title: Spectroscopic recognition of guanine dimeric hairpin quadruplexes by a carbocyanine dye.
abstract: Isolated guanine quadruplex structures have been described at high resolution both in solution and in the solid state. The existence of this unusual DNA structure in vivo and its biological significance remain to be determined. We describe the binding of 3,3'-diethyloxadicarbocyanine to dimeric hairpin guanine quadruplexes. This interaction results in a set of unique spectrophotometric signatures, none of which arises from binding to single strands or Watson-Crick duplexes. These unique signatures include a new absorbance peak (lambda max = 534 nm), an induced circular dichroism (lambda = 534-626 nm), a quenching of the dye fluorescence upon excitation with visible light, and strong energy transfer from DNA. This last effect provides the basis for detecting hairpin quadruplex structures in the presence of excess amounts of nonquadruplex DNA structures, such as single strands and Watson-Crick duplexes. The mechanism of quadruplex recognition by this dye is discussed, along with the possibility of using this dye as a probe for hairpin quadruplex structures in vitro and in vivo.
authors.affiliation: Department of Pharmaceutical Chemistry, School of Pharmacy, University of California, San Francisco, 94143-0446, USA.
authors.forename: Q
authors.initials: Q
authors.lastname: Chen
authors.forename: I D
authors.initials: ID
authors.lastname: Kuntz
authors.forename: R H
authors.initials: RH
authors.lastname: Shafer
mesh_terms: D001483:Base Sequence; D002232:Carbocyanines; D002942:Circular Dichroism; D005456:Fluorescent Dyes; D006147:Guanine; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008961:Models, Structural; D008969:Molecular Sequence Data; D009690:Nucleic Acid Conformation; D009838:Oligodeoxyribonucleotides / Q000737:chemistry*; D013053:Spectrophotometry
chemical_list: D002232:Carbocyanines; D005456:Fluorescent Dyes; D009838:Oligodeoxyribonucleotides; C018919:3,3'-diethyloxadicarbocyanine; D006147:Guanine