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Issue 28, 2014
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Synthesis of nucleobase-caged peptide nucleic acids having improved photochemical properties

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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

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Publication details

The article was received on 24 Feb 2014, accepted on 30 May 2014 and first published on 30 May 2014


Article type: Communication
DOI: 10.1039/C4OB00418C
Citation: Org. Biomol. Chem., 2014,12, 5089-5093
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    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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