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Issue 6, 1998
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DNA duplexes stabilized by modified monomer residues: synthesis and stability

Abstract

The synthesis of a series of 2′-deoxyuridine analogues modified at the 5-position and a series of 2′-deoxypurines modified at the 8-position is described. Ultraviolet melting studies have been used to assess the stability of DNA duplexes 12- and 8-residues in length that contain these modifications. Of those modified residues which have been incorporated into oligonucleotides, 5-(prop-1-ynyl)-2′-deoxyuridine is found to impart the greatest increase in stability on the DNA duplexes studied.

Thermodynamic analyses show that the reason for this increase in stability arises from a decrease in enthalpy which is related to the DNA base stacking process. We suggest that the degree of stabilisation imparted by the propyne moiety may be sequence dependent.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1998, 1131-1138
Article type
Paper

DNA duplexes stabilized by modified monomer residues: synthesis and stability

D. Graham, J. A. Parkinson and T. Brown, J. Chem. Soc., Perkin Trans. 1, 1998, 1131
DOI: 10.1039/A707031D

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