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

Citation
Cl. Chepanoske et al., Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY, ORG LETT, 2(9), 2000, pp. 1341-1344
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
9
Year of publication
2000
Pages
1341 - 1344
Database
ISI
SICI code
1523-7060(20000504)2:9<1341:ROTNB4>2.0.ZU;2-R
Abstract
The DNA repair adenine glycosylase MutY efficiently recognizes 7-deaza-2'-d eoxyadenosine (Z) and its nonpolar isostere 4-methylindole beta-deoxynucleo side (M) opposite 7,8-dihydro-8-oxo-2'-deoxyguanosine (OG) and G in DNA. Bo th wild-type and truncated MutY exhibit a 10- to 20-fold higher affinity fo r 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 facil itates nucleotide flipping during the substrate recognition process.