Chemistry, structure and function of approved oligonucleotide therapeutics

M Egli, M Manoharan - Nucleic Acids Research, 2023 - academic.oup.com
Eighteen nucleic acid therapeutics have been approved for treatment of various diseases in
the last 25 years. Their modes of action include antisense oligonucleotides (ASOs), splice …

The medicinal chemistry of therapeutic oligonucleotides

WB Wan, PP Seth - Journal of medicinal chemistry, 2016 - ACS Publications
Oligonucleotide-based therapeutics have made rapid progress in the clinic for treatment of a
variety of disease indications. Unmodified oligonucleotides are polyanionic macromolecules …

Synthesis of 2′-O, 4′-C-methyleneuridine and-cytidine. Novel bicyclic nucleosides having a fixed C3,-endo sugar puckering

S Obika, D Nanbu, Y Hari, K Morio, Y In, T Ishida… - Tetrahedron …, 1997 - Elsevier
Synthesis of 2'-O,4'-C-Methyleneuridine and -cytidine. Novel Bicyclic Nucleosides Having a
Fixed C a ,-endo Sugar Puckering Page 1 Tetrahedron Letters, Vol. 38, No. 50, pp. 8735-8738 …

Inter-strand CH... O hydrogen bonds stabilizing four-stranded intercalated molecules: stereoelectronic effects of O4'in cytosine-rich DNA.

I Berger, M Egli, A Rich - Proceedings of the National …, 1996 - National Acad Sciences
DNA fragments with stretches of cytosine residues can fold into four-stranded structures in
which two parallel duplexes, held together by hemiprotonated cytosine. cytosine+ (C. C+) …

4′, 6′-Methano carbocyclic thymidine: A conformationally constrained building block for oligonucleotides

KH Altmann, R Kesselring, E Francotte, G Rihs - Tetrahedron letters, 1994 - Elsevier
The synthesis of the title compound 1 has been accomplished in 20 chemical steps starting
from D-ribonolactone. X-ray crystallography shows the bicyclic skeleton of 1 to adopt a boat …

Oligonucleotide analogues

J Wengel, P Nielsen - US Patent 8,153,365, 2012 - Google Patents
US8153365B2 - Oligonucleotide analogues - Google Patents US8153365B2 -
Oligonucleotide analogues - Google Patents Oligonucleotide analogues Download PDF …

Conformationally restricted carbohydrate-modified nucleic acids and antisense technology

P Herdewijn - Biochimica et Biophysica Acta (BBA)-Gene Structure …, 1999 - Elsevier
The study of conformationally restricted carbohydrate modified nucleic acids has given new
insights into the concept of the antisense technology. We learned to understand the …

Structural aspects of nucleic acid analogs and antisense oligonucleotides

M Egli - Angewandte Chemie International Edition in English, 1996 - Wiley Online Library
Hybridization of complementary oligonucleotides is essential to highly valuable research
tools in many fields including genetics, molecular biology, and cell biology. For example, an …

The Enzyme‐Free Release of Nucleotides from Phosphoramidates Depends Strongly on the Amino Acid

D Jovanovic, P Tremmel, PS Pallan, M Egli… - Angewandte …, 2020 - Wiley Online Library
Phosphoramidates composed of an amino acid and a nucleotide analogue are critical
metabolites of prodrugs, such as remdesivir. Hydrolysis of the phosphoramidate liberates …

Watson-Crick base-pairing properties of bicyclo-DNA

M Bolli, HU Trafelet, C Leumann - Nucleic acids research, 1996 - academic.oup.com
A series of sequences of the DNA analog bicyclo-DNA, 6–12 nucleotides in length and
containing all four natural nucleobases, were prepared and their Watson-Crick pairing …