title: A DNA duplex-based, tailor-made fluorescent sensor for porphyrin derivatives.
abstract: We synthesized a DNA-based fluorescent sensor, tailored to the recognition and signaling for hydrophobic guest molecules. The sensor molecule is made of three functional moieties, per-O-methylated beta-cyclodextrin (per-Me-beta-CD), DNA, and pyrene as guest-binding, dimerizing, and signaling ones, respectively. Addition of a porphyrin derivative as a hydrophobic guest molecule induced emission switching of the sensor molecule from monomer to excimer due to the DNA hybridization promoted by the host-guest binding.
authors.affiliation: Graduate School of Pharmaceutical Sciences, University of Toyama, Sugitani 2630, Toyama 930-0194, Japan. fujimoto@pha.u-toyama.ac.jp
authors.forename: Kazuhisa
authors.initials: K
authors.lastname: Fujimoto
authors.forename: Yu
authors.initials: Y
authors.lastname: Muto
authors.forename: Masahiko
authors.initials: M
authors.lastname: Inouye
mesh_terms: D001483:Base Sequence; D002942:Circular Dichroism; D003505:Cyclodextrins / Q000737:chemistry; D004247:DNA / Q000737:chemistry / Q000235:genetics / Q000378:metabolism*; D019281:Dimerization; D005456:Fluorescent Dyes / Q000737:chemistry / Q000378:metabolism*; D057927:Hydrophobic and Hydrophilic Interactions; D009691:Nucleic Acid Denaturation; D011166:Porphyrins / Q000737:chemistry* / Q000378:metabolism*; D011721:Pyrenes / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D017186:Titrimetry; D044366:Transition Temperature
chemical_list: D003505:Cyclodextrins; D005456:Fluorescent Dyes; D011166:Porphyrins; D011721:Pyrenes; D004247:DNA