title: Molecular glues carrying multiple guanidinium ion pendants via an oligoether spacer: stabilization of microtubules against depolymerization.
abstract: Dendron G1(Gu(+))(9)R and linear peptide oligomer Asn(TEG-Gu(+))(9), decorated with multiple guanidinium (Gu(+)) ions as sticky pendants via an oligo(oxyethylene) spacer, adhere to BSA and protein assemblies such as microtubules in aqueous buffers. Using fluorescently labeled G1(Gu(+))(9)R with pyrenyl and rhodamine focal cores, the adhesion process can be visualized by FRET or confocal laser scanning microscopy. The adhesion to microtubules leads to their stabilization against depolymerization into alpha/beta-tubulin heterodimer components, where the effects of G1(Gu(+))(9)R and Asn(TEG-Gu(+))(9) are comparable to that of paclitaxel, known as an anticancer drug. Since G1(Gu(+))(9)R and Asn(TEG-Gu(+))(9) are superior to lower-generation G0(Gu(+))(3)OMe and arginine nonamer, respectively, the multivalency of the interaction and a conformational flexibility of the oligoether spacers play a crucial role in the efficient adhesion to proteins.
authors.affiliation: Department of Chemistry and Biotechnology, School of Engineering and Center for NanoBio Integration, The University of Tokyo, Tokyo, Japan.
authors.forename: Kou
authors.initials: K
authors.lastname: Okuro
authors.forename: Kazushi
authors.initials: K
authors.lastname: Kinbara
authors.forename: Kouhei
authors.initials: K
authors.lastname: Tsumoto
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Ishii
authors.forename: Takuzo
authors.initials: T
authors.lastname: Aida
mesh_terms: D050091:Dendrimers / Q000737:chemistry*; D019791:Guanidine / Q000737:chemistry*; D008870:Microtubules / Q000737:chemistry*; D008958:Models, Molecular; D009842:Oligopeptides / Q000737:chemistry*; D012710:Serum Albumin, Bovine / Q000737:chemistry
chemical_list: D050091:Dendrimers; D009842:Oligopeptides; D012710:Serum Albumin, Bovine; D019791:Guanidine