title: Photocontrol of cell adhesion processes: model studies with cyclic azobenzene-RGD peptides.
abstract: A photoresponsive integrin ligand was synthesized by backbone-cyclization of a heptapeptide containing the integrin binding motif Arg-Gly-Asp (RGD) with 4-(aminomethyl)phenylazobenzoic acid (AMPB). Surface plasmon enhanced fluorescence spectroscopy showed that binding of the azobenzene peptide to alpha(v)beta(3) integrin depends on the photoisomeric state of the peptide chromophore. The higher affinity of the trans isomer could be rationalized by comparing the NMR conformations of the cis and trans isomers with the recently solved X-ray structure of a cyclic RGD-pentapeptide bound to integrin.
authors.affiliation: Max-Planck-Institut für Biochemie, Am Klopferspitz 18A, 82152, Martinsried, Germany.
authors.forename: Markus
authors.initials: M
authors.lastname: Schütt
authors.forename: Simone S
authors.initials: SS
authors.lastname: Krupka
authors.forename: Alexander G
authors.initials: AG
authors.lastname: Milbradt
authors.forename: Sebastian
authors.initials: S
authors.lastname: Deindl
authors.forename: Eva Kathrin
authors.initials: EK
authors.lastname: Sinner
authors.forename: Dieter
authors.initials: D
authors.lastname: Oesterhelt
authors.forename: Christian
authors.initials: C
authors.lastname: Renner
authors.forename: Luis
authors.initials: L
authors.lastname: Moroder
mesh_terms: D001391:Azo Compounds / Q000737:chemistry; D001665:Binding Sites; D002448:Cell Adhesion / Q000528:radiation effects; D039302:Integrin alphaVbeta3 / Q000737:chemistry; D016023:Integrins / Q000737:chemistry*; D007536:Isomerism; D008024:Ligands; D008027:Light; D009682:Magnetic Resonance Spectroscopy; D008567:Membranes, Artificial; D008856:Microscopy, Fluorescence; D008958:Models, Molecular; D009842:Oligopeptides / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000737:chemistry*; D010777:Photochemistry; D011487:Protein Conformation
chemical_list: D001391:Azo Compounds; D039302:Integrin alphaVbeta3; D016023:Integrins; D008024:Ligands; D008567:Membranes, Artificial; D009842:Oligopeptides; D010456:Peptides, Cyclic; C047981:arginyl-glycyl-aspartic acid; C009850:azobenzene