Synthesis and characterization of PNA oligomers containing preQ 1 as a positively charged guanine analogue.

Authors :: Moriya SS
Shibasaki H
Kohara M
Kuwata K
Imamura Y
Demizu Y
Kurihara M
Kittaka A
Sugiyama T
Source :: Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2021 May 01; Vol. 39, pp. 127850. Date of Electronic Publication: 2021 Mar 02.
Publication Year :: 2021
Abstract: We report the synthesis of a peptide nucleic acid (PNA) monomer containing preQ <subscript>1</subscript> , a positively charged guanine analogue. The new monomer was incorporated into PNA oligomers using standard Fmoc-chemistry-based solid-phase synthesis. The preQ <subscript>1</subscript> unit-containing PNA oligomers exhibited improved affinity for their complementary DNA through electrostatic attraction, and their sequence specificity was not compromised. It could be beneficial to incorporate preQ <subscript>1</subscript> into PNA oligomers instead of guanine when creating antisense/antigene agents or research tools.<br /> (Copyright © 2021 Elsevier Ltd. All rights reserved.)

Subjects :: Molecular Structure
Peptide Nucleic Acids chemistry
Peptide Nucleic Acids chemical synthesis
Pyrimidinones chemistry
Pyrroles chemistry

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