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7633529 
Journal Article 
Polycyclic aromatic DNA-base surrogates: high-affinity binding to an adenine-specific base-flipping DNA methyltransferase 
Beuck, C; Singh, I; Bhattacharya, A; Hecker, W; Parmar, VS; Seitz, O; Weinhold, E; , 
2003 
Yes 
Angewandte Chemie (International Edition)
ISSN: 1433-7851
EISSN: 1521-3773 
WILEY-V C H VERLAG GMBH 
WEINHEIM 
42 
33 
3958-3960 
English 
12949880 
WOS:000185098200023 
Filling the hole is a strategy that confers high-affinity DNA binding to the M·TaqI DNA methyltransferase. Aromatic base surrogates (e.g. pyrene, red in picture) were introduced into DNA by means of organocuprate-mediated C-glycosylations. A new competitive binding assay revealed that DNA with aromatic base surrogates placed opposite to the target base binds to M·TaqI with up to 400-fold-enhanced affinity. 
Abasic sites; DNA methylation; DNA-protein interactions; Enzymes; Glycosides; Nucleic acids