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Citation: HU Xin-Gen, ZHU Yu-Qing, YU Sheng, ZHANG He-Juan, LIU Fei, YU Li. Aromatic π-π Self-Stacking of Some Aromatic Amino Acids in Aqueous Solutions[J]. Acta Physico-Chimica Sinica, ;2009, 25(04): 729-734. doi: 10.3866/PKU.WHXB20090413 shu

Aromatic π-π Self-Stacking of Some Aromatic Amino Acids in Aqueous Solutions

1.
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325027, Zhejiang Province, P. R. China; Key Laboratory for Colloid and Interface Chemistry of the Ministry of Education, Shandong University, Jinan 250100, P. R. China

Received Date: 17 October 2008
Available Online: 18 February 2009

Dilution enthalpies of some aromatic amino acids such as D/L-α-tryptophan, L-α-tryptophan, L-α-tyrosine and L-α-phenylalanine in aqueous solutions at 298.15 K were determined by sensitive mixing-flow microcalorimetry. A chemical interaction model for quasi-isodemic self-stacking was proposed and used to process the calorimetric data from which the model parameter K△Hm was calculated. The chemical interaction parameter (K△Hm) agrees well with and provides od insights into the pairwise enthalpic interaction coefficient (hxx) in the McMillan-Mayer approach for the existence of the equation K△Hm=hxx. Combined with results from literature we considered that aromatic π-πself-stacking is essentially a kind of special hydrophobic interaction manifesting commonly as an endothermic effect. Noteworthy effects arising from substituent hindrance, electrostatic interaction, hydrogen bonding and chiral recognition which are directed away from the aromatic core exert on aromatic π-πself-stacking. In nature, the composite parameter K△Hm describes a complex effect between the equilibrium and an enthalpic change of aromatic π-πself-stacking.
- Aromatic amino acid,
- π-πself-stacking,
- Dilution enthalpy,
- Microcalorimetry,
- Chemical interaction model
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