Problems of the Synthesis of Oligonucleotide Derivatives in the Realization of the Anchimeric Effect

E. S. Dyudeeva, A. S. Pavlova, M. S. Kupryushkin, D. V. Pyshnyi, I. A. Pyshnaya

Результат исследования: Научные публикации в периодических изданияхстатьярецензирование

Аннотация

It has been found that the presence of a free OH group at the 3'-terminal residue of the substituted ethylene glycol fragment in a phosphoryl guanidine oligodeoxyribonucleotide derivative is a factor that determines the instability of the structure of the target oligonucleotide product under the conditions of a standard deblocking protocol. It has been shown that the main by-products of the realization of the anchimeric effect of the OH group are the products of the transesterification of the phosphoryl guanidine (PG) unit carrying the O-substituted ethylene glycol residue. The data of the mass spectrometry analysis indicate that, under alkaline conditions, the accumulation of derivatives devoid of the N,N,N',N'-substituted guanidine residue (1,3-dimethylimidazolidin-2-imine, DMI) or the entire 3'-terminal PG-containing nonnucleotide unit occurs.

Язык оригиналаанглийский
Страницы (с-по)505-513
Число страниц9
ЖурналRussian Journal of Bioorganic Chemistry
Том47
Номер выпуска2
DOI
СостояниеОпубликовано - мар 2021

Предметные области OECD FOS+WOS

  • 1.06 БИОЛОГИЧЕСКИЕ НАУКИ
  • 1.04 ХИМИЧЕСКИЕ НАУКИ

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