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. 2022 Jan 20;2(2):483–491. doi: 10.1021/jacsau.1c00513

Figure 1.

Figure 1

Conversion and ee for Diels–Alder reaction catalyzed by different dsDNA sequences with dmbipy-Cu. ee% = (moles of Si-endo – moles of Re-endo)/(moles of Si-endo + moles of Re-endo) × 100%. All reactions were carried out in MOPS (20 mM, pH 6.5) at 4 °C for 3 h, st-DNA: 0.68 mg/mL (1.05 mM base pairs); synthetic dsDNA: 50 μM; [dmbipy-Cu]: 50 μM; aza chalcone (1a): 1 mM (i.e., 5% catalyst loading); cyclopentadiene: 5.6 μL (67 equiv). See experimental section (SI) for reaction procedure details. All data are averaged over three independent experiments. Parameters were determined for all displayed products by high-performance liquid chromatography (HPLC) analysis on a chiral stationary phase. The conversion and ee were not detectable in the absence of dsDNA under the conditions cited above (longer times were required to achieve detectable conversion).