title: Site-selective DNA alkylation of GG steps by naphthaldiimide derivatives possessing enantiomeric epoxide.
abstract: We have synthesized an enantiomeric pair of novel DNA alkylating agents consisting of a naphthaldiimide intercalator and a chiral epoxy side chain. These naphthaldiimide derivatives have high DNA binding affinity and selectively alkylate 5'G of the GG steps for (S)-epoxide and 3'G for (R)-epoxide.
authors.affiliation: Department of Synthetic Chemistry and Biological Chemistry, Faculty of Engineering, Kyoto University, and CREST, Japan Science and Technology Corporation, Kyoto 606-8501 Japan.
authors.forename: A
authors.initials: A
authors.lastname: Okamoto
authors.forename: T
authors.initials: T
authors.lastname: Nakamura
authors.forename: K
authors.initials: K
authors.lastname: Yoshida
authors.forename: K
authors.initials: K
authors.lastname: Nakatani
authors.forename: I
authors.initials: I
authors.lastname: Saito
mesh_terms: D000478:Alkylation; D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D007094:Imides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004852:Epoxy Compounds; D007094:Imides; D004247:DNA