Surface plasmon resonance study on binding interactions of multivalent cyclophane hosts with immobilized guests |
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| Authors: | Osamu Hayashida Daisuke Sato |
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| Affiliation: | 1. Institute for Materials Chemistry and Engineering, Kyushu University, Moto‐oka 744, Fukuoka 819‐0395, Japan;2. PRESTO, JST, Sanbancho Bldg., 5‐Sanbancho, Chiyodaku, Tokyo 102‐0075, Japan;3. Department of Chemistry and Biochemistry, Kyushu University, Moto‐oka 744, Fukuoka 819‐0395, Japan |
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| Abstract: | Guest‐binding affinities of water‐soluble cyclophane heptadecamer (1) and pentamer (2) with immobilized guests such as 1‐pyrenylmethylamine (PMA) and 2‐(1‐ naphthyl)ethylamine (NEA) were investigated by surface plasmon resonance (SPR) measurements. As a typical example, the binding constants (K) for 1 and 2 with the immobilized PMA as a guest were evaluated to be 2.5 × 107 and 2.7 × 106 M?1, respectively, and were much larger than that of a monocyclic reference cyclophane (K, 2.5 × 104 M?1). Interestingly, in the complexation of 1 and 2 with the immobilized guests, more favorable association and dissociation rate constant values (ka and kd, respectively) were observed in comparison with those for the monocyclic cyclophane, reflecting multivalent effects in macrocycles. The multivalent effects in macrocycles as well as molecular recognition abilities of the cyclophane oligomers were confirmed even when the guest molecules were immobilized on SPR sensor chip surfaces. Copyright © 2009 John Wiley & Sons, Ltd. |
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| Keywords: | cyclophane host– guest chemistry multivalent effect molecular recognition |
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