Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY

Cindy Lou Chepanoske, Charles R. Langelier, Nikolas H. Chmiel, Sheila S. David

Research output: Contribution to journalArticle

26 Scopus citations

Abstract

(Formula Presented) The DNA repair adenine glycosylase MutY efficiently recognizes 7-deaza-2′-deoxyadenosine (Z) and its nonpolar isostere 4-methylindole β-deoxynucleoside (M) opposite 7,8-dihydro-8-oxo-2′-deoxyguanosine (OG) and G in DNA. Both wild-type and truncated MutY exhibit a 10-to 20-fold higher affinity for a duplex containing OG:M than OG:Z. More efficient recognition of M over Z by MutY may be to due the lack of hydrogen bonding with the OG that facilitates nucleotide flipping during the substrate recognition process.

Original languageEnglish (US)
Pages (from-to)1341-1344
Number of pages4
JournalOrganic Letters
Volume2
Issue number9
StatePublished - May 4 2000
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine

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    Chepanoske, C. L., Langelier, C. R., Chmiel, N. H., & David, S. S. (2000). Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY. Organic Letters, 2(9), 1341-1344.