Self-Assembly of Pulp Derivatives as Amphiphilic Compounds: Verification of Molecular Association and Complexation with Low and High Molecular Mass Compounds

Holzforschung ◽  
2000 ◽  
Vol 54 (5) ◽  
pp. 535-540 ◽  
Author(s):  
Y. Uraki ◽  
A. Hanzaki ◽  
K. Hashida ◽  
Y. Sano

Summary Acetic acid pulps (AAPs) have been converted to amphiphiles by hydroxypropylation. The resulting hydroxypropyl derivatives (HP-AAPs) formed self-aggregates in water. The interaction of HP-AAP molecules was investigated by a viscometric method. The reduced viscosity (η sp/c) of HP-AAP in both water and chloroform was increased remarkably above a concentration of 0.1%. This implies that HP-AAP molecules strongly interact with each other, caused by the hydrophobic interaction of residual lignins in water and by hydrogen bonding of polysaccharides in chloroform. The self-aggregates adsorb water-soluble fluorescent agents. The highest adsorption capacity was observed at the lowest pH among three pH conditions investigated. They also solubilized sparingly water-soluble fluorescent agents in water in larger amounts than did sodium dodecyl sulfate when used as a surfactant. These results suggest that the self-aggregates of HP-AAP adsorb low molecular mass compounds as inclusion compounds. To clarify the interaction of HP-AAP with biopolymers as high molecular mass compounds, the change in the activity of papain, a protease, in phosphate buffer (pH 6.2) was examined in the presence and absence of HP-AAP. HP-AAP acted as an inhibitor of papain at the initial stage of mixing. After mixing for 24 hours, however, the papain activity was revived and preserved for 6 days. In contrast, the papain activity vanished in the absence of HP-AAP after 24 hours because of autolysis. Therefore, HP-AAP protects papain against autolysis, resulting from tight complexation with the biopolymer.

2019 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Martijn Zwijnenburg

We use a combination of computational and experimental techniques to study the self-assembly and gelation of water-soluble perylene bisimides derivatised at the imide position with an amino acid. Specifically, we study the likely structure of self-assembled aggregates of the alanine-functionalised perylene bisimide (PBI-A) and the thermodynamics of their formation using density functional theory and predict the UV-vis spectra of such aggregates using time-dependent density functional theory. We compare these predictions to experiments in which we study the evolution of the UV-Vis and NMR spectra and rheology of alkaline PBI-A solutions when gradually decreasing the pH. Based on the combined computational and experimental results, we show that PBI-A self-assembles at all pH values but that aggregates grow in size upon protonation. Gelation is driven not by aggregate growth but reduction of the aggregation surface-charge and a decrease in the colloidal stability of the aggregation with respect to agglomeration.


Nanoscale ◽  
2019 ◽  
Vol 11 (34) ◽  
pp. 15917-15928 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Ralf Schweins ◽  
...  

We use a combination of computational and experimental techniques to study the self-assembly and gelation of amino-acid functionalised water-soluble perylene bisimides.


2019 ◽  
Vol 23 (04n05) ◽  
pp. 526-533 ◽  
Author(s):  
Mariana Hamer ◽  
Rolando M. Caraballo ◽  
Peter J. Eaton ◽  
Craig Medforth

Porphyrins and metalloporphyrins are one of the most widely studied platforms for the construction of supramolecular structures. These compounds have an extended aromatic system that allows [Formula: see text]–[Formula: see text] stacking interactions which, together with hydrogen bonds, electrostatic forces and the formation of inter-metallic complexes arising from peripheral groups, offer a versatile platform to control the self-assembly mechanism. In this work, we present the study of nanostructures formed by self-assembly of the water-soluble porphyrins meso-tetra([Formula: see text]-methyl-4-pyridyl)porphyrin (TMPyP) and meso-tetra(4-sulfonatophenyl)porphyrin (TPPS) in the presence of hard nanotemplates. Different nanoparticles (silica, gold, and polystyrene), concentrations and synthetic procedures were explored. The obtained materials were characterized by SEM and AFM microscopies, UV-vis absorption spectroscopy and dynamic light scattering measurements. A clear modification of the SiO2 NP surface roughness using one-pot synthesis was observed. The results were variable depending on the porphyrin–surface interactions and concentrations used. At lower porphyrin concentrations, a shift of the Soret band was observed, while at higher concentrations, free NS were formed. This reflects a competition between surface and solution directed self-assembly.


2009 ◽  
Vol 13 (04n05) ◽  
pp. 461-470 ◽  
Author(s):  
Joaquim Crusats ◽  
Zoubir El-Hachemi ◽  
Carlos Escudero ◽  
Josep M. Ribó

The formation and structure of the title aggregates are paradigms of the self-assembly of amphiphilic molecular building blocks in supramolecular chemistry. This review summarizes the research in the University of Barcelona on the homoassociation of the water soluble meso 4-sulfonatophenyl-and phenyl substituted porphyrins.


Langmuir ◽  
2013 ◽  
Vol 29 (10) ◽  
pp. 3234-3245 ◽  
Author(s):  
Robert Bradbury ◽  
Jeffrey Penfold ◽  
Robert K. Thomas ◽  
Ian M. Tucker ◽  
Jordan T. Petkov ◽  
...  

RSC Advances ◽  
2014 ◽  
Vol 4 (96) ◽  
pp. 53575-53587 ◽  
Author(s):  
Carmela Bonaccorso ◽  
Giovanna Brancatelli ◽  
Giuseppe Forte ◽  
Giuseppe Arena ◽  
Silvano Geremia ◽  
...  

2019 ◽  
Author(s):  
Emily R. Draper ◽  
Liam Wilbraham ◽  
Dave J. Adams ◽  
Matthew Wallace ◽  
Martijn Zwijnenburg

We use a combination of computational and experimental techniques to study the self-assembly and gelation of water-soluble perylene bisimides derivatised at the imide position with an amino acid. Specifically, we study the likely structure of self-assembled aggregates of the alanine-functionalised perylene bisimide (PBI-A) and the thermodynamics of their formation using density functional theory and predict the UV-vis spectra of such aggregates using time-dependent density functional theory. We compare these predictions to experiments in which we study the evolution of the UV-Vis and NMR spectra and rheology of alkaline PBI-A solutions when gradually decreasing the pH. Based on the combined computational and experimental results, we show that PBI-A self-assembles at all pH values but that aggregates grow in size upon protonation. Gelation is driven not by aggregate growth but reduction of the aggregation surface-charge and a decrease in the colloidal stability of the aggregation with respect to agglomeration.


2021 ◽  
Vol 2021 ◽  
pp. 1-10
Author(s):  
Mingcheng Gong ◽  
Zhenhua Chen ◽  
Liangliang Zhou ◽  
Feng Gao ◽  
Jianxin Cheng ◽  
...  

As a pH-sensitive nanomaterial, Eudragit S100 has good colon targeting. However, little research has been carried out on its mesoscopic scale. In this paper, the self-assembly behavior of Pulsatilla saponins D (PSD) and Eudragit S100, as well as the loading and release mechanism of PSD, was investigated via computer simulations. The effects of the self-assembly characteristics of PSD and Eudragit S100 in the dry powder state on the drug-carrier ratio were explored by the coarse-grained molecular dynamics (CGMD) method. According to the pH-responsive feature of Eudragit S100, the drug protection under gastric pH conditions and release in colonic pH conditions were simulated through the dissipative particle dynamics (DPD) method, which has provided insights into the microscopic morphological changes in the pH-sensitive drug delivery systems.


2008 ◽  
Vol 8 (4) ◽  
pp. 2005-2010
Author(s):  
Xiaorong He ◽  
Weidong Zhou ◽  
Yuliang Li ◽  
Xiaofeng Liu ◽  
Cuihong Li ◽  
...  

In this paper, we report on the self-assembly of water-soluble N,N′-di(N,N′-dimethyl-dodecane-1,12-diamide)-perylene-3,4,9,10-tetracarboxylic diimide (PDDoAM) in formic acid and chloride salts for producing varied nano-aggregates with different optical properties. Interestingly, the self-assembly can lead to nanocubic, microsheet and “tower-like” nanostructures respectively, as demonstrated by Scanning Electron Microscopy (SEM) images. The optical properties of molecular aggregates were investigated by means of Confocal Raman Microscopy, indicating the morphologies and fluorescence of these nanomaterials are dependent on acids, acid concentrations and casting methods.


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