Synthesis of oligonucleotides on a soluble support

• Harri Lönnberg

Beilstein J. Org. Chem. 2017, 13, 1368–1387, doi:10.3762/bjoc.13.134

• oligomer could be isolated in pure deprotected form. No base modification reactions were now detected. The phosphotriester approach based on hydroxybenzotriazole activation has more recently applied to the synthesis of short ODNs on a branched tetrakis-O-[4-(azidomethyl)phenyl]pentaerythritol-derived

• , requiring 99% yield per coupling cycle. Release/deprotection by conventional ammonolysis followed by acidolytic detritylation and removal of the PEG-support by precipitation was reported to give the pure octamer in 50% higher yield than the phosphotriester approach. The essentially same approach was later

Synthesis of nucleotide–amino acid conjugates designed for photo-CIDNP experiments by a phosphotriester approach

• Tatyana V. Abramova,
• Olga B. Morozova,
• Vladimir N. Silnikov and
• Alexandra V. Yurkovskaya

Beilstein J. Org. Chem. 2013, 9, 2898–2909, doi:10.3762/bjoc.9.326

• phosphotriester block liquid phase synthesis. The phosphotriester approach to the oligonucleotide synthesis was shown to be a versatile and economic strategy for preparing the required amount of high quality samples of nucleotide–amino acid conjugates. Keywords: CIDNP; nucleotide–amino acid conjugates

• ; oligonucleotide synthesis; phosphotriester approach; Introduction Maintaining the integrity of the genome is of paramount biological importance, since the damage of DNA is considered to cause aging and various degenerative diseases. To prevent the pathological DNA damage, cells evolve the DNA repair machinery

• derivative [27], we used the LPS strategy in combination with the phosphotriester approach for the oligonucleotide synthesis to obtain target conjugates 1–8. The phosphoramidite condensation in LPS usually leads to the lower yields in these reactions due to insufficient stability of active phosphoramidites