ABSTRACT
5-(Phenylethynyl)-2'-deoxyuridine ((Ph)U) was consecutively incorporated into oligodeoxynucleotides as an electron transport modulator for regulating DNA-mediated excess electron transfer (EET). Upon photoexcitation of the ethynylpyrene chromophore, extremely high EET efficiencies through DNA containing consecutive (Ph)Us were observed using 5-bromouracil as a distal electron trap.
Subject(s)
DNA/chemistry , Deoxyuridine/chemistry , Base Sequence , DNA/genetics , Electron TransportABSTRACT
5-(1-Naphthalenylethynyl)-2'-deoxyuridine ((N)U) and 5-[(4-cyano-1-naphthalenyl)ethynyl]-2'-deoxyuridine ((CN)U) were synthesized and incorporated into oligodeoxynucleotides. Fluorescence emissions of modified duplexes containing double (N)U were efficiently quenched depending upon the sequence pattern of the naphthalenes in DNA major groove, as compared to the duplex possessing single (N)U. When one of the naphthalene moieties has a cyano substituent, the exciplex emission from the chromophores in DNA major groove was observed at longer wavelength.