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Issue 11, 2019
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Borane phosphonate DNA: a versatile unnatural internucleotide linkage

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Abstract

Borane phosphonate (bp) is a new class of unnatural internucleotide linkages where one of the oxygens in the phosphodiester linkage is replaced by an electron deficient borane (BH3) group. These unnatural internucleotide linkages are resistant to nuclease, RNase H active and hydrophobic, which significantly enhance the cellular uptake. The bp-linked oligo can be synthesized both enzymatically and chemically. Like borane (BH3) and diborane (B2H6) reagents, the borane group (BH3) in borane phosphonate oligo retains its reactivity towards a specific substrate. BpDNA reduces metal ions, such as Au(III), Ag(I), and Pt(II), and produces the corresponding metal nanoparticles; this enables the DNA-mediated morphology control and spatial positioning of nanoparticles and DNA nanostructures. Moreover, the bp-diesters undergo oxidative substitution with various nucleophiles, such as amines, alcohols, thiols, etc., upon activation by iodine; this leads to a route for post-synthetic modification of DNA including DNA functionalization. This article discusses some of the recent studies reported on bp-oligo synthesis and its applications.

Graphical abstract: Borane phosphonate DNA: a versatile unnatural internucleotide linkage

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Publication details

The article was received on 02 Nov 2018, accepted on 02 Feb 2019 and first published on 05 Feb 2019


Article type: Focus
DOI: 10.1039/C8NJ05575K
Citation: New J. Chem., 2019,43, 4323-4328

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    Borane phosphonate DNA: a versatile unnatural internucleotide linkage

    R. Kundu, New J. Chem., 2019, 43, 4323
    DOI: 10.1039/C8NJ05575K

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