[Oligodeoxynucleotides containing substituted 4-nitroindoles: synthesis and study of their DNA duplexes].
Bioorg Khim, 2008/3-2008/4;34(2):220-6.
Timofeev EN, Kolganova NA, Smirnov IP, Kochetkova SV, Florent'ev VL
PMID: 18522278
Abstract
The synthesis of oligonucleotides containing 1-(2-deoxy-beta-D-ribofuranosyl)-2-methyl-4-nitroindole and 1-(2-deoxy-beta-D-ribofuranosyl)-2-phenyl-4-nitroindole is described. The synthesized modified oligonucleotides were used for studying the stability of intermolecular DNA duplexes with one unnatural strand and for evaluation of discriminating potential of 2-methyl- and 2-phenyl-4-nitroindoles toward nucleic bases. For comparison, an unmodified oligonucleotide and oligonucleotides bearing 5-nitroindole were used. It was shown that 2-methyl-4-nitroindole was only insignificantly inferior in stability to 5-nitroindole and characterized by a similar discriminating potential. 2-Phenyl-4-nitroindole provided a more pronounced duplex destabilization, the discrimination toward natural bases being decreased. The English version of the paper: Russian Journal of Bioorganic Chemistry, 2008, vol. 34, no. 2; see also http:// www.maik.ru.
MeSH terms
Indoles; Nucleic Acid Heteroduplexes; Oligodeoxyribonucleotides; Structure-Activity Relationship; Thermodynamics; Transition Temperature
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