Synthesis and properties of oligonucleotides modified with an N-methylguanidine-bridged nucleic acid (GuNA[Me]) bearing adenine, guanine, or 5-methylcytosine nucleobases

Naohiro Horie, Takao Yamaguchi, Shinji Kumagai and Satoshi Obika
Beilstein J. Org. Chem. 2021, 17, 622–629. https://doi.org/10.3762/bjoc.17.54

Supporting Information

Supporting Information File 1: 1H, 13C, and 32P NMR spectra for all new compounds, HPLC charts and MALDI–TOF mass data for all new oligonucleotides, UV melting curves of the duplexes formed between GuNA[Me]-modified oligonucleotides and ssDNAs (or ssRNAs), and CD spectra of ON4/ssRNA and ON4/ssDNA.
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Synthesis and properties of oligonucleotides modified with an N-methylguanidine-bridged nucleic acid (GuNA[Me]) bearing adenine, guanine, or 5-methylcytosine nucleobases
Naohiro Horie, Takao Yamaguchi, Shinji Kumagai and Satoshi Obika
Beilstein J. Org. Chem. 2021, 17, 622–629. https://doi.org/10.3762/bjoc.17.54

How to Cite

Horie, N.; Yamaguchi, T.; Kumagai, S.; Obika, S. Beilstein J. Org. Chem. 2021, 17, 622–629. doi:10.3762/bjoc.17.54

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Scholarly Works

  • Islam, M. A.; Obika, S. Bridged Nucleic Acids for Therapeutic Oligonucleotides. Handbook of Chemical Biology of Nucleic Acids; Springer Nature Singapore, 2023; pp 497–542. doi:10.1007/978-981-19-9776-1_18
  • Yamaguchi, T.; Horie, N.; Aoyama, H.; Kumagai, S.; Obika, S. Mechanism of the extremely high duplex-forming ability of oligonucleotides modified with N-tert-butylguanidine- or N-tert-butyl-N'- methylguanidine-bridged nucleic acids. Nucleic acids research 2023, 51, 7749–7761. doi:10.1093/nar/gkad608
  • Islam, M. A.; Obika, S. Bridged Nucleic Acids for Therapeutic Oligonucleotides. Handbook of Chemical Biology of Nucleic Acids; Springer Nature Singapore, 2022; pp 1–46. doi:10.1007/978-981-16-1313-5_18-1
  • Gong, Y.; Zhang, W.; Chen, L.; Lin, R.; Zhou, R.; Salter, R. Nitro-Activated Nucleobase Exchange in the Synthesis of 2'-Fluoro-2'-Deoxyribonucleosides. The Journal of organic chemistry 2022, 87, 9330–9342. doi:10.1021/acs.joc.2c01093

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  • BEIGELMAN LEONID; RAJWANSHI VIVEK KUMAR; ELTEPU LAXMAN; MONTERO SAUL MARTINEZ; HONG JIN. MODIFIED GAPMER OLIGOMERS AND METHODS OF USE THEREOF. WO 2023177808 A1, Sept 21, 2023.
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