Inclusion complexation involving sugar-containing species: β-cyclodextrin and sugar surfactants

2004 ◽  
Vol 82 (1) ◽  
pp. 45-49 ◽  
Author(s):  
Vincent C Reinsborough ◽  
Vanessa C Stephenson
Keyword(s):  
Surface Tension ◽  
Critical Micelle Concentration ◽  
Inclusion Complex ◽  
Computer Modeling ◽  
Inclusion Complexation ◽  
Binding Constants ◽  
Guest Molecules ◽  
Sugar Moiety ◽  
G 12 ◽  
Concentration Surface

Surface tension, proton NMR, and computer modeling studies were undertaken in nonionic alkylpolyglycoside (APG) solutions containing β-cyclodextrin (β-CD) with a view to characterize the inclusion complexes formed and to determine if the sugar entities of the host and guest molecules played a significant role in the process. The APGs investigated were four glucopyranosides (octyl G8, decyl G10, dodecyl G12, tetradecyl G14) and two maltosides (decyl M10, dodecyl M12). Critical micelle concentrations (CMC) were obtained in the surfactant–β-CD systems, which in all cases increased with increasing β-CD concentration. The 1:1 APG–β-CD inclusion complex was principally formed with binding constants of 425 (mol L–1)–1 for the G12 complex, 340 (mol L–1)–1 for the G10 complex, and 125 (mol L–1)–1 for the M12 complex. The preferred configuration of the G-12–β-CD complex has the surfactant tail coiled in the CD cavity with the surfactant sugar moiety sealing off the narrower opening of the CD torus.Key words: alkylpolyglycoside, β-cyclodextrin, NMR, critical micelle concentration, surface tension.

Energetics of the encapsulation of o-, m-, and p-hydroxybenzoic acids by β-cyclodextrin and its methylated and hydroxypropylated derivatives in aqueous solution

1999 ◽  
Vol 77 (3) ◽  
pp. 348-355 ◽  
Author(s):  
Elena Junquera ◽  
Valentin G Baonza ◽  
Emilio Aicart
Keyword(s):  
Aqueous Solution ◽  
Inclusion Complex ◽  
Aqueous Solutions ◽  
Inclusion Complexes ◽  
Binding Constant ◽  
Substituent Effect ◽  
Binding Constants ◽  
Hydroxybenzoic Acid ◽  
Guest Molecules ◽  
Hydroxybenzoic Acids

A fully computerized potentiometric technique has been used to analyze the energetics of the encapsulation of o-, m-, and p-hydroxybenzoic acids by β-cyclodextrin (β-CD) and (or) two of its most used derivatives: 2,6-di-O-methyl-β-cyclodextrin (DIMEB) and hydroxypropyl-β-cyclodextrin (HPBCD). The study has been carried out by measuring the pH of aqueous solutions of the three hydroxyacids in the absence of cyclodextrin at 25°C, and in the presence of cyclodextrin at several temperatures ranging from 15 to 40°C, keeping constant the concentration of the guest. The dissociation constant of the acids and the binding constants of the inclusion complexes formed have been simultaneously determined at all the temperatures by using a model previously derived by us. The carboxylic forms have been found to bind the CD with higher affinities than the carboxylate partners do, irrespective of the temperature, the cyclodextrin used, and the position of the substituents on the guest molecules. The formation of the inclusion complexes studied in this work has been found to be enthalpy driven, with a favorable enthalpic term dominant over an unfavorable entropic one. The effect of the substituents of both guest and host molecules on the thermodynamics of the inclusion processes has been analyzed. Key words: binding constant, β-cyclodextrin, hydroxybenzoic acid, inclusion complex, substituent effect.

scholarly journals Comprehensive Characterisation of the Ketoprofen-β-Cyclodextrin Inclusion Complex Using X-ray Techniques and NMR Spectroscopy

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 4089
Author(s):  
Katarzyna Betlejewska-Kielak ◽  
Elżbieta Bednarek ◽  
Armand Budzianowski ◽  
Katarzyna Michalska ◽  
Jan K. Maurin
Keyword(s):  
Nmr Spectroscopy ◽  
Inclusion Complex ◽  
Crystal And Molecular Structure ◽  
Binding Constants ◽  
Nmr Studies ◽  
X Ray ◽  
Cyclodextrin Inclusion ◽  
Powder Samples ◽  
Cyclodextrin Inclusion Complex ◽  
Co Precipitation

Racemic ketoprofen (KP) and β-cyclodextrin (β-CD) powder samples from co-precipitation (1), evaporation (2), and heating-under-reflux (3) were analysed using X-ray techniques and nuclear magnetic resonance (NMR) spectroscopy. On the basis of NMR studies carried out in an aqueous solution, it was found that in the samples obtained by methods 1 and 2, there were large excesses of β-CD in relation to KP, 10 and 75 times, respectively, while the sample obtained by method 3 contained equimolar amounts of β-CD and KP. NMR results indicated that KP/β-CD inclusion complexes were formed and the estimated binding constants were approximately 2400 M−1, showing that KP is quite strongly associated with β-CD. On the other hand, the X-ray single-crystal technique in the solid state revealed that the (S)-KP/β-CD inclusion complex with a stoichiometry of 2:2 was obtained as a result of heating-under-reflux, for which the crystal and molecular structure were examined. Among the methods used for the preparation of the KP/β-CD complex, only method 3 is suitable.

Surface Activity Research of Cationic Gemini Surfactants

2013 ◽  
Vol 690-693 ◽  
pp. 2076-2080
Author(s):  
Zhen Zhong Fan ◽  
Lan Lan Li ◽  
Li Feng Zhang ◽  
Qing Wang Liu
Keyword(s):  
Surface Tension ◽  
Critical Micelle Concentration ◽  
Surface Activity ◽  
Surfactant Concentration ◽  
Gemini Surfactant ◽  
Gemini Surfactants ◽  
Ph Value ◽  
Inorganic Salts ◽  
Cationic Gemini Surfactant ◽  
Cationic Gemini Surfactants

Cationic Gemini surfactant concentration, the inorganic salts added and the pH value of surface tension obtained cationic gemini surfactant critical micelle concentration is 0.4mmol / L;by adding three kinds of inorganic salts NaCl, MgCl2, and Na2SO4 ,which Na2SO4 has the greatest impact on surface tension, followed by MgCl2.The surface minimum tension of the pH ranged from 9 to 11 , indicating that the surface activity of cationic gemini surfactants achieved the highest.

scholarly journals Guest-Host Inclusion Complex Formation of 2-, 3-, and 4-Aminobenzoic Acids with Native and Modified Cyclodextrins

2016 ◽  
Vol 69 ◽  
pp. 10-21 ◽  
Author(s):  
Narayanasamy Rajendiran ◽  
J. Thulasidhasan ◽  
M. Jude Jenita
Keyword(s):  
Inclusion Complex ◽  
Inclusion Complexation ◽  
Aminobenzoic Acid ◽  
Time Resolved ◽  
H Nmr ◽  
Buffer Solutions ◽  
Aminobenzoic Acids ◽  
Modified Cyclodextrins ◽  
Ft Ir ◽  
Uv Visible

The inclusion complexation of 2-aminobenzoic acid (2ABA), 3-aminobenzoic acid (3ABA), and 4-aminobenzoic acid (4ABA) with α-cyclodextrin (α-CD), β-cyclodextrin (β-CD), hydroxypropyl-α-cyclodextrin (HP-α-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD) were studied in buffer solutions of differentpHs (pH~1 andpH~7) and it was carried out using UV-Visible, steady-state and time-resolved fluorescence. Dual fluorescence was observed for all the compounds in aqueous and CD medium. All the ABAs forms 1:1 inclusion complex at pH ~ 1 solution and mixture of 1:1 and 1:2 inclusion complex at pH ~7. With CDs, dual luminescence appeared at pH ~ 1 indicates, both NH3+and COOH groups are present in the interior of the CDs cavities. FT-IR,1H NMR, results suggest ABAs formed a stable inclusion complex with the CDs.

Spectrophotometric study of the effect of sodium dodecyl sulphate on the acid-base behaviour of 4-(2-pyridylazo)-resorcinol

1991 ◽  
Vol 56 (4) ◽  
pp. 785-795 ◽  
Author(s):  
Jiří Bílý ◽  
Ludmila Čermáková ◽  
Jiří Knapp
Keyword(s):  
Surface Tension ◽  
Critical Micelle Concentration ◽  
Sodium Dodecyl Sulphate ◽  
Azo Dye ◽  
Dissociation Constants ◽  
Sodium Dodecyl ◽  
Spectrophotometric Study ◽  
Acid Base ◽  
Strong Electrolytes ◽  
The Given

The values of the apparent dissociation constants of the azo dye 4-(2-pyridylazo)-resorcinol (PAR) have been found in the presence of sub- and supercritical concentrations of the anionogenic tenside sodium dodecyl sulphate (SDS) and the effects of the strong electrolytes NaCl and NaNO3 were also evaluated. In both electrolytes, the pKan values initially are independent of the SDS concentration and then increase. Spectrophotometric and surface tension measurements were employed to determine the critical micelle concentration (cmc) of SDS alone and in the presence of PAR and the given electrolytes. The determined cmc values were in the range 0.20–3.02 mmol l-1 and dependent on the type and concentration of the particular additive.

scholarly journals Micellization Behavior of Cetyltrimethylammonium bromide in Presence and Absence of Na2SO4 and MgSO4 in Aqueous media

BIBECHANA ◽  
2016 ◽  
Vol 14 ◽  
pp. 77-85 ◽  
Author(s):  
Chom Nath Adhikari ◽  
G S Shrivastav ◽  
Ajaya Bhattarai
Keyword(s):  
Surface Tension ◽  
Critical Micelle Concentration ◽  
Cetyltrimethylammonium Bromide ◽  
Pure Water ◽  
Aqueous Media ◽  
Presence And Absence ◽  
Micellization Behavior

Viscosity and surface tension measurements of cetyltrimethylammonium bromide (CTAB) in presence and absence of Na2SO4 and MgSO4 in aqueous media are reported. The results showed an increase in viscosity with increase in concentration of cetyltrimethylammonium bromide in presence and absence of salts where as the decrease in surface tension with increase in concentration of cetyltrimethylammonium bromide in presence and absence of salts. The viscosity of CTAB was observed lowest in pure water and increases in presence of MgSO4 and then more increases in presence of Na2SO4 where as the surface tension of CTAB was observed highest in pure water and decreases in presence of Na2SO4 and then more decreases in presence of MgSO4.The critical micelle concentration (cmc) of CTAB decreases in presence of salts in both viscosity and surface tension measurements. The decreasing cmc of CTAB are found to be more in the presence of Na2SO4 in comparison with the presence of MgSO4 for both measurements. The graphs of viscosity versus log[C] and the surface tension versus log[C] are used in determining the critical micelle concentration (cmc).        BIBECHANA 14 (2017) 77-85

Positive variation of the MRI signal via intramolecular inclusion complexation of a C-2 functionalized β-cyclodextrin

2017 ◽  
Vol 15 (3) ◽  
pp. 564-569 ◽  
Author(s):  
I. Zgani ◽  
H. Idriss ◽  
C. Barbot ◽  
F. Djedaïni-Pilard ◽  
S. Petit ◽  
...  
Keyword(s):  
Inclusion Complex ◽  
Contrast Agent ◽  
Inclusion Complexation ◽  
Agent Based ◽  
Positive Variation

The synthesis of a contrast agent based on a β-cyclodextrin is reported. An enhancement of relaxivity in the presence of an intramolecular inclusion complex is observed.

Study on Host-Guest Inclusion Complexation of a Drug in Cucurbit [6]uril

2018 ◽  
Vol 232 (2) ◽  
pp. 281-293 ◽  
Author(s):  
Kanak Roy ◽  
Subhadeep Saha ◽  
Biswajit Datta ◽  
Lovely Sarkar ◽  
Mahendra Nath Roy
Keyword(s):  
Surface Tension ◽  
Specific Conductivity ◽  
Inclusion Complexation ◽  
Conductivity Measurements ◽  
Saline Environment ◽  
H Nmr ◽  
Vis Spectroscopy ◽  
Ft Ir ◽  
The Stability ◽  
Ft Ir Spectroscopy

AbstractAssembly of pyridine-2-aldoxime drug with cucurbit [6]uril (CB[6]) has been investigated by1H-NMR and 2D-ROESY NMR, UV-Vis spectroscopy, FT-IR spectroscopy, surface tension and conductivity measurements in aqueous saline environment. The distinct cationic receptor feature and the cavity dimension of the CB[6] emphasize that the macro-cyclic host molecule remain as complex with the nerve stimulus drug molecule. The results obtained from surface tension and specific conductivity measurements suggest 1:1 inclusion complex formation between drug and CB[6]. The stability constant evaluated by UV-Vis spectroscopic approach is 2.21×105M−1at 298.15 K, which indicates that the complex is sufficiently stable at physiological temperature.

Synthesis of Chelating Surfactant and its Application in Silk Degumming

2011 ◽  
Vol 331 ◽  
pp. 245-248
Author(s):  
Yun Zhang ◽  
Xi Tao Sun ◽  
Xiang Rong Wang
Keyword(s):  
Surface Tension ◽  
Critical Micelle Concentration ◽  
Ir Spectra ◽  
Surface Activity ◽  
Stretching Vibration ◽  
Degumming Process ◽  
Degumming Agent

Ethanediyl-N-hexadecyl-tri(sodium α-glycinate) (N-hexadecyl ED3A), which belongs to the chelating surfactants, was synthesized by three-step reactions in this study. The structure of the product was characterized by IR. The surface activity and the properties of N-hexadecyl ED3A as degumming agent were investigated. The IR spectra showed the characteristic bands corresponding to the stretching vibration of C-N, -COONa, and C-H groups. The critical micelle concentration (cmc) of N-hexadecyl ED3A was 0.249mmol•L-1, and the surface tension at the cmc (γcmc) of it was 33.03mN•m-1. This revealed that the surfactant had fairly low cmc and excellent surface activity. Lower dosage of N-hexadecyl ED3A showed as good result as the conventional soap in silk degumming process, and the degumming result was also excellent without adding the chelating dispersant.

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