Universal initiator nucleotides for the enzymatic synthesis of 5′-amino- and 5′-thiol-modified RNA

We report the chemical synthesis of 5′-amino- and 5′-thiol-hexaethylene glycol guanosine nucleotides and their enzymatic incorporation into RNA, followed by chemical modifications at their nucleophilic ends. By using two similar routes, the conjugates of guanosine-5′-monophosphate and hexaethylene g...

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Bibliographic Details
Published inBiochemical and biophysical research communications Vol. 344; no. 3; pp. 887 - 892
Main Authors Schlatterer, Jörg C., Jäschke, Andres
Format Journal Article
LanguageEnglish
Published United States Elsevier Inc 09.06.2006
Subjects
Codon, Initiator
Conjugation
DNA-Directed RNA Polymerases - chemistry
In vitro selection
Nucleotides - chemistry
Ribozymes
RNA - chemistry
RNA, Catalytic - chemistry
Sulfhydryl Compounds - chemistry
Transcription
Viral Proteins - chemistry
In vitro selection
Conjugation
Ribozymes
Transcription
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Summary:We report the chemical synthesis of 5′-amino- and 5′-thiol-hexaethylene glycol guanosine nucleotides and their enzymatic incorporation into RNA, followed by chemical modifications at their nucleophilic ends. By using two similar routes, the conjugates of guanosine-5′-monophosphate and hexaethylene glycol with attached reactive groups ( SH or NH 2) were synthesized using phosphoramidite chemistry, and characterized by MALDI TOF mass spectrometry. These initiator molecules were efficiently incorporated into RNA at the 5′-end by run-off transcription using T7 RNA polymerase. The potential of these RNA conjugates for a broad reaction range with electrophiles is shown here, thereby enabling their use for diverse biochemical applications.
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ISSN:0006-291X
1090-2104
DOI:10.1016/j.bbrc.2006.03.218