Fig. 4. Binding affinity of receptor 1 toward male hormones.

(A) Schematic representation of the binding preference of receptor 1 toward male hormones 2a to 2e in water. (B) ¹H NMR spectra (500 MHz, D₂O, room temperature) of 1•2a (top), 1•2c (middle), and the product (bottom) obtained from an equimolar mixture of 2a and 2c with 1 (blue circle, 1•2a; pale blue square, 1•2c). (C) ¹H NMR spectra (500 MHz, D₂O, room temperature) of 1•2a (top), 1•2d (middle), and the product (bottom) obtained from an equimolar mixture of 2a and 2d with 1 (blue circle, 1•2a; pale blue triangle, 1•2d). Binding preference of 1 toward (D) 2a and methyltestosterone (5a) and (E) 2d and adrenosterone (5b) in water.