NMR, surface tension and conductivity studies to determine the inclusion mechanism: thermodynamics of host-guest inclusion complexes of natural amino acids in aqueous cyclodextrins

被引:46
|
作者
Saha, Subhadeep [1 ]
Ray, Tanusree [1 ]
Basak, Saptarshi [1 ]
Roy, Mahendra Nath [1 ]
机构
[1] Univ N Bengal, Dept Chem, Darjeeling 734013, India
关键词
BETA-CYCLODEXTRIN; IONIC LIQUID; CONDUCTANCE; SOLVATION; SYSTEMS;
D O I
10.1039/c5nj02179k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The assembly of two natural amino acids (viz., L-arginine and L-histidine) as guests with alpha and beta-cyclodextrins as hosts to form inclusion complexes in aqueous medium has been demonstrated which are highly suitable for diverse applications in modern bio-medical sciences. The H-1 NMR study establishes the formation of inclusion complexes, while surface tension and conductivity studies confirm that the inclusion complexes have been formed with 1 : 1 stoichiometry. The nature of the complexes has been established using thermodynamic parameters, based on density, viscosity, and refractive index measurements. The contributions of different groups of the guest molecules towards the limiting apparent molar volume and the viscosity-B coefficient are determined and solvation numbers are calculated. All the parameters support the formation of the inclusion complexes, which are explained based upon hydrophobic effects, H-bonds, electrostatic forces and structural effects.
引用
收藏
页码:651 / 661
页数:11
相关论文
共 50 条
  • [1] Host-guest inclusion complexes of α and β-cyclodextrins with α-amino acids
    Roy, Mahendra Nath
    Ekka, Deepak
    Saha, Subhadeep
    Roy, Milan Chandra
    RSC ADVANCES, 2014, 4 (80) : 42383 - 42390
  • [2] Study to explore host-guest inclusion complexes of cyclodextrins with biologically active molecules in aqueous environment
    Roy, Aditi
    Saha, Subhadeep
    Roy, Mahendra Nath
    FLUID PHASE EQUILIBRIA, 2016, 425 : 252 - 258
  • [3] NMR, surface tension and conductance study to investigate host-guest inclusion complexes of three sequential ionic liquids with β-cyclodextrin in aqueous media
    Barman, Siti
    Elcka, Deepak
    Saha, Subhadeep
    Roy, Mahendra Nath
    CHEMICAL PHYSICS LETTERS, 2016, 658 : 43 - 50
  • [4] NMR studies of inclusion complexes: naphthalene and natural cyclodextrins
    Jopa, Sylwia
    Wojcik, Jacek
    Ejchart, Andrzej
    Nowakowski, Michal
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2022, 24 (22) : 13690 - 13697
  • [5] Surface-tension studies of inclusion complexes of hexanediols with cyclodextrins in aqueous solutions
    Saito, Y
    Abe, M
    Sato, T
    Scamehorn, JF
    Christian, SD
    COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 1996, 119 (2-3) : 149 - 153
  • [6] Host-guest inclusion complexes of RNA nucleosides inside aqueous cyclodextrins explored by physicochemical and spectroscopic methods
    Roy, Mahendra Nath
    Saha, Subhadeep
    Barman, Siti
    Ekka, Deepak
    RSC ADVANCES, 2016, 6 (11): : 8881 - 8891
  • [7] Highly Elastic Supramolecular Hydrogels Using Host-Guest Inclusion Complexes with Cyclodextrins
    Kakuta, Takahiro
    Takashima, Yoshinori
    Harada, Akira
    MACROMOLECULES, 2013, 46 (11) : 4575 - 4579
  • [8] Inclusion of Hydroxycinnamic Acids in Methylated Cyclodextrins: Host-Guest Interactions and Effects on Guest Thermal Stability
    Hunt, Lee E.
    Bourne, Susan A.
    Caira, Mino R.
    BIOMOLECULES, 2021, 11 (01) : 1 - 20
  • [9] Theoretical and electrochemical studies of host-guest inclusion complexes formed between L-Tryptophan with α- and β-cyclodextrins
    Kaniraja, Ganesan
    Karthikeyan, Murugesan
    Kumar, Marimuthu Dhinesh
    Kumar, Karuppiah Arunsunai
    Karunakaran, Chandran
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1291
  • [10] Structural analysis and cytotoxicity of host-guest inclusion complexes of cannabidiol with three native cyclodextrins
    Lv, Pin
    Zhang, Dongjing
    Guo, Mengbi
    Liu, Jing
    Chen, Xuan
    Guo, Rong
    Xu, Yanping
    Zhang, Qingying
    Liu, Ying
    Guo, Hongyan
    Yang, Ming
    JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, 2019, 51 : 337 - 344