4.6 Article

A Pyrene-Modified Serinol Nucleic Acid Nanostructure Converts the Chirality of Threoninol Nucleic Acids into Circularly Polarized Luminescence Signals

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 59, Pages 14582-14585

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202102333

Keywords

chiral amplification; circular dichroism; circularly polarized luminescence; serinol nucleic acid

Funding

  1. JSPS KAKENHI [JP18H03933, JP21H05025, JP19K22250, JP20H02858, JP20K15399, JP20H05970]
  2. Asahi Glass Foundation

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A novel CPL probe that responds to the chirality of nucleic acids has been reported in this study. The probe can convert the chirality of chiral biomolecules into chiroptical signals efficiently.
Herein is reported a circularly polarized luminescent (CPL) probe that can respond to the chirality of nucleic acids. An achiral nanostructure was prepared by the hybridization of symmetric serinol nucleic acid (SNA) containing pyrene-modified residues. When chiral oligomers that were complementary to the SNA were added, they induced helicity into the SNA nanowire. Efficient circular dichroism (CD) signal amplification was observed when pyrene was attached to uracil bases through a rigid alkynyl linker. Both CPL and CD signals were observed; they depended on the chirality of the added acyclic threoninol nucleic acid (aTNA) oligomer. This system can be used to convert the chirality of chiral biomolecules into chiroptical signals.

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