Home

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
1. [1]
  Zimo Yang , Yan Tong , Yongbo Liu , Qianlong Liu , Zhihao Ni , Yuna He , Yu Rao . Developing selective PI3K degraders to modulate both kinase and non-kinase functions. Chinese Chemical Letters, 2024, 35(11): 109577-. doi: 10.1016/j.cclet.2024.109577
2. [2]
  Xiongbo Song , Jinwen Xiao , Juan Wu , Li Sun , Long Chen . Decellularized amniotic membrane promotes the anti-inflammatory response of macrophages via PI3K/AKT/HIF-1α pathway. Chinese Chemical Letters, 2025, 36(1): 109844-. doi: 10.1016/j.cclet.2024.109844
3. [3]
  Runjie Li , Hang Liu , Xisheng Wang , Wanqun Zhang , Wanqun Hu , Kaiping Yang , Qiang Zhou , Si Liu , Pingping Zhu , Wei Shao . 氨基酸的衍生及手性气相色谱分离创新实验. University Chemistry, 2025, 40(6): 286-295. doi: 10.12461/PKU.DXHX202407059
4. [4]
  Ruiying WANG , Hui WANG , Fenglan CHAI , Zhinan ZUO , Benlai WU . Three-dimensional homochiral Eu(Ⅲ) coordination polymer and its amino acid configuration recognition. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 877-884. doi: 10.11862/CJIC.20250052
5. [5]
  Hong CAI , Jiewen WU , Jingyun LI , Lixian CHEN , Siqi XIAO , Dan LI . Synthesis of a zinc-cobalt bimetallic adenine metal-organic framework for the recognition of sulfur-containing amino acids. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 114-122. doi: 10.11862/CJIC.20240382
6. [6]
  Linhan Tian , Changsheng Lu . Discussion on Sextuple Bonding in Diatomic Motifs of Chromium Family Elements. University Chemistry, 2024, 39(8): 395-402. doi: 10.3866/PKU.DXHX202401056
7. [7]
  Xiaomei Ning , Liang Zhan , Xiaosong Zhou , Jin Luo , Xunfu Zhou , Cuifen Luo . Preparation and Electro-Oxidation Performance of PtBi Supported on Carbon Cloth: A Recommended Comprehensive Chemical Experiment. University Chemistry, 2024, 39(11): 217-224. doi: 10.3866/PKU.DXHX202401085
8. [8]
  Yang Lv , Yingping Jia , Yanhua Li , Hexiang Zhong , Xinping Wang . Integrating the Ideological Elements with the “Chemical Reaction Heat” Teaching. University Chemistry, 2024, 39(11): 44-51. doi: 10.12461/PKU.DXHX202402059
9. [9]
  Yujia Luo , Yunpeng Qi , Huiping Xing , Yuhu Li . The Use of Viscosity Method for Predicting the Life Expectancy of Xuan Paper-based Heritage Objects. University Chemistry, 2024, 39(8): 290-294. doi: 10.3866/PKU.DXHX202401037
10. [10]
  Yongqing Xu , Yuyao Yang , Mengna Wu , Xiaoxiao Yang , Xuan Bie , Shiyu Zhang , Qinghai Li , Yanguo Zhang , Chenwei Zhang , Robert E. Przekop , Bogna Sztorch , Dariusz Brzakalski , Hui Zhou . Review on Using Molybdenum Carbides for the Thermal Catalysis of CO₂ Hydrogenation to Produce High-Value-Added Chemicals and Fuels. Acta Physico-Chimica Sinica, 2024, 40(4): 2304003-0. doi: 10.3866/PKU.WHXB202304003
11. [11]
  Zixuan Jiang , Yihan Wen , Kejie Chai , Weiming Xu . Exploring Chemistry Bridging Education from Data-Driven to Symbol Establishment within the Framework of AI Models. University Chemistry, 2025, 40(9): 132-141. doi: 10.12461/PKU.DXHX202502004
12. [12]
  Yalu Ma , Yun Tian , Xiaofei Ma . DeepSeek Large Model: Implications for Inorganic Chemistry Teaching and Learning. University Chemistry, 2025, 40(9): 171-177. doi: 10.12461/PKU.DXHX202502109
13. [13]
  Xiaolong Zhang , Mingshan Jin , Shaoli Liu , Bingfei Yan , Yun Li . Constructing High-Precision Potential Energy Surfaces Based on Physical Models: A Comprehensive Computational Chemistry Experiment. University Chemistry, 2025, 40(10): 257-262. doi: 10.12461/PKU.DXHX202411049
14. [14]
  Bingliang Li , Yuying Han , Dianyang Li , Dandan Liu , Wenbin Shang . One-Step Synthesis of Benorilate Guided by Green Chemistry Principles and in vivo Dynamic Evaluation. University Chemistry, 2024, 39(6): 342-349. doi: 10.3866/PKU.DXHX202311070
15. [15]
  Zhuo Wang , Xue Bai , Kexin Zhang , Hongzhi Wang , Jiabao Dong , Yuan Gao , Bin Zhao . MOF-Templated Synthesis of Nitrogen-Doped Carbon for Enhanced Electrochemical Sodium Ion Storage and Removal. Acta Physico-Chimica Sinica, 2025, 41(3): 2405002-0. doi: 10.3866/PKU.WHXB202405002
16. [16]
  Wenwen Ma , Liyan Liu , Chengyang Yin , Hongdan Zhang , Lian Kong , Na Wei , Zhan Yu , Zhen Zhao . Exploration of the Online and Offline Mixed Teaching Mode of Specialized English for Chemistry Majors Based on the BOPPPS Model. University Chemistry, 2025, 40(9): 287-294. doi: 10.12461/PKU.DXHX202410026
17. [17]
  Yanan Jiang , Yuchen Ma . Brief Discussion on the Electronic Exchange Interaction in Quantum Chemistry Computations. University Chemistry, 2025, 40(3): 10-15. doi: 10.12461/PKU.DXHX202402058
18. [18]
  Caixia Lin , Ting Liu , Zhaojiang Shi , Hong Yan , Keyin Ye , Yaofeng Yuan . Innovative Experiment of Electrochemical Dearomative Spirocyclization of N-Acyl Sulfonamides. University Chemistry, 2025, 40(4): 359-366. doi: 10.12461/PKU.DXHX202406107
19. [19]
  Jinghua Wang , Yanxin Yu , Yanbiao Ren , Yesheng Wang . Integration of Science and Education: Investigation of Tributyl Citrate Synthesis under the Promotion of Hydrate Molten Salts for Research and Innovation Training. University Chemistry, 2024, 39(11): 232-240. doi: 10.3866/PKU.DXHX202402057
20. [20]
  Yuan Zheng , Quan Lan , Zhenggen Zha , Lingling Li , Jun Jiang , Pingping Zhu . Teaching Reform of Organic Synthesis Experiments by Introducing Reverse Thinking and Design Concepts: Taking the Synthesis of Cinnamic Acid Based on Retrosynthetic Analysis as an Example. University Chemistry, 2024, 39(6): 207-213. doi: 10.3866/PKU.DXHX202310065

Get Citation

PDF

XML

Metrics

PDF Downloads(1226)
Abstract views(3162)
HTML views(147)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return