
Kowalski P.S., Rudra A., Miao L., Anderson D.G.
Molecular Therapy, 2019
.
Nanomaterial Delivery Systems for mRNA Vaccines
Buschmann M.D., Carrasco M.J., Alishetty S., Paige M., Alameh M.G., Weissman D.
Vaccines, 2021
.
Functional DNA Delivery Enabled by Lipid-Modified Charge-Altering Releasable Transporters (CARTs)
Benner N.L., Near K.E., Bachmann M.H., Contag C.H., Waymouth R.M., Wender P.A.
Biomacromolecules, 2018
.
Synthesis, structures, and properties of nine-, twelve-, and eighteen-membered N-benzyloxyethyl cyclic α-peptoids
Maulucci N., Izzo I., Bifulco G., Aliberti A., De Cola C., Comegna D., Gaeta C., Napolitano A., Pizza C., Tedesco C., Flot D., De Riccardis F.
Chemical Communications, 2008
.
Cationic dynamic covalent polymers for gene transfection
Su D., Coste M., Diaconu A., Barboiu M., Ulrich S.
Journal of Materials Chemistry B, 2020
.
Non-viral vectors for RNA delivery
Yan Y., Liu X., Lu A., Wang X., Jiang L., Wang J.
Journal of Controlled Release, 2022
.
Small-Molecule-Induced Folding of a Synthetic Polymer
Ghosh S., Ramakrishnan S.
Angewandte Chemie - International Edition, 2005
.
Simple and Efficient One Pot Synthetic Protocol to Construct Morpholin-2-ones
K. Gurjar M., Sun C., S. Yellol G., K. Mohapatra D.
Heterocycles, 2010