Synthesis of an Atom-Specifically ~2H/~(13)C-Labeled Uridine Ribonucleoside Phosphoramidite

Lukasz T. Olenginski; Owen B. Becette; Serge L. BeaucageTheodore K. Dayie

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Synthesis of an Atom-Specifically ~2H/~(13)C-Labeled Uridine Ribonucleoside Phosphoramidite

机译：Synthesis of an Atom-Specifically ~2H/~(13)C-Labeled Uridine Ribonucleoside Phosphoramidite

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A combined enzymatic and chemical synthesis of a 2'-O-cyanoethoxymethyl (CEM) protected [1',6-~(13)C_2, 5-~2H]-uridine phosphoramidite is described herein. This is the first report of an atom-specific nucleobase and ribose labeled 2'-O-CEM protected ribonucleoside phosphoramidite. Importantly, the CEM 2'-OH protecting group permits the efficient solid-phase synthesis of large (>60 nucleotides) RNAs with good yield and purity. The new isotope-labeled phosphoramidite can therefore be applied to nuclear magnetic resonance (NMR) spectroscopy studies. Specifically, the [1',6-~(13)C_2, 5-~2H]-uridine phosphoramidite can be used to make position-specifically labeled RNAs for NMR analysis without complications from resonance overlap and scalar and dipolar couplings.

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《Current Protocols in Nucleic Acid Chemistry》 |2022年第7期|e481-1-e481-20|共20页
作者
Lukasz T. Olenginski; Owen B. Becette; Serge L. BeaucageTheodore K. Dayie;
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作者单位

Center for Biomolecular Structure and Organization, Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland;

Laboratory of Biological Chemistry, Division of Biotechnology Review and Research IV, Center for Drug Evaluation and Research, Food and Drug Administration, Silver Spring, Maryland;

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正文语种英语
中图分类生物化学;
关键词
isotopic labeling; nucleic acids; phosphoramidites; RNA; solid-phase synthesis; ~2H/~(13)C labeling;

Synthesis of an Atom-Specifically ~2H/~(13)C-Labeled Uridine Ribonucleoside Phosphoramidite

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