An improved synthesis of 2′-O,4′-C-ethylene nucleic acid (ENA) and thermodynamic studies of duplex formation containing the guanosine ENA unit

M Takagi-Sato, K Morita, Y Onishi… - … & Nucleic Acids, 2020 - Taylor & Francis
… modified with 2′-O,4′-C-ethylene-bridged nucleic acids (ENA) have a binding affinity to
ssRNA similar to those modified with 2′,4′-BNA/LNA ( Figure 1 ). Moreover, ENA modified …

Synthesis and Therapeutic Applications of Oligonucleotides Containing 2′-O,4′-C-Ethylene- and 3′-O,4′-C-Propylene-Bridged Nucleotides

K Morita, M Koizumi - Synthesis of Therapeutic Oligonucleotides, 2018 - Springer
containing 2′-O,4′-C-ethylene-bridged nucleic acid (ENA) … the 2′-O,4′-C-methylene-linkage
of bridged nucleic acids (… On the other hand, the guanine of a G:C base pair of dsDNA …

Efficient Divergent Synthesis of 2′-O,4′-C-Ethylene-Bridged Nucleic Acid (ENA) Phosphoramidites

Y Abe, K Ukai, M Michida - Organic Process Research & …, 2022 - ACS Publications
… An improved synthesis of 2′-O,4′-C-ethylene nucleic acid (ENA) and thermodynamic
studies of duplex formation containing the guanosine ENA unit. Nucleosides, Nucleotides …

Not all 2', 4'-bridged modifications stabilize DNA/RNA duplexes

T Akita, E Tomita-Sudo, S Itoh, N Sakimoto… - … & Nucleic Acids, 2024 - Taylor & Francis
… nucleotides (LNAs) and 2′-O,4′-C-ethylene-bridged nucleotides (… evaluated
thermodynamically and compared with those of CRNs. … ENA or CRN into the A-form DNA/RNA

Synthesis of the Methyl Analog of 2′-O,4′-C-Ethylene-Bridged 5-Methyluridine via Intramolecular Radical Cyclization and Properties of Modified Oligonucleotides

Y Ito, N Tsutsui, T Osawa, Y Hari - The Journal of Organic …, 2019 - ACS Publications
containing LNA. (9) These results suggest that 6′-Me-ENA can be expected as highly potential
nucleic acids. … The duplex-forming ability of the 6′S-Me-ENA-modified oligonucleotides …

Synthesis and Properties of Oligonucleotides Containing 2′-O,4′-C-Methyleneoxy-Bridged Pyrimidine Derivatives

M Shoji, Y Fuchi, T Osawa, H Kim, Y Ito… - The Journal of Organic …, 2022 - ACS Publications
duplex-forming ability with ssRNA and resistance against nuclease, we considered that 2′-O,4′-C-methyleneoxy-bridged
nucleic acid … 2′,4′-BNA/LNA or ENA. Moreover, Me-TaNA …

Synthesis and Properties of Oligonucleotides Containing 2′-O, 4′-C-Methyleneoxy-Bridged 5-Methyluridine with an Unsubstituted Bridge

M Shoji, Y Fuchi, Y Ito, Y Hari - Available at SSRN 4848685 - papers.ssrn.com
… reported the synthesis and properties of 6′R-Me-ENA (Base = T, … reported on 2′-O,4′-C-methyleneoxy-bridged
nucleic acid (Me-… spectroscopy of nucleic acid duplexes and triplexes. …

Influence of Sugar Modifications on the Nucleoside Conformation and Oligonucleotide Stability: A Critical Review

G Das, S Harikrishna, KR Gore - The Chemical Record, 2022 - Wiley Online Library
RNA duplexes are made up of ribofuranose sugars having C3… nucleic acid structure as
we can see in the case of 2′-SCF 3 and 2′-OCF 3 modifications. Contrastingly, the bulky 2′-O

Generation of 4′-Carbon Radicals via 1, 5-Hydrogen Atom Transfer for the Synthesis of Bridged Nucleosides

Y Ito, K Mizuno, S Sumise, A Kimura, N Noguchi… - Organic …, 2022 - ACS Publications
… Among them, 2′-O,4′-C-methylene-bridged nucleic acid (2… for the synthesis of 6′S-methyl-2′-O,4′-C-ethylene-…
also proceeded with adenine and guanine nucleosides to afford the …

2′, 4′-Bridged Nucleic Acids Containing Plural Heteroatoms in the Bridge Moiety

Y Hari, S Obika - Synthesis of Therapeutic Oligonucleotides, 2018 - Springer
… For instance, 2′,4′-bridged nucleic acids, such as ENA [18… of 2′-N,4′-C-ethylene-bridged
nucleic acid (azaENA) [28]. … 2′-O,4′-C-Ethyleneoxy bridged nucleic acid (EoNA) is the …