Macromolecular recognition by cyclodextrins. Interaction of cyclodextrins with polymethacrylamides bearing hydrophobic amino acid residues |
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Authors: | Akihito Hashidzume |
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Affiliation: | Department of Macromolecular Science, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan |
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Abstract: | The interaction of cyclodextrins (CDs) with poly(N-methacryloyltryptophan) (pMTrp) and with poly(N-methacryloylphenylalanine) (pMPhe) was investigated as a simple model system of macromolecular recognition of proteins. The association constants (K) for the model compounds, sodium salts of tryptophan and phenylalanine, are not so different (i.e. 43 and 16 M−1 for α-CD, 59 and 69 M−1 for β-CD, and 12 and 3 M−1 for γ-CD, respectively). On the other hand, there is a significant difference in the apparent K values for pMTrp and pMPhe (i.e. the K values for pMPhe are considerably smaller than ca. 10 M−1, whereas those for pMTrp are 30, 83, and 11 M−1 for α-, β-, and γ-CDs, respectively). These observations indicate that a subtle difference in polymer side chains can be critical in macromolecular recognition. |
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Keywords: | Macromolecular recognition Cyclodextrins Hydrophobic amino acids |
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