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Transcription inhibition using modified pentanucleotides.
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- Author(s): Hwang JT;Hwang JT; Baltasar FE; Cole DL; Sigman DS; Chen CH; Greenberg MM
- Source:
Bioorganic & medicinal chemistry [Bioorg Med Chem] 2003 May 15; Vol. 11 (10), pp. 2321-8.- Publication Type:
Journal Article; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S.- Language:
English - Source:
- Additional Information
- Source: Publisher: Elsevier Science Country of Publication: England NLM ID: 9413298 Publication Model: Print Cited Medium: Print ISSN: 0968-0896 (Print) Linking ISSN: 09680896 NLM ISO Abbreviation: Bioorg Med Chem Subsets: MEDLINE
- Publication Information: Publication: Oxford : Elsevier Science
Original Publication: Oxford : New York : Pergamon Press, c1993- - Subject Terms: Genetic Techniques*; Oligoribonucleotides/*chemistry ; Transcription, Genetic/*drug effects; Chromatography, High Pressure Liquid ; Copper/chemistry ; DNA-Directed RNA Polymerases/genetics ; DNA-Directed RNA Polymerases/metabolism ; Electrophoretic Mobility Shift Assay ; Gene Expression/drug effects ; Lac Operon ; Molecular Structure ; Oligoribonucleotides/genetics ; Oligoribonucleotides/pharmacology ; Phenanthrolines/chemistry ; Templates, Genetic ; Uridine/analogs & derivatives ; Uridine/metabolism
- Abstract: Inhibition of gene expression was recently achieved by targeting the transcriptionally competent open complex using relatively short, pentameric modified oligonucleotides at approximately 60 microM. Corroborative affinity cleavage experiments using the copper complex of a phenanthroline conjugate provided the impetus to synthesize additional analogues containing substituents at the 2'-position of uridine in a derivative of 5'-GUGGA (-4 to +1), with the purpose of inhibiting transcription at lower concentrations. Conjugates of 5'-GUGGA modified at the 2'-position of uridine were convergently synthesized using a recently reported method. Seven analogues based upon the 5'-GUGGA scaffold were tested for their ability to inhibit transcription of the lac UV-5 operon. The conjugate containing a tethered pyrene showed 70% inhibition at 20 microM, and modest inhibition at as low as 5 microM. This is a significant improvement over previously tested pentanucleotides and provides direction for the preparation of a next generation of inhibitors.
- Grant Information: GM-21199 United States GM NIGMS NIH HHS
- Accession Number: 0 (Oligoribonucleotides)
0 (Phenanthrolines)
789U1901C5 (Copper)
EC 2.7.7.6 (DNA-Directed RNA Polymerases)
WHI7HQ7H85 (Uridine) - Publication Date: Date Created: 20030426 Date Completed: 20041026 Latest Revision: 20190901
- Publication Date: 20231215
- Accession Number: 10.1016/s0968-0896(03)00071-3
- Accession Number: 12713844
- Source:
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