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Synthesis of the deuterated thymidine-d9 and deuterated oligonucleotides
Institution:1. Department of Chemistry, Lehman College, The City University of New York, 250 Bedford Park Blvd. West, Bronx, NY 10468, USA;2. Department of Biochemistry and Chemical Synthesis Core Facility, Albert Einstein College of Medicine, 1300 Morris Park Avenue, 10461 Bronx, NY, USA;3. Ph.D. Program in Chemistry and Biochemistry, CUNY Graduate Center, 365 Fifth Avenue, New York, NY 10016, USA;4. Ph.D. Program in Molecular, Cellular and Developmental Biology, CUNY Graduate Center, 365 Fifth Avenue, New York, NY 10016, USA;1. Dipartimento di Biotecnologie Mediche e Medicina Traslazionale, Università degli Studi di Milano, Via Saldini 50, 20133 Milano, Italy;2. Dipartimento di Scienze Biomediche e Cliniche “Luigi Sacco”, Università degli Studi di Milano, Via G.B. Grassi 74, 20157 Milano, Italy;3. EUTICALS SpA, Via Volturno 41/43, 20089 Rozzano, MI, Italy;4. Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy;5. Dipartimento di Scienze Farmaceutiche, Università degli Studi di Milano, Via L. Mangiagalli 25, 20133 Milano, Italy
Abstract:The efficient synthesis of the highly-deuterated thymidine-d9 by the glycosylation reaction between a deuterated nucleobase and deuterated sugar is described. It is also incorporated into the oligonucleotides using a DNA synthesizer. Using this approach, it is possible to make highly-deuterated oligonucleotides for biological studies and structural analyses.
Keywords:Deuterated sugar  Deuterated oligodeoxynucleotides
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