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Beilstein J. Org. Chem. 2019, 15, 1116–1128, doi:10.3762/bjoc.15.108
Graphical Abstract
Scheme 1: Comparison of Dmoc and dM-Dmoc as nucleobase protecting groups for ODN synthesis.
Figure 1: dM-Dmoc phosphoramidite monomers and CPG with Dmoc linker.
Scheme 2: Synthesis of compound 5 [44], nucleoside phosphoramidite monomers 3a–c and phosphoramidite capping agen...
Figure 2: Structure of phosphoramidites containing electrophilic groups.
Scheme 3: Synthesis of ester-containing phosphoramidite 26a.
Figure 3: ODN sequences 30a–e. Their 5'-tritylated versions are labeled as 30a-tr, 30b-tr, 30c-tr, 30d-tr, an...
Figure 4: RP HPLC profiles of (a) crude 30a-tr, (b) pure 30a-tr, (c) crude 30a, (d) pure 30a, (e) crude 30c-tr...
Figure 5: PAGE analyses of ODNs 30a–e. Lanes 1–5 are ODNs 30a–e, respectively.
Figure 6: MALDI–TOF MS of (a) ODN 30a and (b) 30c.
Scheme 4: ODN deprotection and cleavage under non-nucleophilic conditions.