Isothermal Titration Calorimetry of Chiral Polymeric Nanoparticles

Werber, Liora; Preiß, Laura; Landfester, Katharina; Muñoz‐Espí, Rafael; Mastai, Yitzhak

doi:10.1002/chir.22473

Cited by 18 publications

(15 citation statements)

References 25 publications

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“…The original spectrum of the isothermal titration thermometer reflects the change in heat. The upward peak indicates a heat-releasing reaction, and the downward peak indicates a heat-absorbing reaction [ 41 , 42 ]. When CHP, CHAP, and CHSP NPs were titrated with HSA, the released heat from the combination gradually decreased over time (Fig.…”

Section: Resultsmentioning

confidence: 99%

“…The adsorbed number of HSA molecules is related to the hydrophobicity of NPs. The greater the degree of substitution of hydrophobicity, the more HSA is adsorbed [ 41 ]. The cholesterol substitutions of the three NPs were the same, and the number of HSA molecules adsorbed by positively charged NPs was the highest, so the adsorption of NPs and HSA was related to the hydrophobicity and surface charge of the NPs.…”

Section: Discussionmentioning

confidence: 99%

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Pullulan-Based Nanoparticle-HSA Complex Formation and Drug Release Influenced by Surface Charge

et al. 2018

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The nanomaterial composition of nanoparticles and their protein adsorption in the blood is of great significance in the design of drug-loaded nanoparticles. To explore the interaction between the different surface components of nanoparticles (NPs) and protein, we synthesized three kinds of pullulan NP polymers: cholesteric hydrophobically (CH) modified pullulan (CHP), CH-modified animated pullulan (CHAP), and CH-modified carboxylated pullulan (CHSP). Pullulan NPs were prepared by the dialysis method. Dynamic light scattering was used to determine the charge and size of the three NPs. The size of NPs was altered by the number of charge groups when polymers contain the same degree of cholesterol substitution. The zeta potentials were + 12.9, − 15.4, and − 0.698 mV for CHAP, CHSP, and CHP, respectively, and the dimensions were 116.9, 156.9, and 73.1 nm, respectively. Isothermal titration calorimetry was used to determine the thermodynamic changes of NPs with different surface charge, and the effect of human serum albumin (HSA) on the titration was investigated. The changes of enthalpy and entropy demonstrated an interaction between NPs and HSA; the binding constant (Kb) for CHSP, CHP, and CHAP was 1.41, 27.7, and 412 × 104 M−1, respectively, with the positive charge for CHAP–HSA, uncharged for CHP–HSA, and negative charge for CHSP–HSA complex. Fluorescence and circular dichroism spectroscopy were used to determine the protein structure change after the complexation between NPs and HSA. The NP and HSA complexation is a complicated process composed of protein α-helical content reduction and the peptide chain extension; CHP NPs had the largest reduction in HSA α-helical content. The drug release rates of all compounds of NP and HSA were significantly lower than those of free drug and drug-loaded NPs after 48 h. The highest and lowest rates were observed in CHSP–HSA and CHP–HSA, respectively. The drug release was significantly influenced by the adsorption of HSA on NPs, and the size and surface charge of NPs played an important role in this process.

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Section: Resultsmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Pullulan-Based Nanoparticle-HSA Complex Formation and Drug Release Influenced by Surface Charge

et al. 2018

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“…Therefore, production of pure enantiomers that are more active and safe will reduce environmental damage . We chose dichlorprop as a model system for chiral herbicides due to the increasing importance of R‐dichlorprop in the agrochemical industry …”

Section: Methodsmentioning

confidence: 99%

Enantioselective Colloidosomes Based on Chiral Silica Nanoparticles

Levi

Mastai

2019

ChemNanoMat

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Pickering emulsion is one of the principal methods for the formation of colloidosomes, offering a high level of control over their size and permeability. In this article, we describe the synthesis of chiral colloidosomes based on chiral silica nanoparticles produced in a sol‐gel process combining a chiral (S)‐N‐1‐phenylethyl‐N′‐triethoxysilylpropylurea precursor with tetraethyl orthosilicate. Chiral colloidosomes with a typical diameter of 1.7 μm were obtained from Pickering assembly of partially hydrophobized nanoparticles, as confirmed by electron microscopy and FTIR spectroscopy. The enantioselectivity of the silica colloidosomes was confirmed by enantioselective adsorption of racemic dichlorprop herbicide solutions onto the capsules, as proved by circular dichroism spectroscopy. Similar chiral colloidosomes could be synthesized in this facile and low‐cost method, which are expected to be of interest in various chiral applications, especially those requiring controlled release. Overall, chiral colloidosomes could open a new gateway for the design of novel functional inorganic microcapsules.

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“…A set of poly-N-acryl-L/Damino acid methyl ester nanoparticles was prepared by free radical polymerization in a miniemulsion system. 67,68 We tested poly-N-acryl-L-phenylalanine methyl ester nanoparticles by ITC at 30°C with three amino acids as chiral probe solutions; D/L-phenylalanine, D/L-serine, and D/L-valine. The first chiral probe solution, D-and Lphenylalanine, showed an enantioselectivity of~1.23 where D-phenylalanine adsorbed better to the chiral polymeric nanoparticles (Figure 13).…”

Section: Chirality Of Nanosystems By Itcmentioning

confidence: 99%

Isothermal titration calorimetry for chiral chemistry

Werber

Mastai

2018

Chirality

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One of the most powerful techniques that are currently available to measure thermodynamic parameters such as enthalpy (ΔH), Gibbs free energy (ΔG), entropy changes (ΔS), and binding affinity in chemical reactions is isothermal titration calorimetry (ITC). Recent advances in instrumentation have facilitated the development of ITC as a very essential analytical tool in biology and chemistry. In this article, we will focus on a review of the literature on the application of ITC for the study of chiral systems and chiral interactions. We present studies in which the ITC technique is used to study chiral interactions, for instance in chiral solutions, chiral organometallic complexes, guest-host chiral binding interactions, and biological macromolecules. Finally, we put strong emphasis on the most recent application of ITC for the study of chirality in nanosystems and at the nanoscale.

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Isothermal Titration Calorimetry of Chiral Polymeric Nanoparticles

Cited by 18 publications

References 25 publications

Pullulan-Based Nanoparticle-HSA Complex Formation and Drug Release Influenced by Surface Charge

Pullulan-Based Nanoparticle-HSA Complex Formation and Drug Release Influenced by Surface Charge

Enantioselective Colloidosomes Based on Chiral Silica Nanoparticles

Isothermal titration calorimetry for chiral chemistry

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