Synthesis, binding, nuclease resistance and cellular uptake properties of 2′- O -acetalester-modified oligonucleotides containing cationic groups

2015 ◽  
Vol 23 (17) ◽  
pp. 5360-5368 ◽  
Author(s):  
Annabelle Biscans ◽  
Sonia Rouanet ◽  
Jean-Rémi Bertrand ◽  
Jean-Jacques Vasseur ◽  
Christelle Dupouy ◽  
...  
Keyword(s):  
Cellular Uptake ◽  
Modified Oligonucleotides ◽  
Nuclease Resistance

Synthesis and properties of novel 2′-C,4′-C-ethyleneoxy-bridged 2′-deoxyribonucleic acids with exocyclic methylene groups

2016 ◽  
Vol 14 (40) ◽  
pp. 9481-9484 ◽  
Author(s):  
Takashi Osawa ◽  
Satoshi Obika ◽  
Yoshiyuki Hari
Keyword(s):  
Binding Affinity ◽  
Modified Oligonucleotides ◽  
Strong Binding ◽  
Nuclease Resistance ◽  
Methylene Groups ◽  
Exocyclic Methylene

Three methylene-EoDNAs were synthesized from 5-methyluridine and their modified oligonucleotides showed strong binding affinity with ssRNA and high nuclease resistance.

scholarly journals Synthesis and Antisense Properties of 2′β-F-Arabinouridine Modified Oligonucleotides with 4′-C-OMe Substituent

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2374 ◽  
Author(s):  
Xiao-Yang He ◽  
Jing Wang ◽  
Dan-Dan Lu ◽  
Sheng-Qi Wang
Keyword(s):  
Chemical Modification ◽  
Binding Affinity ◽  
Therapeutic Strategy ◽  
Modified Oligonucleotides ◽  
Nuclease Resistance ◽  
Modified Oligonucleotide

A novel 2′-F,4′-C-OMe–arabinouridine (araU) was successfully synthesized and introduced into oligonucleotides. The oligonucleotide containing 2′-F,4′-C-OMe–araU exhibited improved nuclease resistance and RNA hybridizing selective ability relative to 2′-F–araU. In particular, when 2′-F,4′-C-OMe–araU inserted into C–H⋯F–C bonding-favorable 5′–uridine–purine–3′ steps, the modified oligonucleotide showed remarkable binding affinity and selectivity to RNA complements. Thus, 2′-F,4′-C-OMe–araU has valuable antisense properties and can be used as novel chemical modification for antisense therapeutic strategy.

ChemInform Abstract: Synthesis, Hybridization, and Nuclease Resistance Properties of 2′-O-Aminooxyethyl Modified Oligonucleotides

ChemInform ◽  
2010 ◽  
Vol 30 (44) ◽  
pp. no-no
Author(s):  
Andrew M. Kawasaki ◽  
Martin D. Casper ◽  
Thazha P. Prakash ◽  
Sheri Manalili ◽  
Henri Sasmor ◽  
...  
Keyword(s):  
Modified Oligonucleotides ◽  
Nuclease Resistance

Modified Oligonucleotides Containing Lithocholic Acid in Their Backbones: Their Enhanced Cellular Uptake and Their Mimicking of Hairpin Structures

ChemBioChem ◽  
2004 ◽  
Vol 5 (11) ◽  
pp. 1517-1522 ◽  
Author(s):  
Su Jeong Kim ◽  
Eun-Kyoung Bang ◽  
Ho Jeong Kwon ◽  
Joong Sup Shim ◽  
Byeang Hyean Kim
Keyword(s):  
Cellular Uptake ◽  
Lithocholic Acid ◽  
Modified Oligonucleotides ◽  
Hairpin Structures

4′-C-Trifluoromethyl modified oligodeoxynucleotides: synthesis, biochemical studies, and cellular uptake properties

2019 ◽  
Vol 17 (22) ◽  
pp. 5550-5560 ◽  
Author(s):  
Yifei Zhou ◽  
Chuanlong Zang ◽  
Huawei Wang ◽  
Jiajun Li ◽  
Zenghui Cui ◽  
...  
Keyword(s):  
Cellular Uptake ◽  
Cell Permeability ◽  
Biochemical Studies ◽  
Nuclease Resistance

Introducing a 4′-C-trifluoromethyl (4′-CF3) modification into oligodeoxynucleotides (ODNs) leads to improved nuclease resistance and increased cell permeability.

Lipophilic 2′-O-Acetal Ester RNAs: Synthesis, Thermal Duplex Stability, Nuclease Resistance, Cellular Uptake, and siRNA Activity after Spontaneous Naked Delivery

ChemBioChem ◽  
2016 ◽  
Vol 17 (21) ◽  
pp. 2054-2062 ◽  
Author(s):  
Annabelle Biscans ◽  
Jean-Rémi Bertrand ◽  
Josephine Dubois ◽  
Jacqueline Rüger ◽  
Jean-Jacques Vasseur ◽  
...  
Keyword(s):  
Cellular Uptake ◽  
Duplex Stability ◽  
Nuclease Resistance

Nuclease resistant oligonucleotides with cell penetrating properties

2015 ◽  
Vol 51 (19) ◽  
pp. 4044-4047 ◽  
Author(s):  
Stefan Milton ◽  
Dmytro Honcharenko ◽  
Cristina S. J. Rocha ◽  
Pedro M. D. Moreno ◽  
C. I. Edvard Smith ◽  
...  
Keyword(s):  
Cellular Uptake ◽  
High Stability ◽  
Modified Oligonucleotides ◽  
Cell Penetrating

2′-O-AECM modified oligonucleotides provide a combination of remarkable properties, such as high stability towards degradation, stable duplexes with RNA and enhanced cellular uptake.

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