title: Novel peptides bearing pyrene and coumarin units with or without beta-cyclodextrin in their side chains exhibit intramolecular fluorescence resonance energy transfer.
abstract: Novel peptides bearing the pyrene/coumarin FRET pair in their side chains have been designed and synthesized. Peptide 1 having endogenous beta-cyclodextrin (beta-CD) in the side chain exhibits FRET in aqueous solution, indicating that coumarin, being accommodated into the CD cavity, is separated from pyrene. Guest-induced quenching of the fluorophores in 1 indicates that coumarin, being excluded from the CD cavity, comes into close contact with pyrene. Peptide 2 shows FRET only after addition of external beta-CD that again reflects the idea that beta-CD surely caps the coumarin unit in its hydrophobic cavity, and, therefore, quenching of the fluorophores can be prevented in FRET peptide probes. With this strategy, various peptide-based FRET probes can be developed that would be useful for studying biological phenomena in living cells.
authors.affiliation: Department of Bioengineering, Tokyo Institute of Technology, 4259 Nagatsuta, Midori, Yokohama 226-8501, Japan.
authors.forename: Mohammed Akhter
authors.initials: MA
authors.lastname: Hossain
authors.forename: Hisakazu
authors.initials: H
authors.lastname: Mihara
authors.forename: Akihiko
authors.initials: A
authors.lastname: Ueno
mesh_terms: D002942:Circular Dichroism; D003374:Coumarins / Q000737:chemistry*; D031541:Fluorescence Resonance Energy Transfer; D010455:Peptides / Q000737:chemistry*; D011721:Pyrenes / Q000737:chemistry*; D047392:beta-Cyclodextrins / Q000032:analysis / Q000737:chemistry*
chemical_list: D003374:Coumarins; D010455:Peptides; D011721:Pyrenes; D047392:beta-Cyclodextrins; C030123:coumarin; C031215:betadex