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Issue 35, 2013
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Design, synthesis, biophysical and primer extension studies of novel acyclic butyl nucleic acid (BuNA)

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Abstract

A novel nucleic acid analogue called acyclic (S)-butyl nucleic acid (BuNA) composed of an acyclic backbone containing a phosphodiester linkage and bearing natural nucleobases was synthesized. Next, (S)-BuNA nucleotides were incorporated in DNA strands and their effect on duplex stability and changes in structural conformation were investigated. Circular dichroism (CD), UV-melting and non-denatured gel electrophoresis (native PAGE) studies revealed that (S)-BuNA is capable of making duplexes with its complementary strands and integration of (S)-BuNA nucleotides into DNA duplex does not alter the B-type-helical structure of the duplex. Furthermore, (S)-BuNA oligonucleotides and (S)-BuNA substituted DNA strands were studied as primer extensions by DNA polymerases. This study revealed that the acyclic scaffold is tolerated by enzymes and is therefore to some extent biocompatible.

Graphical abstract: Design, synthesis, biophysical and primer extension studies of novel acyclic butyl nucleic acid (BuNA)

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Publication details

The article was received on 17 Jun 2013, accepted on 09 Jul 2013 and first published on 09 Jul 2013


Article type: Paper
DOI: 10.1039/C3OB41244J
Citation: Org. Biomol. Chem., 2013,11, 5853-5865
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    Design, synthesis, biophysical and primer extension studies of novel acyclic butyl nucleic acid (BuNA)

    V. Kumar, K. R. Gore, P. I. Pradeepkumar and V. Kesavan, Org. Biomol. Chem., 2013, 11, 5853
    DOI: 10.1039/C3OB41244J

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