6,7-Dimethyllumazine as a potential ligand for selective recognition of adenine opposite an abasic site in DNA duplexes.

Chemical communications (Cambridge, England)

PubMedID: 19057788

Ye Z, Rajendar B, Qing D, Nishizawa S, Teramae N. 6,7-Dimethyllumazine as a potential ligand for selective recognition of adenine opposite an abasic site in DNA duplexes. Chem Commun (Camb). 2008;(48):6588-90.
6,7-Dimethyllumazine more selectively binds to adenine (A) base opposite the abasic site in DNA duplexes (5'-TCC AGX[combining low line] GCA AC-3'/3'-AGG TCN CGT TG-5', X = AP site (Spacer C3), N= A, T, C and G) than the other three nucleobases with a dissociation constant K(d) of ca. 1.0 microM; substituted methyl groups enhance the binding affinity to A and the selectivity for A over T, compared to the parent molecule, lumazine.