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. 2019 Jan 24;10(10):2875–2881. doi: 10.1039/c8sc05543b

Table 1. Scope of the a tandem Friedel–Crafts conjugate addition/asymmetric protonation reaction a , b .

graphic file with name c8sc05543b-u1.jpg

aConditions with st-DNA: st-DNA [2 mM in Milli-Q H2O (29 μL)], 200 mM MES buffer solution (10 μL, pH 5.0), 1.0 mM of Cu(NO3)2–dmbipy in Milli-Q H2O solution (33 μL, 30 mol%), 0.05 M solution of freshly prepared enone in DMSO (2.0 μL, 1 equiv.), 0.05 M solution of indole in DMSO (2.0 μL, 1 equiv.), 3 d, and 4 °C. Conditions with ODNx/ODN4: ODNx/ODN4 (40 mol%), 200 mM MES buffer solution (10 μL, pH 5.0), 1.0 mM of Cu(NO3)2 in Milli-Q H2O solution (30 μL, 30 mol%), 0.05 M solution of freshly prepared enone in DMSO (2.0 μL, 1 equiv.), 0.05 M solution of indole in DMSO (2.0 μL, 1 equiv.), 3 d, and 4 °C.

bConversion and ee values were determined by High Pressure Liquid Chromatography (HPLC) analysis. ODNx/ODN4: 5′-GCCAGCXGACCG-3′/5′-CGGTCAGCTGGC-3′.