Issue 28, 2014

Synthesis of nucleobase-caged peptide nucleic acids having improved photochemical properties

Abstract

A nucleobase-caged peptide nucleic acid (PNA) having a (6-bromo-7-methoxycoumarin)-4-ylmethoxycarbonyl (Bmcmoc) caging group was newly synthesized. The Bmcmoc-caged PNAs were photolyzed to produce parent PNAs with a high photochemical efficiency. Introduction of a single Bmcmoc group was sufficient to suppress polymerase chain reaction (PCR) clamping activity and triplex invasion complex formation. Photo-mediated restoration of the PCR clamping activity was also demonstrated.

Graphical abstract: Synthesis of nucleobase-caged peptide nucleic acids having improved photochemical properties

Supplementary files

Article information

Article type
Communication
Submitted
24 Feb 2014
Accepted
30 May 2014
First published
30 May 2014

Org. Biomol. Chem., 2014,12, 5089-5093

Author version available

Synthesis of nucleobase-caged peptide nucleic acids having improved photochemical properties

T. Watanabe, T. Hoshida, J. Sakyo, M. Kishi, S. Tanabe, J. Matsuura, S. Akiyama, M. Nakata, Y. Tanabe, A. Z. Suzuki, S. Watanabe and T. Furuta, Org. Biomol. Chem., 2014, 12, 5089 DOI: 10.1039/C4OB00418C

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