Abstract
Oligodeoxyribonucleotides containing 4-N-(ω-aminohexyl)-5-methyldeoxycytidine have been synthesized. It has been shown that a method of preparation based on the use of a monomeric component containing 4-N-(ω-aminohexyl)-5-methyldeoxycytidine is more reliable and promising than transamination at the level of an oligonucleotide containing 5-methyl-4-triazolyl-6-deoxythymidine. A structure of the monomeric component of oligonucleotide synthesis bearing a hexylamine grouping with trifluoroacetyl protection in the aliphatic amino group has been put forward. The structure of the modified deoxyribonucleotides obtained was confirmed not only by the method of chemical modification, degradation, and exhaustive enzymatic hydrolysis but also by obtaining derivatives at the aliphatic amino group with fluorescein isothiocyanate.
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Abbreviations
- Tri:
-
1,2,4-triazole
- MMTr:
-
monomethoxytrityl
- iPr:
-
isopropyl
- Py:
-
pyridine
- DMS:
-
dimethyl sulfate
- DEPC:
-
diethyl pyrocarbonate
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Additional information
M. V. Lomonosov Moscow State University. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 698–704, September–October, 1991.
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Volkov, E.M., Kubareva, E.A., Tashlitskii, V.N. et al. Synthesis of oligodeoxyribonucleotides containing 4-N-(ω-aminohexyl)-5-methyldeoxycytidine. Chem Nat Compd 27, 615–620 (1991). https://doi.org/10.1007/BF00630367
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DOI: https://doi.org/10.1007/BF00630367