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JOURNAL OF CHEMICAL THERMODYNAMICS · 2014 · IF 2.423

Cationic gemini and sodium cholate – Following the interaction of oppositely charged surfactants by calorimetry, turbidity and conductivity

Yujie Wang,Pengxiao Lou,Guangyue Bai,Caoying Fan,Margarida Bastos

The thermodynamics of the process of self-assembly of cationic gemini surfactants, [C 12 H 25 (CH 3 ) 2 N(CH 2 ) S N(CH 3 ) 2 C 12 H 25 ]Br 2 , (the spacer S being 2, 6 or 10, assigned as C 12 C S C 12 Br 2 ) and the system of oppositely charged mixture of surfactants formed by C 12 C S C 12 Br 2 and sodium cholate (NaCA) in aqueous solution has been investigated by isothermal titration calorimetry (ITC), conductivity and turbidity measurements. The critical micelle concentration values (cmc) for the gemini surfactants C 12 C S C 12 Br 2 obtained from calorimetry and conductivity were found to be consistent with values reported in the literature. The enthalpies of micellization (Δ H mic ) of C 12 C S C 12 Br 2 are all exothermic, presenting a strong negative minimum at S   =   6, corresponding to the maximum in the cmc values. For the mixed system of oppositely charged surfactants (C 12 C S C 12 Br 2 ( S   =   2,   6,   10)/NaCA), we did obtain from ITC the critical parameters for different events that take place as the concentration of gemini surfactant increases, such as the formation of NaCA-rich mixed micelles (cmc mix ,   Δ H mic-mix ), the formation of a precipitate (immiscible liquid crystalline (LC) phase) ( C P ,   Δ H P ) and its re-dissolution ( C R ,   Δ H R ), and finally the formation of positive charge-rich mixed micelles ( C M ,   Δ H M ). It should be stressed that the values of cmc mix (gemini) are much smaller than those for pure gemini and pure NaCA. These results also show that there is a stronger synergistic effect between the two surfactants in the NaCA-rich region. The turbidity measurements proved valuable to the determination of the region of immiscible LC phase. The ITC results are combined with those obtained by conductivity and turbidity leading to a thorough discussion of the effect of the gemini spacer length on the aggregation behavior of the mixed systems.

CAS / MDL: 7647-01-0
研究领域: 物理化学 · 胶体与界面科学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2016 · IF 2.857

Thermodynamics and Structural Evolution during a Reversible Vesicle–Micelle Transition of a Vitamin-Derived Bolaamphiphile Induced by Sodium Cholate

Jun-Nan Tian,Bing-Qiang Ge,Yun-Feng Shen,Yu-Xuan He,Zhong-Xiu Chen

Interaction of endogenous sodium cholate (SC) with dietary amphiphiles would induce structural evolution of the self-assembled aggregates, which inevitably affects the hydrolysis of fat in the gut. Current work mainly focused on the interaction of bile salts with classical double-layered phospholipid vesicles. In this paper, the thermodynamics and structural evolution during the interaction of SC with novel unilamellar vesicles formed from vitamin-derived zwitterionic bolaamphiphile (DDO) were characterized. It was revealed that an increased temperature and the presence of NaCl resulted in narrowed micelle–vesicle coexistence and enlarged the vesicle region. The coexistence of micelles and vesicles mainly came from the interaction of monomeric SC with DDO vesicles, whereas micellar SC contributed to the total solubilization of DDO vesicles. This research may enrich the thermodynamic mechanism behind the structure transition of the microaggregates formed by amphiphiles in the gut. It will also contribute to the design of food formulation and drug delivery system.

CAS / MDL: 7704-34-9
研究领域: 生物化学 · 食品科学 · 药物递送系统
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JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY · 2018 ·Vol. 135 ·期 5 ·2903-2913 · IF 2.209

Thermodynamics of self-aggregation of mixed cationic gemini/sodium deoxycholate surfactant systems in aqueous solution

Wang Yujie,Wu Hui,Wang Jiuxia,Lou Pengxiao,Zhao Yang,Bai Guangyue

Thermodynamics of interaction between cationic gemini surfactants [C 12 H 25 (CH 3 ) 2 N(CH 2 ) s N(CH 3 ) 2 C 12 H 25 ]Br 2 , ( s  = 2, 6 or 10, assigned as C 12 C s C 12 Br 2 ) and sodium deoxycholate (NaDC) in aqueous solution has been investigated by isothermal titration calorimetry (ITC), fluorescence and turbidity measurements. The critical micelle concentrations for NaDC-rich mixture (cmc mix,12-s-12 ) were determined by fluorescence method. The cmc mix,12-s-12 values are much smaller than those for pure C 12 C s C 12 Br 2 surfactants, and decrease as the spacer length ‘s’ increases. There is a strong synergistic effect between two surfactants in the NaDC-rich region. In the higher C 12 C s C 12 Br 2 concentration range above cmc mix,12-s-12 , we did obtain from ITC and turbidity measurements the critical parameters for different events that occur as the C 12 C s C 12 Br 2 concentration increases, including the critical concentrations ( C P , C R , C M ) of formation and redissolution for LC of the mixed C 12 C s C 12 Br 2 /NaDC systems and transition to gemini-rich micelles. In comparison with the mixed C 12 C s C 12 Br 2 /NaC systems reported with sodium cholate (NaC), the mixed systems with NaDC have lower cmc mix,12-s-12 , C P , C R and C M , and thus different self-aggregation processes are well controlled by surfactant concentration and molar fraction. Importantly, ITC allowed us to directly measure the enthalpy changes corresponding to different self-aggregation processes—redissolution enthalpy (∆ H R ) of LC of mixed surfactants and transition enthalpy (∆ H M ) from LC to gemini-rich micelles. Eventually, we discussed the cross-linking effect on NaDC-rich micelles of the gemini surfactant (C 12 C s C 12 Br 2 ) with double hydrophobic chains and cationic head groups linked through a methylene spacer.

CAS / MDL: 129-00-0
研究领域: 物理化学 · 表面活性剂科学
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JOURNAL OF MOLECULAR LIQUIDS · 2023 · IF 6

Effect of the bile salt surfactant sodium taurodeoxycholate on the physicochemical properties of a mixed system of Galangin-Hemoglobin and Baicalein-Hemoglobin

Jing Kong,Mingyuan Li,Yutong Li,Min Liu,Qian Zhang,Jie Liu,HongZhuan Xuan

A surfactant that can regulate interactions between drugs and proteins would be a material that is medicinally excipient and biomimetic that has great theoretical and practical significance. Thus, the interactions and binding mechanism of flavonoid isomers [galangin (Gal) and baicalein (Bai)] and hemoglobin (HB) under physiological conditions were studied using multispectral methods, dynamic light scattering (DLS), and antioxidant, antibacterial, and cytotoxicity assay techniques. Then, one bile salt biosurfactant [sodium taurodeoxycholate (NaTDC)] was added to explore the effects that it has on the interactions and functional properties of Gal-HB and Bai-HB systems. For Gal-HB and Bai-HB systems, the fluorescence quenching mechanism of flavonoids on HB was always a static quenching. Driven mainly by electrostatic forces, the conformation of HB became loose, and its secondary structure changed as a result of the presence of Gal or Bai. Three adjacent hydroxyl groups on the A-ring had an obvious binding interaction with protein, and thus, Bai had a stronger binding affinity with HB than Gal, and this has a greater influence on the secondary structure of HB than Gal. In the presence of NaTDC, the binding constants were significantly increased for both systems; also, the antioxidant character, stability, solubility, antibacterial properties, and cancer cell growth inhibition of flavonoids were improved to a certain extent. These findings help us understand the pharmacokinetics, pharmacodynamic function and mechanism of Gal and Bai at the molecular level and also lay the scientific foundation for the design of flavonoid-based foods and drugs.

研究领域: 生物化学 · 药理学 · 分子生物学
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JOURNAL OF MOLECULAR LIQUIDS · 2024 · IF 5.3

Multi-stimulus-responsive biocompatible natural anionic surfactant/anionic additive mixed system

Li-Sheng Hao,Ya-Qi Meng,Yan-Si Wang,Yan-Qing Nan,Cheng Yuan,Han-Xiao Wang

Developing natural biosurfactant-based smart hydrogels with low-toxicity, biocompatibility and multi-stimulus-responsiveness is of great importance in fundamental and applied science. Based on the strategy of hydrogen bonding and steric hindrance regulation, multi-stimulus-responsive hydrogels were constructed using electrostatically repulsive sodium deoxycholate (NaDC) and sodium salt of trans -ortho-methoxycinnamic acid ( trans -NaOMCA). The rheological and DLS techniques, TEM, optical microscopy, 1 H NMR, FT-IR and UV–vis spectrometers were used to investigate the stimulus-responsiveness and the controlled release of model drug. Molecular dynamics (MD) simulations were performed to provide molecular insights into the effect of stimuli on self-assembly, type and number of hydrogen bonds, etc. This study provides a new method to construct multi-stimulus-responsive hydrogels using anionic surfactant and anionic photoresponsive additive. The NaDC/ trans -NaOMCA/H 2 O mixed system exhibits reversible pH- and CO 2 -responses. FT-IR and 1 H NMR spectra results and MD simulations reveal that, the formation and breaking of bridging hydrogen bonds involving H 3 O + (including the acid salt structures) play key roles in reversible sol ⇌ gel transition, and the bridging hydrogen bonds between DC − and trans -OMCA − lead to a synergistic effect during the formation of HAc- and CO 2 -induced hydrogels. In addition, the HAc-induced hydrogels are thermosensitive and photoresponsive, exhibiting the stimulus-responsiveness of both NaDC and trans -NaOMCA. The stimulus-responsive mechanism has been proposed. The investigation of the release of methylene blue from the prepared hydrogels will provide guidance for practical applications.

CAS / MDL: 7789-20-0 7758-02-3
研究领域: 材料科学 · 生物医学工程 · 药学
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POLYMER · 2019 · IF 3.771

Fabrication and mechanical behaviors of novel supramolecular/polymer hybrid double network hydrogels

Feng Chen,Ziqing Tang,Shaoping Lu,Lin Zhu,Qilin Wang,Qin Gang,Jia Yang,Qiang Chen

Double network hydrogels (DN gels) are one of most extensively investigated high strength hydrogels. However, most of DN gels are concern to macromolecules , low-molecular-weight gelators (LMWG)-based supramolecular hydrogels are rarely reported to fabricate recoverable DN gels. Owing to the low mechanical properties, LMWG-based supramolecular hydrogels are hardly fabricated as conductive materials for human motion monitoring. Herein, we report a general strategy to fabricate strong, tough and conductive cholate-based supramolecular gels with double network (DN) structure (i.e. La-cholate/PAAm DN gels), consisting of La-cholate supramolecular gel as first network and covalent polyacrylamide gel (PAAm gel) as second network, in which La-cholate supramolecular gel was self-assembled by La 3+ ions and sodium cholate under sonication via the synergistic effect of hydrogen bonds , hydrophobic interactions and metal-coordination. At optimal condition, La-cholate/PAAm DN gel exhibited high tensile properties (fracture stress of 0.314 MPa, fracture strain of 29.85 mm/mm, elastic modulus of 90 kPa, and work of extension of 5.678 MJ/m 3 ) and high toughness (tearing energy of 1098 J/m 2 ), which are comparable to conventional chemical or hybrid DN gels. Meanwhile, La-cholate/PAAm DN gel also showed rapid self-recovery property (stiffness recovery of 84% and toughness recovery of 46% after resting for 3 min) at room temperature and λ-dependent luminescent property under UV-light. More importantly, cholate-based supramolecular gels with DN structure could be prepared with various metal ions and monomers . Interestingly, our cholate-based DN gels were ionically conductive, which could be used as strain sensor to finely detect the human motions. We hope our design principles, along with the simple method and cholate-based DN gels, can be generally applied to develop a new generation of strong and tough LMWG-based supramolecular hydrogels with various functionalities.

研究领域: 高分子科学 · 生物材料 · 软物质物理 · 纳米医学 · 组织工程 · 智能响应材料 · 生物传感
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Food Bioscience · 2024 · IF 4.8

Construction, characterization, and in vitro hypolipidemic activity of Auricularia auricula-judae soluble dietary fiber-phenol complexes

Bozheng Li,Siqi Wang,Furui Li,Xuejun Liu

To investigate the interaction between polyphenols and soluble dietary fiber, we prepared complexes of Auricularia auricula-judae soluble dietary fiber (ASDF) with catechin (CC) and chlorogenic acid (CGA) using the isothermal adsorption method. The resulting complexes were ASDF-CC complex (ASDF-CC) and ASDF-CGA complex (ASDF-CGA). Spectral analysis confirmed the successful construction of ASDF-polyphenol complexes. The results of the sugar composition analysis indicate that the monosaccharide composition of ASDF is not altered by the non-covalent binding of CC and CGA. The molecular weights of ASDF-CC and ASDF-CGA were 102.26 × 10 3  Da and 99.87 × 10 3  Da, respectively, which were significantly larger than the molecular weight of ASDF. Thermal analyses showed that ASDF-CC and ASDF-CGA are more thermally stable than ASDF. Morphological analysis revealed that the particle size of ASDF-polyphenol complexes decreased, while the specific surface area increased, and the surface became sparser and more uniformly arranged compared to ASDF. The results of the cholesterol and bile acid salt adsorption capacity assays showed that both complexes exhibited increased in vitro hypolipidemic activity compared to ASDF. Notably, the ASDF complex with CC and CGA effectively enhanced the bio-accessibility of CC and CGA. In conclusion, the interaction between soluble dietary fibers and phenolic compounds through non-covalent bonds is a feasible approach to enhance their bioactivity.

CAS / MDL: 7647-01-0
研究领域: 食品科学 · 营养学 · 生物化学 · 药学
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Biomaterials Science · 2020 ·Vol. 8 ·期 14 ·3979-3993 · IF 6.183

Cholesterol moieties as building blocks for assembling nanoparticles to achieve effective oral delivery of insulin

Yu Ding,Qiaochu Wang,Guangqu Liu,Yaqian Feng,Wei Zhou

Although nanoparticles (NPs) have emerged as a promising strategy to improve oral absorption of insulin, most of them still have minimal oral bioavailability due to the harsh gastrointestinal (GI) environment and epithelial barriers. A novel platform of oral insulin delivery is herein proposed based on amphiphilic cholesterol-phosphate conjugate (CHP). The CHP was synthesized with a cholesterol moiety as a hydrophobic block and a phosphate group as a hydrophilic block. The structural characteristics of CHP made cholesteryl moieties to point outward to form a shell coated on the surface of NPs, and phosphate groups toward inside as the core via the water-in-oil (W/O) emulsion method. The additional Ca2+ could chelate to phosphate groups in the core to bind adjacent phosphate groups and further increased the stability of NPs (CP-Ca NPs). Phospholipid and glycocholate were modified on the surface of CP-Ca NPs to form hydrophilic corona coated CP-Ca NPs (Hc@CP-Ca NPs) and didn't change the structure of CP-Ca NPs. The NPs exhibited high encapsulation efficiency (>95%) and had high stability in the GI tract by reducing insulin release and protecting insulin from enzymatic degradation. Compared to free insulin, Hc@CP-Ca NPs demonstrated 31-fold higher cellular uptake in Caco-2 cells for 1 h incubation. Furthermore, the transepithelial transport efficiency of Hc@CP-Ca NPs was 12-fold higher than that of free insulin. Moreover, CP-Ca NPs and Hc@CP-Ca NPs generated a rapid-onset and long-lasting hypoglycemic effect following gavage in type 1 diabetic mellitus (T1DM) rats. The pharmacological activity and the relative bioavailability were increased to 13.5% and 12.2%, respectively. Thus, these results indicated that CHP assembled NPs may provide a promising potential for oral insulin delivery by protection and absorption promotion.

研究领域: 药学 · 纳米技术 · 药物递送系统 · 糖尿病研究
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LWT-FOOD SCIENCE AND TECHNOLOGY · 2023 · IF 6

Effect of steam explosion treatment on physicochemical, functional and structural properties of pomelo fruitlets

Huan Ouyang,Ling Wu,Yang Hu,Lijun Li,Zhipeng Li,Huiqi He,Zedong Jiang,Qingbiao Li,Hui Ni,Mingjing Zheng

This study was aimed to investgate the effects of steam explosion (SE) with different temperatures at 120–220 °C on the physicochemical, functional and structural properties of pomelo fruitlets. SE treatment changed monosaccharide composition, increased total dietary fiber (TDF) and soluble dietary fiber (SDF) contents of pomelo fruitlets. Especially at 160 °C SE treatment, TDF and SDF content was 13.57% and 25.94% higher than that of the control one ( p  < 0.05). Moreover, water- and oil-holding capacity, swelling capacity, and in vitro hypolipidemic activity (based on bile acid salt binding capacities increased by 7.95%–17.13% and pancreatic lipase inhibition capacities increased by 2.46%–6.75%) of pomelo fruitlets were significantly increased by appropriate SE conditions at 140–160 °C. This might be related to the fragmentation and porous surface structure of SE treated sample. In addition, SE treated pomelo fruitlets had higher crystallinity and thermal stability due to the rearrangement of cellulose molecular chains. It was revealed that SE treatment can effectively improve the physicochemical properties and hypolipidemic activity of pomelo fruitlets through structural changes. Our findings can provide the theoretical basis for the high value application of pomelo fruitlets as functional products through SE modification.

研究领域: 食品科学 · 化学工程 · 营养学
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