Amidite monomers for Next-Gen 4'-ThioRNA Synthesis

4'-Thiophosphoramidite

The structures of nucleic acid therapeutics are often chemically modified at the base, phosphate, and sugar moieties to achieve enhanced nuclease resistance and improved hybridization property.
4'-Thionucleic acids are nucleic acids (DNA, RNA) chemically modified at the sugar moiety, exhibiting higher duplex-forming ability and greater nuclease resistance compared to their natural counterparts.1)

Features of 2'-modified-4'-thioDNA and RNA

  • Excellent ability to form stable duplexes with complementary RNA1)
  • High nuclease resistance2,3)
  • Biological equivalence to natural nucleic acids (2'-OH)
an amidite used for the synthesis of 4'-Thionucleic acids

4'-Thionucleosides, the building blocks of 4'-thionucleic acids, are modified nucleosides in which the oxygen atom at the 4' position of the sugar is replaced by a sulfur atom.
We offer a wide range of 4'- thio- compounds useful for the synthesis of 4'-thionucleic acids.

Synthesis and physical properties of 4'-thioRNA

Solid-phase synthesis of 4’-thioRNA modified oligonucleotides4)

Purity and yield of 20 mer ORNs

HPLC analysis of ORNs

In solid-phase RNA synthesis, it was confirmed that 4'-thioRNA shows
no decrease in yield or purity compared to natural RNA.

Properties of 4’-thioRNA : Duplex formation and stability1)

Sequences of RNA, 4’-thioRNA and DNA

Thermal stabilities of the complementary duplexes

The resulting Tm values showed that the thioRNA:RNA and thioRNA:thioRNA
duplexes had higher Tm value than the natural RNA:RNA or RNA:DNA duplexes.
4'-thioRNA formed a thermally stable duplex with the complementary RNA
This only illustrates a general nucleic acid synthesis method and does not guarantee that it does not infringe on the intellectual property rights of third parties.

References

  1. Hoshika, S., Minakawa, N. and Matsuda, A. : Nucleic Acid Res., 32 (13), 3815 (2004).
  2. Takahashi, M., Minakawa, N. and Matsuda, A. : Nucleic Acid Res., 37, 1353 (2009).
  3. Saito, Y., Hashimoto, Y., Arai, M., Tarashima, N., Miyazawa, T., Miki, K., Takahashi, M., Furukawa, K., Yamazaki, N., Matsuda, A., Ishida, T. and Minakawa, N. : ChemBioChem, 15, 2535 (2014).
  4. Our experimental data

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