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2?F-Arabinonucleic acids (2?F-ANA) — history, properties, and new frontiers

2?F-Arabinonucleic acids (2?F-ANA) — history, properties, and new frontiers
2?F-Arabinonucleic acids (2?F-ANA) — history, properties, and new frontiers
The development of arabinonucleosides and oligoarabinonucleotides is described, focusing especially on 2?-deoxy-2?-fluoroarabinonucleosides (araF-N) and -oligonucleotides (2'F-ANA). In addition to their chemical and enzymatic synthesis, we discuss various properties of 2?F-ANA: hydrolytic stability (to nucleases, acids, and bases), binding affinity to complementary strands, structure and conformation, and optimization of RNase H activity. We also discuss the use of 2?F-ANA in gene-silencing approaches (antisense, siRNA), and in the stabilization of higher-order structures (such as triplexes and quadruplexes) including aptamers. Finally, we examine several other oligonucleotide derivatives based on 2?F-ANA and look ahead to the future of 2?-fluoroarabinonucleosides and -oligonucleotide
641-656
Watts, Jonathan K.
c4de85ee-aaa3-4e7d-99b3-147a4de4f01c
Damha, Masad J.
31a9645e-2a72-4cc5-aa35-b82a16f1d535
Watts, Jonathan K.
c4de85ee-aaa3-4e7d-99b3-147a4de4f01c
Damha, Masad J.
31a9645e-2a72-4cc5-aa35-b82a16f1d535

Watts, Jonathan K. and Damha, Masad J. (2008) 2?F-Arabinonucleic acids (2?F-ANA) — history, properties, and new frontiers. Canadian Journal of Chemistry, 86 (7), 641-656. (doi:10.1139/V08-049).

Record type: Article

Abstract

The development of arabinonucleosides and oligoarabinonucleotides is described, focusing especially on 2?-deoxy-2?-fluoroarabinonucleosides (araF-N) and -oligonucleotides (2'F-ANA). In addition to their chemical and enzymatic synthesis, we discuss various properties of 2?F-ANA: hydrolytic stability (to nucleases, acids, and bases), binding affinity to complementary strands, structure and conformation, and optimization of RNase H activity. We also discuss the use of 2?F-ANA in gene-silencing approaches (antisense, siRNA), and in the stabilization of higher-order structures (such as triplexes and quadruplexes) including aptamers. Finally, we examine several other oligonucleotide derivatives based on 2?F-ANA and look ahead to the future of 2?-fluoroarabinonucleosides and -oligonucleotide

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Published date: July 2008
Organisations: Chemistry, Organic Chemistry: SCF

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Local EPrints ID: 342433
URI: http://eprints.soton.ac.uk/id/eprint/342433
PURE UUID: b39ddd24-c563-4a53-a740-1fabb36e5eaf

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Date deposited: 29 Aug 2012 11:50
Last modified: 14 Mar 2024 11:51

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Contributors

Author: Jonathan K. Watts
Author: Masad J. Damha

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