title: Sequence-specific DNA recognition by cyclic pyrrole-imidazole cysteine-derived polyamide dimers.
abstract: Pyrrole-imidazole (PI) polyamides bind to the minor groove of the DNA duplex in a sequence-specific manner and thus have the potential to regulate gene expression. To date, various types of PI polyamides have been designed as sequence-specific DNA binding ligands. One of these, cysteine cyclic PI polyamides containing two β-alanine molecules, were designed to recognize a 7 bp DNA sequence with high binding affinity. In this study, an efficient cyclization reaction between a cysteine and a chloroacetyl residue was used for dimerization in the synthesis of a unit that recognizes symmetrical DNA sequences. To evaluate specific DNA binding properties, dimeric PI polyamide binding was measured by using a surface plasmon resonance (SPR) method. Extending this molecular design, we synthesized a large dimeric PI polyamide that can recognize a 14 bp region in duplex DNA.
authors: Department of Chemistry, Graduate School of Science Kyoto University, Kitashirakawa-Oiwaketyo, Sakyo, Kyoto, 606-8502 (Japan), Fax: (+81) 75-753-3670.
authors: Makoto
authors: M
authors: Yamamoto
authors: Toshikazu
authors: T
authors: Bando
authors: Hironobu
authors: H
authors: Morinaga
authors: Yusuke
authors: Y
authors: Kawamoto
authors: Kaori
authors: K
authors: Hashiya
authors: Hiroshi
authors: H
authors: Sugiyama
mesh_terms: D001483:Base Sequence; D003545:Cysteine / Q000737:chemistry*; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D019281:Dimerization; D007093:Imidazoles / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009757:Nylons / Q000138:chemical synthesis / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*; D020349:Surface Plasmon Resonance
chemical_list: D007093:Imidazoles; D009757:Nylons; D011758:Pyrroles; C029899:imidazole; D004247:DNA; D003545:Cysteine
keywords: DNA recognition; dimerization; molecular recognition; nucleic acids; oligonucleotides