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Review
. 2009 Jun:Chapter 1:1.4.1-1.4.32.
doi: 10.1002/0471142700.nc0104s37.

Unnatural nucleosides with unusual base pairing properties

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Review

Unnatural nucleosides with unusual base pairing properties

Donald E Bergstrom. Curr Protoc Nucleic Acid Chem. 2009 Jun.

Abstract

Synthetic modified nucleosides designed to pair in unusual ways with natural nucleobases have many potential applications in biology and biotechnology. This overview lays the foundation for future protocol units on synthesis and application of unnatural bases, with particular emphasis on unnatural base analogs that mimic natural bases in size, shape, and biochemical processing. Topics covered include base pairs with alternative H-bonding schemes, dimensionally expanded base pairs, hydrophobic base pairs, metal-ligated bases, degenerate bases, universal nucleosides, and triplex constituents.

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Literature Cited

    1. Adelfinskaya, O., Wu, W., Davisson, V.J., and Bergstrom, D.E. 2005a. Synthesis and structural analysis of oxadiazole carboxamide deoxyribonucleoside analogs. Nucleosides Nucleotides Nucleic Acids 24:1919-1945.
    1. Adelfinskaya, O., Nashine, V.C., Bergstrom, D.E., and Davisson, V.J. 2005b. Efficient primer strand extension beyond oxadiazole carboxamide nucleobases. J. Am. Chem. Soc. 127:16000-16001.
    1. Aketani, S., Tanaka, K., Yamamoto, K., Ishihama, A., Cao, H., Tengeiji, A., Hiraoka, S., Shiro, M., and Shionoya, M. 2002. Syntheses and structure-activity relationships of nonnatural beta-C-nucleoside 5′-triphosphates bearing an aromatic nucleobase with phenolic hydroxy groups: Inhibitory activities against DNA polymerases. J. Med. Chem. 45:5594-5603.
    1. Atwell, S., Meggers, E., Spraggon, G., and Schultz, P.G. 2001. Structure of a copper-mediated base pair in DNA. J. Am. Chem. Soc. 123:12364-12367.
    1. Berdis, A.J. and McCutcheon, D. 2007. The use of non-natural nucleotides to probe template-independent DNA synthesis. Chembiochem 8:1399-1408.

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