PMID: 8600448Mar 1, 1996Paper

NMR investigations of duplex stability of phosphorothioate and phosphorodithioate DNA analogues modified in both strands

Nucleic Acids Research
J W JaroszewskiO Dahl

Abstract

Duplex formation from the self-complementary 12mer d(CGCGAATTCGCG) (Dickerson dodecamer) in which all phosphodiester linkages were replaced by phosphorothioate or phosphorodithioate linkages was studied using variable-temperature 1H and 31P NMR spectroscopy. Melting temperatures of the dodecamer, measured spectrophotometrically, showed significant decrease upon sulfur substitution (Tm 49 degrees C for the phosphorothioate and 21 degrees C for the phosphorodithioate, compared with 68 degrees C for the unmodified oligomer, in 1 M salt). Hyperchromicity observed upon melting of the dithioate was surprisingly low. NOESY spectra of the monothioate showed a cross-peak pattern characteristic for a right-handed duplex. Imino proton resonances of the duplex, shown by the mono- and the dithioate, were similar to those of the parent compound. In spite of monophasic melting curves, temperature dependence of the imino proton resonances and phosphorus resonances of the phosphorodithioate indicated heterogeneity with respect to base-pairing, compatible with the presence of a hairpin loop. Relaxation times (T1) of the imino protons in the phosphorothioate, determined by the saturation recovery method, were considerably shorter than in the unmo...Continue Reading

References

Apr 25, 1988·Nucleic Acids Research·C A SteinJ S Cohen
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Citations

Jan 18, 2016·Bioorganic & Medicinal Chemistry Letters·Yoshiya MaegawaKazuo Sakurai
Mar 24, 2015·Advanced Drug Delivery Reviews·Melvin M EversWilleke M C van Roon-Mom
Sep 17, 2011·Chemistry & Biodiversity·Piotr Guga, Maria Koziołkiewicz
Sep 21, 2011·Journal of Computational Chemistry·C IzanlooH Akbarzadeh
Jan 29, 2017·Biochimica Et Biophysica Acta. General Subjects·Domenica MusumeciDaniela Montesarchio
Mar 23, 2004·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·A ChworosB Meunier
Nov 19, 2019·Brain : a Journal of Neurology·Ana C SilvaLuis Pereira de Almeida
Jul 14, 2020·Medicinal Research Reviews·Epaminondas Doxakis
Dec 12, 2018·European Journal of Medicinal Chemistry·Jussara AmatoDaniela Montesarchio
Apr 14, 2021·Nucleosides, Nucleotides & Nucleic Acids·Rugiya AlievaElena Zavyalova

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