Publikation: Synthesis of DNA oligonucleotides containing 5-(mercaptomethyl)-2′-deoxyuridine moieties
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2006
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Bornemann, Benjamin
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Bioorganic & Medicinal Chemistry. 2006, 14(18), pp. 6235-6238. ISSN 0968-0896. eISSN 1464-3391. Available under: doi: 10.1016/j.bmc.2006.05.054
Zusammenfassung
Recently thiolated oligonucleotides have attracted significant interest due to their ability to efficiently undergo stable bond formation with gold nanoparticles and surfaces to form DNA conjugates. In this respect we became interested in the synthesis of oligonucleotides that bear short thioalkyl functions located at the nucleobase. Here we present a strategy for the synthesis of DNA oligonucleotides that bear 5-(mercaptomethyl)-2'-deoxyuridine moieties. The building blocks were synthesized in a straightforward manner from thymidine. Only moderate changes of standard protocols for automated DNA synthesis are required for the generation of modified oligonucleotides containing the thiolated building blocks.
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540 Chemie
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BORNEMANN, Benjamin, Andreas MARX, 2006. Synthesis of DNA oligonucleotides containing 5-(mercaptomethyl)-2′-deoxyuridine moieties. In: Bioorganic & Medicinal Chemistry. 2006, 14(18), pp. 6235-6238. ISSN 0968-0896. eISSN 1464-3391. Available under: doi: 10.1016/j.bmc.2006.05.054BibTex
@article{Bornemann2006-09-15Synth-33844,
year={2006},
doi={10.1016/j.bmc.2006.05.054},
title={Synthesis of DNA oligonucleotides containing 5-(mercaptomethyl)-2′-deoxyuridine moieties},
number={18},
volume={14},
issn={0968-0896},
journal={Bioorganic & Medicinal Chemistry},
pages={6235--6238},
author={Bornemann, Benjamin and Marx, Andreas}
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<dcterms:abstract xml:lang="eng">Recently thiolated oligonucleotides have attracted significant interest due to their ability to efficiently undergo stable bond formation with gold nanoparticles and surfaces to form DNA conjugates. In this respect we became interested in the synthesis of oligonucleotides that bear short thioalkyl functions located at the nucleobase. Here we present a strategy for the synthesis of DNA oligonucleotides that bear 5-(mercaptomethyl)-2'-deoxyuridine moieties. The building blocks were synthesized in a straightforward manner from thymidine. Only moderate changes of standard protocols for automated DNA synthesis are required for the generation of modified oligonucleotides containing the thiolated building blocks.</dcterms:abstract>
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