C6-substituted analogues of 8-azanebularine: Probes of an RNA-editing enzyme active site

Olena Maydanovych, Peter A. Beal

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

We describe the synthesis of derivatives of 8-azanebularine, a known inhibitor of adenosine deaminases including the RNA-editing enzyme ADAR2. 6-Methyl, 6-hydroxymethyl, 6-cyano, and 6-mercapto derivatives were obtained from 6-bromo precursors using different cross-coupling or substitution reactions. The C6-methyl derivative was incorporated into an RNA substrate for ADAR2 via the phosphoramidite. Quantitative gel mobility shift experiments with the resulting RNA indicate that methylation at C6 dramatically reduces the affinity of 8-azanebularine for ADAR2.

Original languageEnglish (US)
Pages (from-to)3753-3756
Number of pages4
JournalOrganic Letters
Volume8
Issue number17
DOIs
StatePublished - Aug 17 2006
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine

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