Recognition of α-amino acid esters by zinc porphyrin derivatives via coordination and hydrogen bonding interactions. Evidence for two-point fixation from thermodynamic and induced circular dichroism spectroscopic studies

@article{Mizutani1993RecognitionO,
  title={Recognition of $\alpha$-amino acid esters by zinc porphyrin derivatives via coordination and hydrogen bonding interactions. Evidence for two-point fixation from thermodynamic and induced circular dichroism spectroscopic studies},
  author={T. Mizutani and T. Ema and Takashi Yoshida and Y. Kuroda and H. Ogoshi},
  journal={Inorganic Chemistry},
  year={1993},
  volume={32},
  pages={2072-2077}
}
Association constants between [trans-5,15-bis(2-hydroxy- 1-naphthyl)-2,3,7,8,12,13,17,18-octaethylporphyrinato] zinc(II) (1) and a series of α-amino acid esters (RCHNH 2 CO 2 CH 3 ) were determined in chloroform by use of a UV-vis titration method. Association constants increased in the order Ala-OMe<Gly-OMe<Val-OMe<Leu-OMe, showing a preference for bulky amino acid esters. Contributions from the metal coordination and hydrogen bonding interactions to the total free energy change were estimated… Expand
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