Supporting Information
Additional tables and figures, the experimental part, as well as copies of the NMR spectra (1H, 13C, 19F, 31P) of the new compounds are given in the Supporting Information.
| Supporting Information File 1: Additional data, experimental part, and NMR spectra. | ||
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Cite the Following Article
6’-Fluoro[4.3.0]bicyclo nucleic acid: synthesis, biophysical properties and molecular dynamics simulations
Sibylle Frei, Andrei Istrate and Christian J. Leumann
Beilstein J. Org. Chem. 2018, 14, 3088–3097.
https://doi.org/10.3762/bjoc.14.288
How to Cite
Frei, S.; Istrate, A.; Leumann, C. J. Beilstein J. Org. Chem. 2018, 14, 3088–3097. doi:10.3762/bjoc.14.288
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- Akabane-Nakata, M.; Erande, N. D.; Kumar, P.; Degaonkar, R.; Gilbert, J. A.; Qin, J.; Mendez, M.; Woods, L. B.; Jiang, Y.; Janas, M. M.; O'Flaherty, D. K.; Zlatev, I.; Schlegel, M. K.; Matsuda, S.; Egli, M.; Manoharan, M. siRNAs containing 2'-fluorinated Northern-methanocarbacyclic (2'-F-NMC) nucleotides: in vitro and in vivo RNAi activity and inability of mitochondrial polymerases to incorporate 2'-F-NMC NTPs. Nucleic acids research 2021, 49, 2435–2449. doi:10.1093/nar/gkab050
- Yamani, K.; Pierre, H.; Archambeau, A.; Meyer, C.; Cossy, J. Asymmetric Transfer Hydrogenation of gem-Difluorocyclopropenyl Esters: Access to Enantioenriched gem-Difluorocyclopropanes. Angewandte Chemie (International ed. in English) 2020, 59, 18505–18509. doi:10.1002/anie.202008572
- Yamani, K.; Pierre, H.; Archambeau, A.; Meyer, C.; Cossy, J. Asymmetric Transfer Hydrogenation of gem ‑Difluorocyclopropenyl Esters: Access to Enantioenriched gem ‑Difluorocyclopropanes. Angewandte Chemie 2020, 132, 18663–18667. doi:10.1002/ange.202008572
- Volochnyuk, D. M.; Grygorenko, O. O. Emerging Fluorinated Motifs; Wiley, 2020; pp 135–194. doi:10.1002/9783527824342.ch5
- Moai, Y.; Kodama, T. Recent developments of artificial functional oligo nucleic acids. Tetrahedron Letters 2020, 61, 151708. doi:10.1016/j.tetlet.2020.151708
- Akabane-Nakata, M.; Kumar, P.; Das, R. S.; Erande, N. D.; Matsuda, S.; Egli, M.; Manoharan, M. Synthesis and Biophysical Characterization of RNAs Containing 2′-Fluorinated Northern Methanocarbacyclic Nucleotides. Organic letters 2019, 21, 1963–1967. doi:10.1021/acs.orglett.8b04153
- Frei, S.; Katolik, A.; Leumann, C. J. Synthesis, biophysical properties, and RNase H activity of 6’-difluoro[4.3.0]bicyclo-DNA. Beilstein journal of organic chemistry 2019, 15, 79–88. doi:10.3762/bjoc.15.9
Patents
- DUGOVIC BRANISLAV; BERTOLINI RETO. TRICYCLO-DNA NUCLEOSIDE PRECURSORS AND PROCESSES FOR PREPARING THE SAME. WO 2019142135 A1, July 25, 2019.
