Molecular glues carrying multiple guanidinium ion pendants via an oligoether spacer: Stabilization of microtubules against depolymerization

Kou Okuro, Kazushi Kinbara, Kouhei Tsumoto, Noriyuki Lshii, Takuzo Aida

Research output: Contribution to journalArticlepeer-review

58 Citations (Scopus)

Abstract

Dendron G1(Gu+)9R 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 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 α/βtubulin heterodimer components, where the effects of G1(Gu+)9R and Asn(TEG-Gu+)9 are comparable to that of paclitaxel, known as an anticancer drug. Since G1(Gu+) 9 and Asn(TEG-Gu+)9 are superior to lower-generation G0(Gu+)3OMe 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.

Original languageEnglish
Pages (from-to)1626-1627
Number of pages2
JournalJournal of the American Chemical Society
Volume131
Issue number5
DOIs
Publication statusPublished - 2009 Feb 11

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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