Issue 11, 2019

Borane phosphonate DNA: a versatile unnatural internucleotide linkage

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

Article information

Article type
Focus
Submitted
02 Nov. 2018
Accepted
02 Febr. 2019
First published
05 Febr. 2019

New J. Chem., 2019,43, 4323-4328

Borane phosphonate DNA: a versatile unnatural internucleotide linkage

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements