JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2020
·
IF 4.192
Lei Wang,Yongmei Xia,Lingqia Su,Jing Wu
γ-Cyclodextrin (γ-CD), a cyclic oligosaccharide containing eight glucose units linked by α-1,4-glycosidic bonds, can be produced from starch using cyclodextrin glycosyltransferase (CGTase). Unfortunately, this enzymatic process produces mixtures of α-, β-, and γ-CD. In this study, amino acid residues in the subsite −3 (T47 and F91) and the central subsite (Y186) of Bacillus clarkii γ-CGTase were modified to improve the γ-CD production. The cyclization activities and product specificities of mutants T47H and F91W were similar to those of the wild-type. The cyclization activities of mutants F91N and F91L were significantly greater than those of the wild-type but their γ-CD product specificities were lower. Finally, the central subsite mutant Y186W displayed a γ-CD specificity (94.6%) significantly greater than that of the wild-type (77.1%). To maximize the γ-CD yield, the effects of added complexing agents were investigated. Among the cyclic complexing agents tested, low-boiling cyclododecanone was the smallest that precipitated with γ-CD. When cyclododecanone was used with Y186W, the total CD yield reached 72.6%, and 96.6% of the product was γ-CD. These results, which represent the highest γ-CD yield ever reported, may provide a way to improve large-scale γ-CD preparation and expand the uses of γ-CD in the future.
研究领域:
生物化学
·
酶工程
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
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2017
·
IF 3.154
Liuxi Xia,Yuxiang Bai,Wanmeng Mu,Jinpeng Wang,Xueming Xu,Zhengyu Jin
Instead of β-cyclodextrin (β-CD), branched β-CDs have been increasingly used in many aspects as they possess better solubility and higher bioadaptability. But most commercialized branched β-CDs were chemically synthesized. Thus, the glucosyl-β-cyclodextrin (G1-β-CD) prepared via enzymatic approach could be a nice substitute. However, the yield of G1-β-CD was low. Here, we reported a controlled two-step reaction to efficiently prepare G1-β-CD from maltodextrins by β-cyclodextrin glucosyltransferase (β-CGTase) and amyloglucosidase (AG). Compared to the single β-CGTase reaction, controlled two-step reaction caused a yield increase of G1-β-CD by 130%. Additionally, the percentage of G1-β-CD was enhanced from 2.4% to 24.0% and the side products α-CD and γ-CD were hydrolyzed because of the coupling activity of β-CGTase. Thus, this controlled two-step reaction might be an efficient approach for industrial production of pure G1-β-CD.
研究领域:
生物化学
·
食品科学
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DOI
PubMed
高影响因子
FOOD RESEARCH INTERNATIONAL
·
2025
·
IF 8
Zhanpeng Liu,Hongxin Jiang,Renyong Zhao,Xinwei Wang,Bin Zhang,Qiang Huang,Hao Li,Paul Van der Meeren
In this study, a novel alginate-cyclodextrin hybrid bubble hydrogel was developed for the stable encapsulation of ethylene gas. Ethylene gas was introduced into aqueous bubble systems prepared using sodium alginate (SA), α-cyclodextrin (α-CD), SA + α-CD, β-cyclodextrin (β-CD), or SA + β-CD. Among these, the α-CD bubble system demonstrated the highest ethylene-loading ability (0.88 mL/g carrier ). However, over 50 % of the encapsulated ethylene was released from all bubble systems within 60 h due to cavity disintegration, demonstrating that these bubble systems were unstable for gas storage. Therefore, to enhance gas storage stability, the bubble systems were converted into bubble hydrogels. The gas contents of SA, SA + α-CD, and SA + β-CD bubble hydrogels significantly decreased to 0.31, 0.23 and 0.18 mL/g carrier , respectively. This phenomenon could be attributed to bubble rupture and coalescence induced by mechanical stress during gelation. Regarding storage stability, 70–80 % ethylene was retained in the bubble hydrogel systems at room temperature after 28 days storage, indicating that the hydrogel structure significantly improved gas-storage stability. This can be ascribed to the hydrogel film coating and the water layer around the surface of cavities. Therefore, the bubble hydrogel represents a promising encapsulation matrix for fruit ripening applications.
研究领域:
食品科学
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材料科学
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高分子科学
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农业技术
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
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2022
·
IF 3.841
Jingya Liu,Sidian Zhang,Xiuying Zhao,Yi Lu,Meng Song,Sizhu Wu
Rutin is a natural flavonoid compound with various biological activities, but its low water solubility limits its applications in the food and pharmaceutical fields. Complexation with cyclodextrins (CDs) is a powerful method to improve the poorly solubility of rutin, whereas the mechanism for the inclusion still needs to be explored. This study investigated the characteristic and mechanism for inclusion of rutin with β -cyclodextrin ( β -CD) and 2,6 dimethyl- β -cyclodextrin (DM- β -CD). The molecular simulation provided the possible inclusion structure and revealed that the combination of rutin and CDs is a thermodynamically good process. It also indicated that the complex formed with DM- β -CD had better stability and water solubility compared with β -CD. Then the complexes of rutin with β -CD and DM- β -CD were prepared and characterized by FT-IR, XRD, and DSC analysis. Phase solubility studies demonstrated that the solubility of rutin was significantly enhanced by forming 1:1 stoichiometric inclusion complexes. The effect of DM- β -CD in improving the water solubility of rutin is 146% higher than that of β -CD, which was in accordance with the simulation predictions.
研究领域:
食品科学
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药学
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分子生物学
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产品关联
DOI
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
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2018
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IF 3.129
Jianfei He,Fengxian Guo,Luan Lin,Hongbin Chen,Jie Chen,Yongqiang Cheng,Zong-Ping Zheng
The inclusion complexes of oxyresveratrol (Oxy) with β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD) were prepared and characterized by UV–vis spectroscopy, FT-IR spectroscopy, XRD , TG-DTG and SEM . Based on the optimal formulation, 222.23 ± 1.52 μg and 232.65 ± 2.64 μg of Oxy was included in 1.00 mg of the Oxy-β-CD and Oxy-HP-β-CD dried powder with the water solubility up to 14.44 ± 0.83 mg/mL and 47.33 ± 0.78 mg/mL, yielding about 30 and 100-fold increase in Oxy solubility (about 0.47 mg/mL), respectively. The physical stability and dissolution rate study showed that the formation of inclusion complexes significant enhanced the storage stability of Oxy and its dissolution rate. These results indicated that β-CD and HP-β-CD may be suitable delivery systems of Oxy. Furthermore, as illustrated in this study, inclusion complexes exhibited strong antibrowning effects on fresh grape juice in 24 h, showing its great potential application in the food industry.
研究领域:
食品科学
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药物化学
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分析化学
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DOI
高影响因子
Scientific Reports
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2019
·Vol. 9
·期 1
·1-11
·
IF 4.011
Geng Qianqian,Li Tian,Wang Xin,Chu Weijing,Cai Mengling,Xie Jingchan,Ni Hanwen
In this work, the inclusion complexes of hydrophobic herbicide bensulfuron-methyl (BSM) with β-cyclodextrin (β-CD) and (2-hydroxypropyl)-β-CD (2-HP-β-CD) were prepared and characterized. Phase solubility study showed that both β-CD and 2-HP-β-CD increased the solubility of BSM. Three-dimensional structures of the inclusion complexes were simulated by the molecular docking method. The docking results indicated that guest BSM could enter into the cavities of host CDs, folded, and centrally aligned inside the inclusion complexes. The benzene ring of the guest molecule was close to the wide rim of the host molecules; the pyrimidine ring and side chains of the guest molecule were oriented toward the narrow rim of the host molecule. The inclusion complexes were successfully prepared by the coprecipitation method. The physiochemical characterization data of 1 H NMR, FT-IR, XRD, and DSC showed that the guest and host molecules were well included. BSM had lower soil adsorption and higher herbicidal activity in the complexation form with β-CD or 2-HP-β-CD than in the pure form. The present study provides an approach to develop a novel CDs-based formulation for hydrophobic herbicides.
研究领域:
农业科学
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环境科学
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药剂学
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产品关联
DOI
PubMed
高影响因子
BIOCHEMICAL ENGINEERING JOURNAL
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2019
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IF 3.371
Jianguo Zhang,Hongli Mao,Mengla Li,Erzheng Su
An enzymatic approach to β-cyclodextrin synthesis attracts the attention of food engineers and chemists because of the broad applications of β-cyclodextrin in the food industry and the demand for a green process for β-cyclodextrin production. Achieving a high recovery of cyclodextrin glycosyltransferase through immobilization and a high proportion of β-cyclodextrin in a product mixture of cyclodextrins would improve the purification process of β-cyclodextrin. In this study, a recombinant cyclodextrin glycosyltransferase (CGTase) was immobilized on polydopamine-Fe 3 O 4 (PDA-Fe 3 O 4 ) nanoparticles in the presence of polyethyleneimine (PEI). After optimization of the preparation of the PDA-Fe 3 O 4 nanoparticles and the CGTase immobilization step, 77.9% of the CGTase was recovered. The immobilized CGTase exhibited good thermal and operational stabilities, and gave a ratio of 88.9% β-cyclodextrin when the reaction temperature and kinetic parameters were optimized. Immobilized CGTase was recycled nine times and retained 19.1% β-activity and 0% γ-activity. This study has established a reliable approach to the high recovery of CGTase during efficient β-cyclodextrin production.
研究领域:
食品工程
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生物化学
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产品关联
DOI
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
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2021
·
IF 6.165
Hang Li,Sen-Lin Chang,Tan-Ran Chang,Ying You,Xiao-Dong Wang,Li-Wei Wang,Xiao-Fan Yuan,Ming-Hui Tan,Pei-Dong Wang,Peng-Wei Xu,Wei-Bo Gao,Qing-Sheng Zhao,Bing Zhao
Cannabidiol (CBD), which has a wide variety of biological activities, is one of the phytocannabinoids from Cannabis sativa L. However, due to the poor aqueous solubility, its applications in food, cosmetic, and pharmaceutical fields are limited. Moreover, the previous researches on the improvement in the solubility of CBD are rare. Cyclodextrins (CDs) are useful materials to improve the solubility of poorly water-soluble molecules. Therefore, this work was aimed to study the physicochemical properties, water solubility, and dissolution rate of the inclusion complexes of CBD with β-cyclodextrin (β-CD) and 2, 6-di-O-methyl-β-cyclodextrin (DM-β-CD), and to determine the influence of complexation on the antioxidant activity of CBD. Job’s plot and phase solubility study revealed that CBD formed inclusion complexes with β-CD and DM-β-CD at a 1:1 stoichiometric ratio. The thermodynamics analysis demonstrated that the inclusion process was spontaneous and endothermic. Then, the inclusion complexes of CBD with β-CD or DM-β-CD were prepared and characterized by PXRD, FT-IR, DSC, SEM, and 1 H NMR. The loading efficiency (LE) of the two inclusion complexes was 20.4% and 17.7% respectively, while the complexation efficiency (CE) was 92.4% and 90.8% respectively. Moreover, the results of molecular docking further showed that CBD was encapsulated successfully. The results also displayed that the water solubility of CBD in CBD/β-CD inclusion complex (IC) and CBD/DM-β-CD IC was significantly increased to 0.395 and 14.118 μg/mL, which was enhanced by 17-fold and 614-fold respectively at such a high LE, and the in vitro dissolution rate of CBD was also promoted after complexation. Besides, the antioxidant activity of CBD was improved after encapsulation with β-CD and DM-β-CD. Significantly, the ABTS free radical scavenging ability of the two inclusion complexes was better than that of Vitamin C (Vc).
研究领域:
药学
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食品科学
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材料科学
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产品关联
DOI
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
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2019
·
IF 4.561
Shuang Gao,Yanyan Liu,Jingyu Jiang,Qiuyu Ji,Ying Fu,Lixia Zhao,Chunyan Li,Fei Ye
Chlorothalonil (CHT) suffered from its poor water solubility, which limited the application of CHT and might cause environmental pollution due to the use of organic solvents. In our research, inclusion complexes of hydroxypropyl-β-cyclodextrin (HPβCD) and β-cyclodextrin (β-CD) with CHT were formed to investigate the effect of β-CD and HPβCD on the water solubility, antifungal activity and thermal stability of CHT. The structure and characteristics of the two inclusion complexes were systematically evaluated by nuclear magnetic resonance ( 1 H NMR), scanning electron microscopy (SEM), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR) and thermal gravity analysis (TGA). The results of 1 H NMR, FT-IR, SEM and XRD indicated that CHT successfully entered the cavity of β-CD and HPβCD. TGA results proved that the thermal stability of CHT was significantly improved. Molecular modelling demonstrated that cyclodextrin could effectively complex with CHT. In addition, the biological activity test showed that the complexes had better antifungal activity than original CHT. Our research can provide useful information for the more reasonable use of CHT, and cyclodextrin can be more used in agriculture to improve the characteristics of pesticides.
研究领域:
农业化学
·
药学
·
环境科学
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产品关联
DOI
高影响因子
JOURNAL OF COLLOID AND INTERFACE SCIENCE
·
2011
·
IF 3.068
Jingpeng Yuan,Yongchao Lai,Junling Duan,Quanqin Zhao,Jinhua Zhan
A mono-6-thio-β-cyclodextrin-modified silver film was synthesized via galvanic displacement on copper foil. The prepared silver films could enrich non-polar polychlorinated biphenyls (PCBs) molecules from hydrophilic phase using thiolate β-cyclodextrins (SH-β-CDs) as receptors. The components of as-prepared Ag-coated-Cu (Ag–Cu) film were confirmed by powder X-ray diffraction (XRD). Both surface-enhanced Raman spectroscopy (SERS) and energy dispersive X-ray spectroscopy (EDS) measurements gave strong evidences that the thiolated β-cyclodextrins (SH-β-CDs) had been immobilized on the surface of silver film. Compared to the substrates prepared in the absence of SH-β-CD, the surface morphology of the CD-modified Ag films was obviously changed. The interfacial enrichment and the capability of substrates to form inclusion complexes with PCBs molecules were tested by using PCB-15 (4,4′-dichlorobiphenyl) as the probe molecules via SERS technique. The measured SERS spectra could distinguish the PCB-15 molecules at micro-molar level according to the most intense CCC bending in-plane mode of PCBs. The enhancement factor (EF) of the SERS substrates for PCB-15 was 1.2 × 10 5 , which was comparable with a number of previous reports.
研究领域:
分析化学
·
材料科学
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DOI
高影响因子
Food & Function
·
2022
·Vol. 13
·期 17
·8920-8929
·
IF 6.317
Yao Hu,Chaojun Guo,Qianzhu Lin,Jiali Hu,Xiaojing Li,Shangyuan Sang,David Julian McClements,Jie Long,Zhengyu Jin,Jinpeng Wang,Chao Qiu
Curcumin shows poor bioaccessibility due to its poor water solubility, which limits its application in aqueous formulations, and the weak binding to plasma proteins, which hinders its transportation to targeted sites through the systemic circulation. In this study, we explored the potential of a cyclodextrin derivative, succinic acid-β-cyclodextrin (SACD), to overcome these problems. Complexation of curcumin to SACD significantly increased its water-dispersibility and enhanced its binding to a model plasma protein: bovine serum albumin (BSA). The binding constant and number of binding sites of the ligand–protein system increased from 3.87 × 103 to 1.52 × 105 L mol−1 s−1 and from 0.80 to 1.15 in the absence and presence of SACD, respectively. The presence of SACD also reduced the ability of curcumin to promote conformational changes in BSA. For instance, the thermal denaturation temperatures of BSA in BSA-curcumin mixtures was 65.3 °C and 67.0 °C in the absence and presence of SACD, respectively, compared to 67.8 °C for pure BSA. These effects were attributed to the fact that SACD forms an inclusion complex with curcumin and modulates the binding of curcumin with BSA, which may affect the biological accessibility of curcumin in the systemic circulation.
研究领域:
药学
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生物化学
·
药物递送系统
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY
·
2023
·
IF 5
Luyao Wang,Wenhui Li,Lulu Ma,Zhe Zheng,Xin Chai,Huijuan Yu,Yuefei Wang
Enhancing the extraction efficiency of the bioactive ingredients from Chinese medicinal material (CMM) is crucial to effective applications in clinical practice. Herein, focusing on Xuefu Zhuyu decoction (XFZYD) as a classical formula with antithrombotic efficacy, we developed an accessible and environment-friendly method via cyclodextrin (CD) for assisting the extraction of chemical components. The employment of CDs significantly enhanced the extraction efficiency of poorly water-soluble components in XFZYD, from which hydroxypropyl- β -CD (HP- β -CD) showed the best extraction efficiency by comparing to α -CD, β -CD, and γ -CD. Six representative ingredients were focused to systematically perform the encapsulation study between HP- β -CD and guest molecule. The satisfactory association constants of HP- β -CD with the tested compounds were determined by implementing phase solubility method and direct fluorescence technique. The inclusion complexes were studied by DSC and SEM to visualize thermal characteristics and surface textures, which were further confirmed by 1 H NMR spectroscopy. Moreover, theoretical calculations indicated that stable bindings between HP- β -CD and tested compounds were witnessed by various non-covalent interactions. Thus, the formation of the inclusion complex with CD is a very effective method to improve the extraction efficiency of the active compounds from CMM.
研究领域:
药学
·
中医药
·
化学
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）