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Novel Convenient Approach to the Solid-Phase Synthesis of Oligonucleotide Conjugates. / Meschaninova, Mariya I.; Novopashina, Darya S.; Semikolenova, Olga A. et al.

In: Molecules (Basel, Switzerland), Vol. 24, No. 23, 4266, 22.11.2019.

Research output: Contribution to journal › Article › peer-review

Harvard

Meschaninova, MI, Novopashina, DS, Semikolenova, OA, Silnikov, VN & Venyaminova, AG 2019, 'Novel Convenient Approach to the Solid-Phase Synthesis of Oligonucleotide Conjugates', Molecules (Basel, Switzerland), vol. 24, no. 23, 4266. https://doi.org/10.3390/molecules24234266

APA

Meschaninova, M. I., Novopashina, D. S., Semikolenova, O. A., Silnikov, V. N., & Venyaminova, A. G. (2019). Novel Convenient Approach to the Solid-Phase Synthesis of Oligonucleotide Conjugates. Molecules (Basel, Switzerland), 24(23), [4266]. https://doi.org/10.3390/molecules24234266

Vancouver

Meschaninova MI, Novopashina DS, Semikolenova OA, Silnikov VN, Venyaminova AG. Novel Convenient Approach to the Solid-Phase Synthesis of Oligonucleotide Conjugates. Molecules (Basel, Switzerland). 2019 Nov 22;24(23):4266. doi: 10.3390/molecules24234266

Author

Meschaninova, Mariya I. ; Novopashina, Darya S. ; Semikolenova, Olga A. et al. / Novel Convenient Approach to the Solid-Phase Synthesis of Oligonucleotide Conjugates. In: Molecules (Basel, Switzerland). 2019 ; Vol. 24, No. 23.

BibTeX

@article{4e331f409c824bb78f3dab9fa77147f8,
title = "Novel Convenient Approach to the Solid-Phase Synthesis of Oligonucleotide Conjugates",
abstract = "A novel and convenient approach for the solid-phase 5'-functionalization of oligonucleotides is proposed in this article. The approach is based on the activation of free 5'-hydroxyl of polymer support-bound protected oligonucleotides by N,N'-disuccinimidyl carbonate followed by interaction with amino-containing ligands. Novel amino-containing derivatives of closo-dodecaborate, estrone, cholesterol, and α-tocopherol were specially prepared. A wide range of oligonucleotide conjugates bearing closo-dodecaborate, short peptide, pyrene, lipophilic residues (cholesterol, α-tocopherol, folate, estrone), aliphatic diamines, and propargylamine were synthesized and characterized to demonstrate the versatility of the approach. The developed method is suitable for the conjugate synthesis of oligonucleotides of different types (ribo-, deoxyribo-, 2'-O-methylribo-, and others).",
keywords = "amino ligands, boron clusters, N,N′-disuccinimidyl carbonate (DSC), oligonucleotide conjugates, solid-phase 5′-functionalization, Boron clusters, Oligonucleotide conjugates, Amino ligands, Solid-phase 5'-functionalization, N,N'-disuccinimidyl carbonate (DSC), REAGENT, ATTACHMENT, solid-phase 5 '-functionalization, STABILITY, BORON CLUSTERS, N,N '-disuccinimidyl carbonate (DSC), DELIVERY, N-(2-HYDROXYETHYL)PHENAZINIUM, DNA, SIRNA, CLICK, OXONIUM DERIVATIVES",
author = "Meschaninova, {Mariya I.} and Novopashina, {Darya S.} and Semikolenova, {Olga A.} and Silnikov, {Vladimir N.} and Venyaminova, {Alya G.}",
note = "Publisher Copyright: {\textcopyright} 2019 by the authors.",
year = "2019",
month = nov,
day = "22",
doi = "10.3390/molecules24234266",
language = "English",
volume = "24",
journal = "Molecules",
issn = "1420-3049",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "23",

}

RIS

TY - JOUR

T1 - Novel Convenient Approach to the Solid-Phase Synthesis of Oligonucleotide Conjugates

AU - Meschaninova, Mariya I.

AU - Novopashina, Darya S.

AU - Semikolenova, Olga A.

AU - Silnikov, Vladimir N.

AU - Venyaminova, Alya G.

N1 - Publisher Copyright: © 2019 by the authors.

PY - 2019/11/22

Y1 - 2019/11/22

N2 - A novel and convenient approach for the solid-phase 5'-functionalization of oligonucleotides is proposed in this article. The approach is based on the activation of free 5'-hydroxyl of polymer support-bound protected oligonucleotides by N,N'-disuccinimidyl carbonate followed by interaction with amino-containing ligands. Novel amino-containing derivatives of closo-dodecaborate, estrone, cholesterol, and α-tocopherol were specially prepared. A wide range of oligonucleotide conjugates bearing closo-dodecaborate, short peptide, pyrene, lipophilic residues (cholesterol, α-tocopherol, folate, estrone), aliphatic diamines, and propargylamine were synthesized and characterized to demonstrate the versatility of the approach. The developed method is suitable for the conjugate synthesis of oligonucleotides of different types (ribo-, deoxyribo-, 2'-O-methylribo-, and others).

AB - A novel and convenient approach for the solid-phase 5'-functionalization of oligonucleotides is proposed in this article. The approach is based on the activation of free 5'-hydroxyl of polymer support-bound protected oligonucleotides by N,N'-disuccinimidyl carbonate followed by interaction with amino-containing ligands. Novel amino-containing derivatives of closo-dodecaborate, estrone, cholesterol, and α-tocopherol were specially prepared. A wide range of oligonucleotide conjugates bearing closo-dodecaborate, short peptide, pyrene, lipophilic residues (cholesterol, α-tocopherol, folate, estrone), aliphatic diamines, and propargylamine were synthesized and characterized to demonstrate the versatility of the approach. The developed method is suitable for the conjugate synthesis of oligonucleotides of different types (ribo-, deoxyribo-, 2'-O-methylribo-, and others).

KW - amino ligands

KW - boron clusters

KW - N,N′-disuccinimidyl carbonate (DSC)

KW - oligonucleotide conjugates

KW - solid-phase 5′-functionalization

KW - Boron clusters

KW - Oligonucleotide conjugates

KW - Amino ligands

KW - Solid-phase 5'-functionalization

KW - N,N'-disuccinimidyl carbonate (DSC)

KW - REAGENT

KW - ATTACHMENT

KW - solid-phase 5 '-functionalization

KW - STABILITY

KW - BORON CLUSTERS

KW - N,N '-disuccinimidyl carbonate (DSC)

KW - DELIVERY

KW - N-(2-HYDROXYETHYL)PHENAZINIUM

KW - DNA

KW - SIRNA

KW - CLICK

KW - OXONIUM DERIVATIVES

UR - http://www.scopus.com/inward/record.url?scp=85075692160&partnerID=8YFLogxK

U2 - 10.3390/molecules24234266

DO - 10.3390/molecules24234266

M3 - Article

C2 - 31771111

AN - SCOPUS:85075692160

VL - 24

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 23

M1 - 4266

ER -

ID: 22499679