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Citation: WANG Shu-Jun, ZANG Na, RUAN Wen-Juan, ZHU Zhi-Ang. Molecular Recognition of Chiral Zinc Porphyrin with Amino Acid Ester Derivatives[J]. Acta Physico-Chimica Sinica, ;2008, 24(03): 507-512. doi: 10.3866/PKU.WHXB20080328 shu

Molecular Recognition of Chiral Zinc Porphyrin with Amino Acid Ester Derivatives

1.
College of Chemistry and Material Science, Langfang Teachers College, Langfang 065000, Hebei Province, P. R. China; Department of Chemistry, Nankai University, Tianjin 300071, P. R. China

Received Date: 8 October 2007
Available Online: 2 January 2008

Molecular recognition of chiral zinc porphyrin [p-(L-Leu)C2O-TPPZn] with amino acid ester derivatives was investigated by UV-Vis spectrophotometric titration and CD spectroscopy. The experimental results suggested that the association constant was KD>KL for amino acid ester derivatives, and then increased following the order of K(AlaOCH3)<K(ValOCH3)<K(LeuOCH3)<K(PheOCH3). CD spectroscopy had also been used in order to elucidate the conformation of the host-guest complex, different chiral environments could come into being from CD spectroscopy when different guests coordinated to host. Moreover, the minimum energy conformations of the host-guest system were obtained by simulated annealing, and it was found that there was π-π* interaction between host and D,L-PheOCH3.
- Chiral zinc porphyrin; Amino acid ester; Molecular recognition; CD spectroscopy; Simulated annealing
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