title: Dipicolylamine as a unique structural switching element for helical peptides.
abstract: Developing novel methods for metal-induced switching of peptide structures expands the design principles of functional biomolecules and biomaterials. Here, a simple method for on-resin synthesis of dipicolylamine (Dpa)-containing peptides was developed. Whereas addition of divalent metal ions such as Fe(ii) and Cu(ii) to a peptide bearing a pair of Dpa moieties at the i and i + 4 positions led to the formation of a 1:1 complex of Dpa with metals, addition of Ni(ii) yielded a cross-linked structure of Dpa-metal (2:1). This feature was utilized for the selective detection of Ni(ii) using the peptide-Fe(ii) complex. Repeated switching of the helical structure was also achieved by multiple additions of divalent metal ions to the peptide.
authors.affiliation: Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Azuma
authors.forename: Haruka
authors.initials: H
authors.lastname: Imai
authors.forename: Tomoyuki
authors.initials: T
authors.lastname: Yoshimura
authors.forename: Takeo
authors.initials: T
authors.lastname: Kawabata
authors.forename: Miki
authors.initials: M
authors.lastname: Imanishi
authors.forename: Shiroh
authors.initials: S
authors.lastname: Futaki
mesh_terms: D000588:Amines / Q000737:chemistry*; D000595:Amino Acid Sequence; D008958:Models, Molecular; D008969:Molecular Sequence Data; D009942:Organometallic Compounds / Q000737:chemistry; D010455:Peptides / Q000737:chemistry*; D010848:Picolinic Acids / Q000737:chemistry*; D017433:Protein Structure, Secondary; D044366:Transition Temperature
chemical_list: C501847:2,2'-dipicolylamine; D000588:Amines; D009942:Organometallic Compounds; D010455:Peptides; D010848:Picolinic Acids