Research output: Contribution to journal › Article › peer-review
Physicochemical Properties of the Phosphoryl Guanidine Oligodeoxyribonucleotide Analogs. / Dyudeeva, E. S.; Kupryushkin, M. S.; Lomzov, A. A. et al.
In: Russian Journal of Bioorganic Chemistry, Vol. 45, No. 6, 01.11.2019, p. 709-718.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Physicochemical Properties of the Phosphoryl Guanidine Oligodeoxyribonucleotide Analogs
AU - Dyudeeva, E. S.
AU - Kupryushkin, M. S.
AU - Lomzov, A. A.
AU - Pyshnaya, I. A.
AU - Pyshnyi, D. V.
N1 - Publisher Copyright: © 2019, Pleiades Publishing, Ltd.
PY - 2019/11/1
Y1 - 2019/11/1
N2 - Abstract: This work describes the basic physicochemical properties of phosphoryl guanidine oligonucleotides (PGOs)—a new type of DNA analog with a partially or totally uncharged backbone. Replacement of the negatively charged oxygen atom with an electroneutral 1,3-dimethylimidazolidine-2-imine (DMI) group is shown to influence the hydrophobicity of oligonucleotide, its electrophoretic mobility, and UV absorption spectra. Thermal stability of DMI-containing DNA-duplexes was studied in aqueous solutions with different ionic strength. It is determined that, in the case of low ionic strength, the presence of DMI groups significantly enhances the thermal stability of the duplex. In the case of nearly physiological condition (0.1 M NaCl, 10 mM MgCl2) or higher ionic strength, DMI groups do not affect the duplex stability or even slightly reduce it (melting temperature changes, on average, by –1.2°C per one DMI group). An important feature of totally uncharged PGO is its ability to form the duplex effectively regardless the ionic strength, even in deionized water. In addition, according to CD data, DMI groups do not disturb the double helix structure of DNA, maintaining it in the B form.
AB - Abstract: This work describes the basic physicochemical properties of phosphoryl guanidine oligonucleotides (PGOs)—a new type of DNA analog with a partially or totally uncharged backbone. Replacement of the negatively charged oxygen atom with an electroneutral 1,3-dimethylimidazolidine-2-imine (DMI) group is shown to influence the hydrophobicity of oligonucleotide, its electrophoretic mobility, and UV absorption spectra. Thermal stability of DMI-containing DNA-duplexes was studied in aqueous solutions with different ionic strength. It is determined that, in the case of low ionic strength, the presence of DMI groups significantly enhances the thermal stability of the duplex. In the case of nearly physiological condition (0.1 M NaCl, 10 mM MgCl2) or higher ionic strength, DMI groups do not affect the duplex stability or even slightly reduce it (melting temperature changes, on average, by –1.2°C per one DMI group). An important feature of totally uncharged PGO is its ability to form the duplex effectively regardless the ionic strength, even in deionized water. In addition, according to CD data, DMI groups do not disturb the double helix structure of DNA, maintaining it in the B form.
KW - DNA duplex
KW - mass spectrometry
KW - modified oligonucleotides
KW - nucleic acids analogs
KW - phosphoryl guanidine
KW - spectrophotometry
KW - thermal stability
KW - NUCLEIC-ACID
KW - DNA
KW - HYBRIDIZATION
UR - http://www.scopus.com/inward/record.url?scp=85078599405&partnerID=8YFLogxK
U2 - 10.1134/S1068162019060153
DO - 10.1134/S1068162019060153
M3 - Article
AN - SCOPUS:85078599405
VL - 45
SP - 709
EP - 718
JO - Russian Journal of Bioorganic Chemistry
JF - Russian Journal of Bioorganic Chemistry
SN - 1068-1620
IS - 6
ER -
ID: 23256607