3 article(s) from Leumann, Christian J
Graphical Abstract
Figure 1: Chemical structure of selected fluorine-modified nucleic acids.
Scheme 1: Synthesis of the bicyclic nucleoside 6. Reagents and conditions: a) BSA, thymine, NIS, DCM, 0 °C to...
Scheme 2: Synthesis of the thymidine phosphoramidite building block 9. Reagents and conditions: a) HF-pyridin...
Figure 2: X-ray structure of nucleoside 6a (left) and 6b (right).
Figure 3: a) Potential energy profile versus pseudorotation phase angle of nucleoside 7 and b) its minimal en...
Figure 4: CD spectra of ON1–4 with complementary a) DNA, and b) RNA. Total strand conc. 2 μM in 10 mM NaH2PO4...
Figure 5: Hydrolysis products of the RNase H activation assay. The DNA served as positive control, whereas C1...
Graphical Abstract
Figure 1: Chemical structure of selected nucleic acid analogs.
Scheme 1: Synthesis of the gem-difluorinated glycal 4 from the silyl enol ethers 1α/β. Reagents and condition...
Scheme 2: Synthesis of the thymidine phosphoramidite building block 10. Reagents and conditions: a) i) thymin...
Scheme 3: Synthesis of the cytidine phosphoramidite building block 16. Reagents and conditions: a) Ac2O, pyri...
Figure 2: Proposed mechanism for the formation of the 5’-phosphorylated fragments during the oxidation step i...
Figure 3: a) Potential energy profile versus pseudorotation phase angle of nucleoside 8 and its two minimal e...
Figure 4: Average structures of the a) 6’F-bc4,3-DNA/DNA, b) 6’F-bc4,3-DNA/RNA, and c) 6’F-bc4,3-DNA/6’F-bc4,3...
Figure 5: Preferred sugar pucker of a) 6’F-bc4,3-DNA/DNA, and b) 6’F-bc4,3-DNA/RNA duplexes and torsion angle...
Graphical Abstract
Figure 1: Chemical structures and carbon numbering scheme of tricyclo(tc)-DNA (top, left), bicyclo(bc)-DNA (t...
Scheme 1: Conditions: (a) NaBH4, CeCl3·7H2O, MeOH, −78 °C → rt, 1.5 h, 73% (+9% of C6-epimer); (b) TBS-Cl, im...
Scheme 2: Conditions: (a) thymine, BSA, TMSOTf, TMSCl, CH3CN, rt, 2.5 h; (b) DMTrCl, pyridine, rt, 16 h, 29% ...
Figure 2: X-ray structure of top row: nucleosides 8β (left), 11β (center) and overlay of both structures (rig...
Scheme 3: Pathways for elimination of the modified nucleotides during the oxidation step in oligonucleotide a...