title: Fluorescent kabiramides: new probes to quantify actin in vitro and in vivo.
abstract: We present the design, synthesis, and biochemical and spectroscopic characterization of five functional fluorescent conjugates of kabiramide C (KabC), a small molecule biomimetic of gelsolin. The tetramethylrhodamine (TMR), rhodol green (RG), IC5, dapoxyl (DAP), and fluorescein diester (FDE) conjugates of KabC bind specifically to actin at the barbed end in a 1:1 complex. These probes are shown to function in an indistinguishable manner to the unmodified KabC. Various modalities of the fluorescence emission of these KabC probes, including fluorescence anisotropy and fluorescence resonance energy transfer, are used for the development of assays for the rapid determination of G-actin concentration in solution. The TMR-KabC and FDE-KabC probes are cell permeable and provide unique imaging information on the distribution and dynamics of actin filament within living cells.
authors.affiliation: Bioactive Marine Natural Products Chemistry Research Unit, Department of Pharmacognosy, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Pathumwan, Bangkok 10330, Thailand.
authors.forename: Chutima
authors.initials: C
authors.lastname: Petchprayoon
authors.forename: Khanit
authors.initials: K
authors.lastname: Suwanborirux
authors.forename: Junichi
authors.initials: J
authors.lastname: Tanaka
authors.forename: Yuling
authors.initials: Y
authors.lastname: Yan
authors.forename: Tomoyo
authors.initials: T
authors.lastname: Sakata
authors.forename: Gerard
authors.initials: G
authors.lastname: Marriott
mesh_terms: D016475:3T3 Cells; D000199:Actins / Q000032:analysis*; D000818:Animals; D002463:Cell Membrane Permeability; D005452:Fluoresceins / Q000493:pharmacokinetics; D005454:Fluorescence Polarization; D031541:Fluorescence Resonance Energy Transfer; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D051379:Mice; D010080:Oxazoles / Q000493:pharmacokinetics; D012235:Rhodamines / Q000493:pharmacokinetics
chemical_list: D000199:Actins; D005452:Fluoresceins; D005456:Fluorescent Dyes; D010080:Oxazoles; D012235:Rhodamines; C489776:kabiramide C; C005358:tetramethylrhodamine; C034357:fluorescein diester