Electrophilic oligodeoxynucleotide synthesis using dM-Dmoc for amino protection

Shahien Shahsavari, Dhananjani N. A. M. Eriyagama, Bhaskar Halami, Vagarshak Begoyan, Marina Tanasova, Jinsen Chen and Shiyue Fang
Beilstein J. Org. Chem. 2019, 15, 1116–1128. https://doi.org/10.3762/bjoc.15.108

Supporting Information

Supporting Information File 1: Experimental details, compound characterization, and protocol for ODN cleavage and deprotection.
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Supporting Information File 2: HPLC profiles, MALDI–TOF MS spectra, UV spectra, and OD260 values of ODNs, and NMR spectra of new compounds.
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Cite the Following Article

Electrophilic oligodeoxynucleotide synthesis using dM-Dmoc for amino protection
Shahien Shahsavari, Dhananjani N. A. M. Eriyagama, Bhaskar Halami, Vagarshak Begoyan, Marina Tanasova, Jinsen Chen and Shiyue Fang
Beilstein J. Org. Chem. 2019, 15, 1116–1128. https://doi.org/10.3762/bjoc.15.108

How to Cite

Shahsavari, S.; Eriyagama, D. N. A. M.; Halami, B.; Begoyan, V.; Tanasova, M.; Chen, J.; Fang, S. Beilstein J. Org. Chem. 2019, 15, 1116–1128. doi:10.3762/bjoc.15.108

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Scholarly Works

  • Fang, S.; Chillar, K.; Yin, Y.; Apostle, A.; Eriyagama, D. N. A. M.; Shahsavari, S.; Halami, B.; Yuan, Y. Oligodeoxynucleotide Synthesis Under Non-Nucleophilic Deprotection Conditions. Current protocols 2024, 4, e983. doi:10.1002/cpz1.983
  • Chillar, K.; Yin, Y.; Apostle, A.; Fang, S. PEGylated Dmoc phosphoramidites for sensitive oligodeoxynucleotide synthesis. Organic & biomolecular chemistry 2023, 21, 9005–9010. doi:10.1039/d3ob01495a
  • Chillar, K.; Eriyagama, A. M. D. N.; Yin, Y.; Shahsavari, S.; Halami, B.; Apostle, A.; Fang, S. Oligonucleotide synthesis under mild deprotection conditions. New journal of chemistry = Nouveau journal de chimie 2023, 47, 8714–8722. doi:10.1039/d2nj03845e
  • Apostle, A.; Yin, Y.; Chillar, K.; Eriyagama, A. M. D. N.; Arneson, R.; Burke, E.; Fang, S.; Yuan, Y. Effects of Epitranscriptomic RNA Modifications on the Catalytic Activity of the SARS-CoV-2 Replication Complex. Chembiochem : a European journal of chemical biology 2023, 24, e202300095. doi:10.1002/cbic.202300095
  • Chillar, K.; Yin, Y.; Eriyagama, A. M. D. N.; Fang, S. Determination of optical density (OD) of oligodeoxynucleotide from HPLC peak area. PeerJ analytical chemistry 2022, 4, e20. doi:10.7717/peerj-achem.20
  • Yamazaki, S. Comprehensive Heterocyclic Chemistry IV - 1,3-Dioxins, Oxathiins, Dithiins and Their Benzo Derivatives. Comprehensive Heterocyclic Chemistry IV; Elsevier, 2022; pp 776–862. doi:10.1016/b978-0-12-409547-2.14933-9
  • Fang, S.; Eriyagama, D. N. A. M.; Yuan, Y.; Shahsavari, S.; Chen, J.; Lin, X.; Halami, B. Dim and Dmoc Protecting Groups for Oligodeoxynucleotide Synthesis. Current protocols in nucleic acid chemistry 2020, 82, e111. doi:10.1002/cpnc.111
  • Halami, B.; Eriyagama, D. N. A. M.; Chillar, K.; Nelson, Z.; Prehoda, L.; Yin, Y.; Lu, B.-Y.; Otto, B.; Haggerty, L.; Fang, S. Linear Oligosulfoxides: Synthesis and Solubility Studies. Tetrahedron letters 2019, 60, 151306. doi:10.1016/j.tetlet.2019.151306
  • Shahsavari, S.; Eriyagama, D. N. A. M.; Chen, J.; Halami, B.; Yin, Y.; Chillar, K.; Fang, S. Sensitive Oligodeoxynucleotide Synthesis Using Dim and Dmoc as Protecting Groups. The Journal of organic chemistry 2019, 84, 13374–13383. doi:10.1021/acs.joc.9b01527

Patents

  • FANG SHIYUE. Sensitive oligonucleotide synthesis using sulfur-based functions as protecting groups and linkers. US 11518780 B2, Dec 6, 2022.
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