ja8b02807_si_001.pdf (4.95 MB)
Bifacial Nucleobases for Hexaplex Formation in Aqueous Solution
journal contribution
posted on 2018-06-10, 00:00 authored by Hiromu Kashida, Yuhei Hattori, Kaho Tazoe, Tadashi Inoue, Keiji Nishikawa, Kentaro Ishii, Susumu Uchiyama, Hayato Yamashita, Masayuki Abe, Yukiko Kamiya, Hiroyuki AsanumaAlthough DNA can
form triplex and quadruplex structures through
hydrogen bonds, design and preparation of structures with more than
five strands is difficult even when artificial nucleic acids are used.
Herein we report a hexaplex formed by oligomers of artificial nucleic
acids bearing bifacial molecules on d-threoninol. Aminopyrimidine
and cyanuric acid derivatives were selected as bases because they
have complementary hydrogen bonding patterns. The complex formed by
aminopyrimidine and cyanuric acid decamers melted with large hysteresis.
Hexaplex formation was indicated by gel electrophoresis, size exclusion
chromatography and atomic force microscopy imaging, and proven directly
through native mass spectrometry. CD measurements and molecular dynamics
simulations indicated that the hexaplex adopts a helical structure.
The hexaplex formation was highly dependent on pH and the presence
of divalent cations. The hexaplex was stable in aqueous solution,
and its unique structure and properties may lead to novel nanostructures,
molecular assemblies, metal sensors, and ion channels.
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size exclusion chromatographyBifacial Nucleobasesgel electrophoresisHexaplex formationmass spectrometryion channelsquadruplex structurescyanuric acid derivativesnovel nanostructuresdynamics simulationscyanuric acid decamersHexaplex Formationhelical structuremetal sensorshydrogen bondsDNACD measurementsforce microscopy imagingdivalent cationsAqueous Solutionhexaplex formationbifacial molecules
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