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Synthesis 2000; 2000(1): 149-153
DOI: 10.1055/s-2000-6224
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Synthesis of 3′-S-(2-Aminoethylthio)-3′-deoxythymidine-5′-triphosphates

Christian Wojczewski* , Joachim W. Engels
  • *Institut für Organische Chemie, Johann Wolfgang Goethe-Universität, Marie-Curie-Str. 11, D-60439 Frankfurt am Main, Germany; Fax +49 (69) 79 82 91 48; E-mail: engels@ews1.org.chemie.uni-frankfurt.de
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Publication Date:
31 December 2000 (online)

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3′-S-(2-N-(t-Butyloxycarbonyl)aminoethylthio)-3′-deoxy-5′-O-(4,4′-dimethoxytrityl)thymidine (3) was synthesized by treating 5′-O-(4,4′-dimethoxytrityl)-2,3′-anhydrothymidine (2) with t-butyl N-(2-mercaptoethyl)carbamate (1) and DBU. Compound 3 was further converted to 3′-S-(2-N-(t-butyloxycarbonyl)aminoethylthio)-3′-deoxythymidine-5′-triphosphate (5) and 3′-S-(2-aminoethylthio)-3′-deoxythymidine-5′-triphosphate (9). The latter compound was labeled with a near-IR fluorescent dye.

fluorescent nucleotides - thioether - triphosphates - chromophores - ring opening