JOURNAL OF SURFACTANTS AND DETERGENTS
·
2019
·Vol. 22
·期 6
·1515-1520
·
IF 1.672
Jiazhi Chen,Yuan Li,Xiaotian Chen,Yuliang Mai,Minjie Gao,Junjie Zhang,Xi Wang
A general and efficient method, involving sand-milling pretreatment and base-catalyzed transesterification of sucrose and fatty acid methyl ester (FAME), was presented for the solvent-free synthesis of sucrose esters. A metastable homogeneous paste with a solid particle size of 13 μm ( D 50 ) was obtained by milling at 1000 rpm for 1 h. This reaction mixture generated a total SE yield of 88.2% with a methyl stearate (MS) conversion of 91.4% using K 2 CO 3 as a catalyst at 135 °C for 3 h at a stirring rate of 500 rpm, while those without milling ( D 50 , 153 μm) yielded a total sucrose fatty acid esters (SE) of 49.3% with a MS conversion of 83.1% under the same reaction conditions. The reaction kinetics revealed that the reaction mixture with milling pretreatment displays a shorter induction time and a faster reaction rate for the formation of SE. The promotion of the solvent-free synthesis of SE in the current study could be attributed to the reduction of solid particle sizes and the increased compatibility of solid–liquid phases. We believe that this strategy could be used as a general way for strengthening other heterogeneous reactions in the organic synthesis.
研究领域:
有机化学
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食品科学与工程
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产品关联
DOI
高影响因子
FOOD RESEARCH INTERNATIONAL
·
2023
·
IF 8.1
Yuan Zhao,Zhongyang Ren,Linfan Shi,Yucang Zhang,Wuyin Weng
The preparation of emulsion films using pre-emulsification has received extensive attention due to the enhancement of oil binding capacity. However, the different effects of water in oil (W/O) and oil in water (O/W) pre-emulsions on the physicochemical properties of films are still unclear. Therefore, the soy protein isolate (SPI) based emulsion films were prepared by W/O or O/W pre-emulsion using sucrose esters with different hydrophile-lipophile balances to investigate the properties of SPI emulsion (SPIE) films. The viscosity, storage moduli, and loss moduli of film-forming solutions (FFSs) with O/W pre-emulsion were higher than those of FFSs with W/O pre-emulsion. The oil droplets of FFSs with W/O pre-emulsion were large and uneven, and the oil droplet size increased after drying. Phase separation and macroporous network appeared in cross-sectional of SPIE films with W/O pre-emulsion according to scanning electron microscope images. Meanwhile, the SPIE films with W/O pre-emulsion demonstrated higher oil concentration and hydrophobicity on the upper surface compared with the SPIE films with O/W pre-emulsion. Low tensile strength, glass transition temperature, and high elongation at break and transparency value of SPIE films with O/W pre-emulsions were founded. The water vapor permeability of SPIE films with W/O pre-emulsion increased with the addition of oil, whereas the opposite trend appeared in that with O/W pre-emulsion. In conclusion, the structure and porosity of emulsion films could be affected by the pre-emulsion types, which can determine the application ranges.
研究领域:
食品科学
·
材料科学
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产品关联
DOI
PubMed
高影响因子
CARBOHYDRATE POLYMERS
·
2015
·
IF 4.074
Weiqing Kong,Qingqing Dai,Junli Ren,Nianfang Ma
A new xylan ester (xylan 3,5-dinitrobenzoate) as a creatinine adsorbent was prepared by the homogeneous acylation of xylan with 3,5-dinitrobenzoyl chloride in 1-butul-3-methylimidazolium chloride ionic liquid. The influences of reaction conditions on the degree of substitution values of xylan esters were discussed. Results indicated that xylan esters with the degree of substitution range from 1.34 to 1.77 were obtained under the given conditions. The FTIR and 13 C NMR spectroscopies provided the evidence of grafting 3,5-dinitrobenzoyl groups onto the backbone of xylan. Moreover, the adsorption properties of the xylan ester for creatinine were also investigated. Isotherm studies showed that the sorption capacities for creatinine were 2.45, 2.08 and 1.86 mg/g for 23, 30 and 37 °C, respectively. Thermodynamic studies performed indicated the sorption process mainly was controlled by the chemical adsorption. Therefore, xylan 3,5-dinitrobenzoate displayed the promising application in the treatment of chronic renal failure by the creatinine adsorption as the new oral adsorbent.
研究领域:
生物化学
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医学材料
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药物化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF BIOLOGICAL CHEMISTRY
·
2021
·Vol. 297
·期 1
·
IF 5.157
Yi Zhang,Hai-Tao Ding,Wen-Xin Jiang,Xia Zhang,Hai-Yan Cao,Jing-Ping Wang,Chun-Yang Li,Feng Huang,Xi-Ying Zhang,Xiu-Lan Chen,Yu-Zhong Zhang,Ping-Yi Li
SGNH-type acetyl xylan esterases (AcXEs) play important roles in marine and terrestrial xylan degradation, which are necessary for removing acetyl side groups from xylan. However, only a few cold-adapted AcXEs have been reported, and the underlying mechanisms for their cold adaptation are still unknown because of the lack of structural information. Here, a cold-adapted AcXE, AlAXEase, from the Arctic marine bacterium Arcticibacterium luteifluviistationis SM1504T was characterized. AlAXEase could deacetylate xylooligosaccharides and xylan, which, together with its homologs, indicates a novel SGNH-type carbohydrate esterase family. AlAXEase showed the highest activity at 30 °C and retained over 70% activity at 0 °C but had unusual thermostability with a Tm value of 56 °C. To explain the cold adaption mechanism of AlAXEase, we next solved its crystal structure. AlAXEase has similar noncovalent stabilizing interactions to its mesophilic counterpart at the monomer level and forms stable tetramers in solutions, which may explain its high thermostability. However, a long loop containing the catalytic residues Asp200 and His203 in AlAXEase was found to be flexible because of the reduced stabilizing hydrophobic interactions and increased destabilizing asparagine and lysine residues, leading to a highly flexible active site. Structural and enzyme kinetic analyses combined with molecular dynamics simulations at different temperatures revealed that the flexible catalytic loop contributes to the cold adaptation of AlAXEase by modulating the distance between the catalytic His203 in this loop and the nucleophilic Ser32. This study reveals a new cold adaption strategy adopted by the thermostable AlAXEase, shedding light on the cold adaption mechanisms of AcXEs.
研究领域:
生物化学
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结构生物学
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酶学
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产品关联
DOI
PubMed
高影响因子
Biology-Basel
·
2020
·Vol. 9
·期 8
·205
·
IF 3.796
Xi Yang,Hanju Sun,Lijun Tu,Yuan Jin,Zuoyong Zhang,Muwen Wang,Shuyun Liu,Ying Wang,Shudong He
The interest in anthocyanins used in food, cosmetic, and pharmaceutical industries has increased the research in order to improve their stability while maintaining bioactivity. In this work, cyanidin-3-glucoside lauryl ester (Cy3glc-C12) was enzymatically synthesized, using Novozym 435 as a catalyst, as well as to obtain a kinetic model for the bioprocess. Its liposolubility, UV–VIS absorbance property, thermostability, and potential proliferative effect on intestinal probiotics were also studied. The maximum conversion yield (68.7 ± 2.1%) was obtained with a molar ratio (substrate:donor) of 1:56, 435 16.5 g/L Novozym, temperature of 56 °C, and a time of 28 h via the acylation occurred at 6′′-OH position of the glucoside. The kinetics of the reaction is consistent with a ping-pong bi-bi mechanism and the parameters of the respective kinetic equations are reported. Compared with native Cy3glc, the liposolubility, pH resistivity and thermostability of Cy3glc-C12 were significantly improved. The growth kinetics ofBifidobacteriaandLactobacilluswas established based on the Logistic equation, and Cy3glc-C12 could promote their proliferation especially during the logarithmic growth, in which lower pH and more bacteria population were found compared with those of media without anthocyanins. This research provided a reference for the industrial production of Cy3glc-C12 and extended its application to natural products in lipophilic systems.Keywords:Cyanidin-3-glucoside;kinetic model;enzymatic synthesis;physicochemical property;proliferative effect;intestinal probiotics
研究领域:
食品科学
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生物化学
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微生物学
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产品关联
DOI
PubMed
高影响因子
ACS Food Science & Technology
·
2021
·
IF 0
Meng-Fei Xie,Lorenzo V. White,Martin G. Banwell,Yong Wang,Ping Lan
Most commercially available sucrose esters are prepared using synthetic regimes that require volatile organic compounds as solvents. This results in high manufacturing costs, environmentally deleterious production processes, and products possessing residual toxicities. While solvent-free protocols can address these issues, they often lead to an inadequate monoester content in the final product and thereby lower the market value of the overall product mixture. Accordingly, we now report a practical synthetic protocol that delivers high-purity monostearate sucrose esters under solvent-free conditions. We also describe an effective ultraperformance convergence chromatography-mass spectrometric method for analyzing the synthesized monoesters. Under optimized conditions, the sucrose monoester component of our product mixture is 74.6 wt % and thus comparable to those of the best commercial preparations currently on the market. Evaluation of the emulsifying properties of the solvent-free-derived materials established that, in some cases, these were superior to their commercial counterparts. As such, the solvent-free protocol reported here represents both an economically attractive and environmentally friendly alternative to the potentially polluting sucrose ester production techniques currently employed by industry.
研究领域:
食品科学
·
绿色化学
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产品关联
DOI
MOLECULES
·
2023
·Vol. 28
·期 1
·362
·
IF 4.6
Shi-Hui Lu,Hao-Jiang Zuo,Jing Huang,Wei-Neng Li,Jie-Lian Huang,Xiu-Xia Li
The leaves ofLigustrum robustumhave been consumed as Ku-Ding-Cha for clearing heat and removing toxins, and they have been used as a folk medicine for curing hypertension, diabetes, and obesity in China. The phytochemical research on the leaves ofL. robustumled to the isolation and identification of two new hexenol glycosides, two new butenol glycosides, and five new sugar esters, named ligurobustosides X (1a), X1(1b), Y (2a), and Y1(2b) and ligurobustates A (3a), B (3b), C (4b), D (5a), and E (5b), along with seven known compounds (4aand6–10). Compounds1–10were tested for their inhibitory effects on fatty acid synthase (FAS), α-glucosidase, and α-amylase, as well as their antioxidant activities. Compound2showed strong FAS inhibitory activity (IC504.10 ± 0.12 μM) close to that of the positive control orlistat (IC504.46 ± 0.13 μM); compounds7and9revealed moderate α-glucosidase inhibitory activities; compounds1–10showed moderate α-amylase inhibitory activities; and compounds1and10displayed stronger 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid) ammonium salt (ABTS) radical scavenging effects (IC503.41 ± 0.08~5.65 ± 0.19 μM) than the positive controll-(+)-ascorbic acid (IC5010.06 ± 0.19 μM). This study provides a theoretical foundation for the leaves ofL. robustumas a functional tea to prevent diabetes and its complications.Keywords:Ligustrum robustum;hexenol glycoside;butenol glycoside;sugar ester;FAS;α-glucosidase;antioxidant;antiobesity;hypoglycemic
研究领域:
植物化学
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药理学
·
代谢疾病研究
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产品关联
DOI
PubMed
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
·
2025
·
IF 6.6
Tangyu Yang,Haiwei Jia,Yuting Song,Shiqi He,Bing Li,Lin Li,Xia Zhang
Sucrose fatty acid esters are increasingly valued as multifunctional surfactants, nutraceuticals, and bacteriostats due to their emulsifying and antimicrobial properties. While enzymatic synthesis provides an eco-friendly route to high-purity esters, challenges remain in optimizing lipase activity, reusability, and mass transfer. This study introduces a novel edible biomaterials-based catalytic system: lipase immobilized within shellac nanoparticle-coated chitosan microgels (SCL) for synthesizing sucrose laurate via Pickering interfacial catalysis (PIC). SCL stabilized oil-in-water (O/W) emulsions, with sucrose and vinyl laurate partitioned into aqueous and oil phases, respectively. Structural characterization (SEM, CLSM, Cryo-SEM) revealed SCL's localization at the O/W interface, with preferential oil-phase immersion and ordered interfacial alignment. Optimized conditions yielded a conversion rate of 55.35 ± 1.88 %, and the immobilized lipase retained >80 % activity over four cycles. Purified via solvent extraction and chromatography, the product was confirmed as 6-sucrose monolaurate (through FT-IR, NMR, XRD, and TG-DSC). Comparative analysis demonstrated its higher air/water interfacial stabilization versus commercial sucrose monoesters, evidenced by lower critical micelle concentration ( cmc ), enhanced emulsifying/foaming capacity, and improved pH/thermal stability. Collectively, this SCL-based PIC system achieved sustainable synthesis of 6-sucrose monolaurate with exceptional enzyme recyclability, overcoming limitations in lipase stability and mass transfer, and produced a surfactant with superior properties.
研究领域:
生物催化
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食品化学
·
高分子科学
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纳米技术
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绿色化学
·
酶工程
✓ 已验证
产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF PHARMACEUTICS
·
2021
·
IF 5.875
Kang Wang,Zhi Li,Yiming Huang,YaotianTao,Xiao Liang,Xiaoqin Chu,Ning He,Shuangying Gui,Zhenbao Li
In this study, alkanes and sucrose esters are employed to investigate the influence of additives on lyotropic liquid crystal architecture. After molecular dynamic simulations and experiment characterization, we showed how the additives control the structure of LLCs. By controlling the polarity of additives, the phase behavior of LLCs can be engineered to form the required structure. Dissipative particle dynamics (DPD) is introduced for simulating the self-assembly of phytantriol (PT), providing intuitionistic images and structure information, which shows that additives with low-polarity complicate the internal structure of liquid crystal systems. Then the ternary phase diagrams of additives, PT, and water are constructed to systematically study the effects of additives on the phase behavior of LLCs. Consistent with DPD simulation results, there is a certain regularity in the effects of additives on the structure of liquid crystals. The difference in the structure of LLCs is due to the variability in the critical packing parameter (CPP) obtained by changing the polarity of additives. Our findings demonstrate that additives polarity is a key factor in LLCs structure, and may pave a promising avenue for novel LLCs development and translation, determining the self-assembly process and the resulting phase of LLCs.
研究领域:
材料科学
·
化学工程
·
胶体与表面化学
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产品关联
DOI
PubMed
高影响因子
FOOD HYDROCOLLOIDS
·
2022
·
IF 11.504
Yuan Zhao,Zhongyang Ren,Linfan Shi,Wuyin Weng
The effects of incorporating a water-in-oil pre-emulsion based on different emulsifiers with similar hydrophilic-lipophilic balances on the physicochemical properties of soy protein isolate-based emulsion films were investigated. Confocal laser scanning microscopy images indicated that the oil droplet size in the polyglycerol polyricinoleate and lecithin pre-emulsions was larger than that in the glycerol monostearate, span, and sucrose ester pre-emulsions. By contrast, the oil droplet size in the film-forming emulsions had opposite orders. After drying, the polyglycerol polyricinoleate and lecithin emulsion films contained small and evenly distributed oil droplets and demonstrated a small difference of upper and lower surfaces in oil concentration and contact angle. The water vapor permeability of emulsion films prepared by polyglycerol polyricinoleate and lecithin pre-emulsion was 2.35 × 10 −10 g m −1 s −1 Pa −1 and 2.32 × 10 −10 g m −1 s −1 Pa −1 , respectively, lower than that of other emulsion films. The control emulsion films had the highest tensile strength of 7.43 MPa, whereas polyglycerol polyricinoleate emulsion films had the lowest tensile strength of 4.87 MPa. Furthermore, the polyglycerol polyricinoleate emulsion films had the lowest glass transition temperature among the prepared emulsion films. This study concluded that the properties of film-forming emulsions could be affected by pre-emulsions based on different emulsifiers, resulting in different physicochemical properties of the emulsion films.
研究领域:
食品科学
·
材料科学
·
化学工程
✓ 已验证
产品关联
DOI
高影响因子
PROCESS BIOCHEMISTRY
·
2023
·
IF 4.4
Xiaoliang Wang,Yibo Li,Yan Liu,Qian Wu,Zunxi Huang,Shukun Tang,Junmei Ding
The newly semi-synthetic β -lactam antibiotics play critical roles in prevention and treatment of β -lactam antibiotic-resistant bacteria. Acetyl xylan esterases belong to carbohydrate esterase 7 family can specifically hydrolyze 7-aminocephalosporanic acid (7-ACA) to produce deacetyl-7-aminocephalosporanic acid (D-7ACA) which is one of the most important starting materials to synthesize newly semi-synthetic β -lactam antibiotics. Here, an effective acetyl xylan esterase, ThAXE, from Thermobifida halotolerans YIM 90462 T , was firstly identified and characterized. ThAXE exhibited its highest catalytic activity against p -nitrophenyl acetate ( p -NPC 2 ) at pH 8.5 and 50 °C, with K m and K cat / K m were 1.0 ± 0.1 mM and 2262.9 mM −1 s −1 , respectively. Additionally, ThAXE can hydrolyze the acetyl group of 7-ACA at its C3' position with the specific activity of 7.4 U mg −1 . Furthermore, molecular docking combined with site-directed mutagenesis validation demonstrated that the pocket of catalytic residues Ser186, Asp272, and His301 could accommodate p -NPC 2 and 7-ACA ligands. This is the first report of a novel acetyl xylan esterase from T. halotolerans that has considerable potential biotechnological values.
研究领域:
生物化学
·
微生物学
·
生物技术
·
酶学
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）