Enzymatic synthesis and RNA interference of nucleosides incorporating stable isotopes into a base moiety

Akihiko Hatano, Mitsuya Shiraishi, Nanae Terado, Atsuhiro Tanabe, Kenji Fukuda

研究成果: Article

2 引用 (Scopus)

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Thymidine phosphorylase was used to catalyze the conversion of thymidine (or methyluridine) and uracil incorporating stable isotopes to deoxyuridine (or uridine) with the uracil base incorporating the stable isotope. These base-exchange reactions proceeded with high conversion rates (75-96%), and the isolated yields were also good (64-87%). The masses of all synthetic compounds incorporating stable isotopes were identical to the theoretical molecular weights via EIMS. 13C NMR spectra showed spin-spin coupling between 13C and 15N in the synthetic compounds, and the signals were split, further proving incorporation of the isotopes into the compounds. The RNA interference effects of this siRNA with uridine incorporating stable isotopes were also investigated. A 25mer siRNA had a strong knockdown effect on the MARCKS protein. The insertion position and number of uridine moieties incorporating stable isotopes introduced into the siRNA had no influence on the silencing of the target protein. This incorporation of stable isotopes into RNA and DNA has the potential to function as a chemically benign tracer in cells.

元の言語English
ページ(範囲)6683-6688
ページ数6
ジャーナルBioorganic and Medicinal Chemistry
23
発行部数20
DOI
出版物ステータスPublished - 2015 10 15

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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