Synthesis of 5'-deoxy-5'-thioguanosine-5'-monophosphorothioate and its incorporation into RNA 5'-termini.
[figure: see text] 5'-Deoxy-5'-thioguanosine-5'-monophosphorothioate (GSMP) was synthesized in four steps with 35% overall yield. GSMP serves as a good substrate for in vitro transcription with T7 RNA polymerase to yield 5'-GSMP-RNA, which was converted to 5'-HS-RNA by dephosphorylation with alkaline phosphatase. The thiol-reactive agents can be efficiently introduced into the 5'-terminus of RNA.
Zhang
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B
Program in Molecular Medicine, University of Massachusetts Medical School, Worcester, Massachusetts 01605, USA. biliang.zhang@umassmed.edu
Cui
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Sun
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D012321:DNA-Directed RNA Polymerases / Q000378:metabolism*; D006151:Guanosine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*; D007202:Indicators and Reagents; D012367:RNA, Viral / Q000096:biosynthesis* / Q000737:chemistry; D013379:Substrate Specificity; D013873:Thionucleotides / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*; D014764:Viral Proteins
C432004:5'-deoxy-5'-thioguanosine-5'-monophosphorothioate; D007202:Indicators and Reagents; D012367:RNA, Viral; D013873:Thionucleotides; D014764:Viral Proteins; D006151:Guanosine; C062210:bacteriophage T7 RNA polymerase; D012321:DNA-Directed RNA Polymerases