title: Crosslinked Network with Rotatable Binding Sites Based on Monocarboxylated α-Cyclodextrin [2]Rotaxane Capable of Angiotensin III Recognition.
abstract: Synthetic receptors selective for target peptides or proteins have received attention because of their potential applications in the separation of biomolecules and biomedical diagnostics. Herein, a [2]rotaxane-based functional monomer containing monocarboxylated α-cyclodextrin (α-CD) was synthesized, and its crosslinked polymers were evaluated to determine their binding ability to a model peptide, angiotensin III (Arg-Val-Tyr-Ile-His-Pro-Phe), containing an arginine (Arg) residue. The binding ability of the resulting polymers toward angiotensin III, angiotensin IV (Val-Tyr-Ile-His-Pro-Phe), and FMRF-amide (Phe-Met-Arg-Phe) was examined by the batch-binding assay and compared with that of control polymers, in which maleic acid-introduced α-CD was chemically crosslinked. The results suggest that the [2]rotaxane-based functional monomer in the crosslinked polymer contributes to the high affinity toward angiotensin III. The α-CD motion and rotation within the [2]rotaxane-based crosslinked polymer may be applicable for designing molecular recognition materials.
authors.affiliation: Graduate School of Engineering, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe, 657-8501, Japan.
authors.forename: Ko-Hei
authors.initials: KH
authors.lastname: Ohmori
authors.affiliation: Graduate School of Engineering, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe, 657-8501, Japan.
authors.forename: Tooru
authors.initials: T
authors.lastname: Ooya
authors.affiliation: Graduate School of Engineering, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe, 657-8501, Japan.
authors.forename: Toshifumi
authors.identifier: http://orcid.org/0000-0002-5641-2333
authors.initials: T
authors.lastname: Takeuchi
mesh_terms: D000595:Amino Acid Sequence; D000804:Angiotensin II / Q000031:analogs & derivatives / Q000737:chemistry / Q000378:metabolism; D000805:Angiotensin III / Q000737:chemistry / Q000378:metabolism*; D001665:Binding Sites; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D011485:Protein Binding; D043862:Rotaxanes / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D047391:alpha-Cyclodextrins / Q000737:chemistry*
chemical_list: D043862:Rotaxanes; D047391:alpha-Cyclodextrins; D000804:Angiotensin II; D000805:Angiotensin III; C012877:angiotensin II, des-Asp(1)-des-Arg(2)-Ile(5)-
keywords: molecular recognition; peptides; polymers; rotaxanes; supramolecular chemistry