Dissolution of Amyloid Aggregates in Aqueous Ionic Liquid Solutions: A Case Study of Insulin Amyloid

2019 ◽  
Vol 72 (2) ◽  
pp. 81 ◽  
Author(s):  
Takahiro Takekiyo ◽  
Yuka Ishikawa ◽  
Erika Yamaguchi ◽  
Natsuki Yamada ◽  
Yukihiro Yoshimura

Dissolution of amyloid aggregates with high β-sheet content is required for the correct refolding of ordered protein aggregates. The dissolution of bovine insulin amyloid aggregates in five different ionic liquids (ILs) is investigated. These were comprised of three 1-butyl-3-methylimidazolium ([bmim])-based ILs, containing either SCN−, NO3−, or Cl− anions, and two alkylammonium nitrate-based ILs, ethyl- and propylammonium nitrate (EAN and PAN). A broad IL concentration range (x=0–30mol-% IL) was analysed using FTIR spectroscopy combined with the Congo red assay. On the whole, the [bmim]-based ILs showed a higher dissolution ability than EAN and PAN for all concentrations of x. It is notable that the dissolution ability of dilute aqueous IL solutions (x<15) for insulin amyloid was different to that of concentrated aqueous IL solutions (x>15). The former condition for insulin amyloid may affect dissolution based on the denaturant effect of cations and anions in the ILs. The latter condition may affect this dissolution based on the hydrogen-bonding ability (α and β values) of the ILs, as described by the Kamlet–Taft parameters. Moreover, the difference between these α and β values (α–β) was found to be a good indicator of the dissolution ability of ILs for insulin amyloid aggregates in concentrated conditions above x=20 (α–β<0, strong dissolution ability; α–β>0, weak dissolution ability). These findings may assist the future design of aqueous IL-based dissolution agents for ordered aggregated proteins.

2021 ◽  
Vol 23 (11) ◽  
pp. 6695-6709
Author(s):  
D. Gobbo ◽  
A. Cavalli ◽  
P. Ballone ◽  
A. Benedetto

Tight coordination of peptides by organic anions driven by hydrogen bonding affects the fibrillation kinetics of Aβ peptides in ionic liquid/water solutions.


2017 ◽  
Vol 95 (7) ◽  
pp. 744-750 ◽  
Author(s):  
D. Gómora-Herrera ◽  
I.V. Lijanova ◽  
O. Olivares-Xometl ◽  
A. Toscano ◽  
N.V. Likhanova

The reaction between carboxylic ionic liquids and dichloromethane, which provokes the formation of symmetrical methylene diesters, was carried out. The synthesis of these ionic liquid compounds was carried out in a microwave reactor, and the characterization by spectroscopic techniques of methylene diesters (methylene di-2-furoate, methylene di-2-picolinate, methylene dianthranilate, and methylene dioleate) is described and the crystal structures discussed. The crystal packing of methylene dianthranilate is characterized by trimer formation due to hydrogen bonding via interactions between the hydrogen atom of the primary amine group and the oxygen of the carboxylic group.


2019 ◽  
Vol 43 (8) ◽  
pp. 3357-3365 ◽  
Author(s):  
Leta Deressa Tolesa ◽  
Bhupender S. Gupta ◽  
Ming-Jer Lee

Ammonium-based ionic liquids can serve as solvents and promoters for lignin depolymerization.


2012 ◽  
Vol 65 (11) ◽  
pp. 1502 ◽  
Author(s):  
Natalie Debeljuh ◽  
Swapna Varghese ◽  
Colin J. Barrow ◽  
Nolene Byrne

We report on the impact of changes in the protic ionic liquid (pIL) cation on the fibrilisation kinetics and the conversion of the Aβ 16–22 from monomers to amyloid fibrils. When we compare the use of primary, secondary, and tertiary amines we find that the primary amine results in the greatest conversion into amyloid fibrils. We show that the pIL is directly interacting with the peptide and this likely drives the difference in conversion and kinetics observed.


2016 ◽  
Vol 18 (48) ◽  
pp. 32723-32734 ◽  
Author(s):  
Kaixin Li ◽  
Yibo Yan ◽  
Jun Zhao ◽  
Junxi Lei ◽  
Xinli Jia ◽  
...  

The intra- and inter-hydrogen bonding networks that govern the catalytic activity of Brønsted acidic ionic liquids were identified.


2019 ◽  
Vol 25 (4) ◽  
pp. 319-330
Author(s):  
Mohammad Taghi Zafarani-Moattar ◽  
Hemayat Shekaari ◽  
Elnaz Mazaher Haji Agha

Background: Saccharides are considered as abundant, cheap and renewable starting materials for chemicals and fuels. Recently, ionic liquids have been used as green solvents for saccharides. The solubility values of galactose in aqueous ionic liquid solutions are not available. Thus, the main objective of this research was to determine the solubility of galactose in aqueous solutions containing ionic liquids, 1-butyl-3-methyl imidazolium bromide, [BMIm]Br, 1-butyl-3-methylimidazolium chloride [BMIm]Cl and 1-hexyl-3-methyl imidazolium bromide, [HMIm]Br at different mole fractions of ionic liquids at T = (298.15 and 308.15) K. Methods: In this study, the gravimetric method was used to measure the solubility of galactose in aqueous ionic liquids solutions. Results: The solubility values of galactose in water and aqueous ionic liquid solutions were correlated with the activity coefficient models of Wilson, NRTL, modified NRTL, NRF-NRTL, and UNIQUAC. Conclusion: It was concluded that with increasing the mole fraction of ionic liquids, the solubility values of galactose decrease and in fact all of these ionic liquids show salting-out effect on aqueous galactose solutions and this behavior is stronger in ionic liquid 1-butyl-3-methylimidazolium chloride.


2016 ◽  
Vol 7 (1) ◽  
pp. 113-124 ◽  
Author(s):  
DooLi Kim ◽  
Nicolas Moreno ◽  
Suzana Pereira Nunes

PAN hollow fiber membranes with good pore morphology have been fabricated using solvent mixtures of ionic liquids and DMSO, which has a lower toxicity than other commonly used polar organic solvents.


2018 ◽  
Vol 54 (16) ◽  
pp. 2056-2059 ◽  
Author(s):  
Hemant Choudhary ◽  
Paula Berton ◽  
Gabriela Gurau ◽  
Allan S. Myerson ◽  
Robin D. Rogers

To alleviate the problem of solid salt precipitation when using inorganic bases in cross-coupling reactions, basic anions were combined with the trihexyl(tetradecyl)phosphonium ([P66614]+) cation to ensure an ionic liquid byproduct.


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