Carboxymethylation

羧甲基化
  • 文章类型: Journal Article
    Paramylon是一种主要由β-1,3-葡聚糖组成的多糖,其特点是结晶度高,不溶于水。通过结构修饰增强其水溶性是解锁其生物活性的有效策略。在这项研究中,羧甲基化用于生产具有不同羧基浓度的羧甲基化的副尼龙(CEP)。羧基的成功引入导致水溶性的显著改善。体内实验表明,CEP使空腹血糖水平降低24.42%,改善口服葡萄糖耐量,并增强糖尿病小鼠的胰岛素敏感性。此外,CEP调节脂质稳态并改善肝损伤。通过调节一磷酸腺苷激活的蛋白激酶/磷酸肌醇3-激酶/蛋白激酶B途径和葡萄糖-6-磷酸酶/磷酸烯醇丙酮酸羧激酶途径,CEP有效调节肝脏葡萄糖的吸收和产生。此外,CEP减轻糖尿病诱导的脂质代谢紊乱。这些结果表明,CEP在改善葡萄糖代谢紊乱方面具有重要的前景。表明其作为一种新型降血糖功能食品的潜力。
    Paramylon is a polysaccharide primarily composed of β-1,3-glucan, characterized by its high crystallinity and insolubility in water. Enhancing its water solubility through structural modifications presents an effective strategy to unlock its biological activity. In this study, carboxymethylation was employed to produce carboxymethylated paramylon (CEP) with varying carboxyl concentrations. The successful introduction of carboxyl groups led to a notable improvement in water solubility. In vivo experiments demonstrated that CEP reduced fasting blood glucose levels by 24.42 %, improved oral glucose tolerance, and enhanced insulin sensitivity in diabetic mice. Additionally, CEP regulated lipid homeostasis and ameliorated liver damage. Through modulation of the adenosine monophosphate-activated protein kinase/phosphoinositide 3-kinase/protein kinase B pathway and the glucose-6-phosphatase/phosphoenolpyruvate carboxykinase pathway, CEP effectively regulated hepatic glucose absorption and production. Furthermore, CEP mitigated diabetes-induced lipid metabolism disorders. These findings suggest that CEP holds significant promise in ameliorating glucose metabolism disorder, indicating its potential as a novel hypoglycemic functional food.
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  • 文章类型: Journal Article
    在这项研究中,获得分子量(Mw)为7.8×104Da的羧甲基化知母多糖(CM-AARP)。CM-AARP由包括d-甘露糖在内的四种单糖组成,d-葡萄糖,D-半乳糖,还有阿拉伯糖.核磁共振(NMR)光谱显示,CM-AARP的骨架与AARP的骨架相同。与美国退休人员协会相比,在相同条件下,CM-AARP对小麦淀粉(WS)糊化有较好的抑制作用。添加12%的CM-AARP和AARP将WS的糊化温度(60.47±1.30°C)提高到73.88±0.49°C和69.75±0.52°C,分别。CM-AARP可以在糊化过程中保持WS的晶体结构,添加12%CM-AARP的相对结晶度确定为29.18%±1.49%,超过纯WS的21.96%±0.66%。此外,CM-AARP通过降低粘度和改善流动性来影响糊化WS的流变行为。结果表明,CM-AARP在淀粉糊化中起着至关重要的作用,并且是淀粉基食品工业中潜在的稳定剂。
    In this study, a carboxymethylated Anemarrhena asphodeloides polysaccharide (CM-AARP) with an molecular weight (Mw) of 7.8 × 104 Da was obtained. CM-AARP was composed of four monosaccharides including d-mannose, d-glucose, d-galactose, and l-arabinose. Nuclear magnetic resonance (NMR) spectra revealed that the skeleton of CM-AARP was identical to that of AARP. Compared with AARP, CM-AARP had a superior inhibition effect on the gelatinization of wheat starch (WS) under the same condition. The addition of CM-AARP and AARP at 12 % enhanced the gelatinization temperature (60.47 ± 1.30 °C) of WS to 73.88 ± 0.49 °C and 69.75 ± 0.52 °C, respectively. CM-AARP could maintain the crystal structure of WS during gelatinization, the relative crystallinity with the 12 % CM-AARP addition was determined as 29.18 % ± 1.49 %, exceeding that of pure WS at 21.96 % ± 0.66 %. Moreover, CM-AARP influenced the rheological behavior of the gelatinized WS by reducing the viscosity and improving the fluidity. The results suggested that CM-AARP played an essential role in starch gelatinization and was a potential stabilizer in the starch-based food industry.
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  • 文章类型: Journal Article
    合成了支链淀粉(PU)的羧甲基化衍生物,并评估了其作为蓝莓采后保存的涂层。通过醚化反应获得羧甲基普鲁兰,CMP1,CMP2和CMP3的取代度分别为0.52,0.34和0.26。红外光谱和核磁共振结果显示属于羧甲基的羰基的特征信号。热分析表明,CMP1、CMP2和CMP3衍生物的热稳定性值为209.91℃,214.73C,225.52°C,分别,并且相对于Td为238.84°C的PU较低。此外,确定了由于羧甲基化导致的玻璃化转变温度的增加。化学改性降低了相对于PU(71.34°)的接触角,CMP1,CMP2和CMP3的值为39.89°,53.72°和60.61°,分别。羧甲基化还增加了膜的水蒸气渗透性和机械性能。此外,发现CMP分子影响光学性质。与天然支链淀粉相比,基于CMP的涂料的应用降低了蓝莓的质量损失和成熟速率,因此,CMP分子的包装可以用作能够延迟成熟和延长水果保质期的涂层。
    Carboxymethylated derivatives of pullulan (PU) were synthesized and evaluated as coating for the postharvest preservation of blueberries. Carboxymethylpullulan was obtained by etherification reaction with the substitution degrees of 0.52, 0.34, and 0.26 for CMP1, CMP2, and CMP3 respectively. Infrared spectroscopy and nuclear magnetic resonance results showed characteristic signals of the carbonyl group belonging to the carboxymethyl group. Thermal analysis showed that CMP1, CMP2, and CMP3 derivatives presented thermal stability values of 209.91 C, 214.73 C, and 225.52 °C, respectively, and were lower with respect to PU with Td of 238.84 °C. Furthermore, an increase in the glass transition temperature due to carboxymethylation was determined. The chemical modification decreased the contact angle with respect to PU (71.34°) with values for CMP1, CMP2, and CMP3 of 39.89°, 53.72° and 60.61°, respectively. The carboxymethylation also increased the water vapor permeability and mechanical properties of the films. In addition, it was found that the CMP molecules affected the optical properties. The application of CMP-based coatings reduced the mass loss and ripening rate of blueberries compared to native pullulan, therefore, packaging from CMP molecules could be used as a coating capable of delaying ripening and extending the shelf life of fruits.
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  • 文章类型: Journal Article
    本研究探讨了化学改性阿拉伯树胶衍生的高吸水性水凝胶的合成和表征,设计用于控制叶酸释放。合成涉及两步过程:羧甲基化,然后通过γ辐射接枝甲基丙烯酸2-羟乙酯。所得的水凝胶表现出增强的机械强度和受控的扩散系数,对营养输送系统至关重要。研究了共聚物组成和辐照剂量等关键因素,影响合成过程。溶胀行为的系统研究表明,水凝胶在40°C下达到888.1%的最大溶胀。水凝胶中含有叶酸,在体外,在各种pH条件下检查持续释放曲线。遵循Korsmeyer-Peppas释放机制,在pH7.0下24小时后观察到83.3%的最大释放。不同的表征技术,确认超吸收水凝胶的成功合成和独特性能。流变行为分析,扫描电子显微镜,和生物相容性评估提供了对水凝胶结构的全面了解。γ辐照确保了均匀的网络结构,对于最佳的溶胀行为和机械性能至关重要。这项研究强调了生态友好型生物聚合物水凝胶在精确药物递送应用中的潜力,利用伽马辐照的安全和过程控制优势。
    This study explores the synthesis and characterization of superabsorbent hydrogels derived from chemically modified gum Arabic, designed for controlled folic acid release. The synthesis involves a two-step process: carboxymethylation followed by grafting with 2-hydroxyethyl methacrylate via gamma irradiation. The resulting hydrogels exhibit enhanced mechanical strength and controlled diffusivity, essential for nutrient delivery systems. Key factors such as copolymer composition and irradiation dose are investigated, affecting the synthesis process. Systematic studies of swelling behaviors reveal that the hydrogel achieves a maximum swelling of 888.1% at 40 °C. The hydrogels are loaded with folic acid, and in vitro, sustained release profiles are examined under various pH conditions. The maximum release of 83.3% is observed after 24 h at pH 7.0, following a Korsmeyer-Peppas release mechanism. Different characterization techniques, confirm the successful synthesis and unique properties of the superabsorbent hydrogels. Rheological behavior analysis, scanning electron microscopy, and biocompatibility assessments provide a comprehensive understanding of the hydrogel structures. Gamma irradiation ensures a homogeneous network structure, crucial for optimal swelling behavior and mechanical properties. This research highlights the potential of eco-friendly biopolymer hydrogels in precise drug delivery applications, leveraging the safety and process control benefits of gamma irradiation.
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  • 文章类型: Journal Article
    裂解多糖单加氧酶(LPMO)催化的氧化过程在天然生物质转化中起主要作用。尽管它们在多糖表面氧化裂解,了解他们的行动方式,纤维素纤维的结构模式对LPMO活性的影响仍未完全了解。在这项工作中,我们研究了来自Podosporaanserina的两种不同LPMO对显示不同结构模式的纤维素的作用。为此,我们从纤维素I棉绒中制备了纤维素II和纤维素III同种异体,以及无定形纤维素。根据表面形态监测LPMO的作用,摩尔质量变化和单糖谱。PaLPMO9E和PaLPMO9H对不同的纤维素同形物都有活性(I,II和III),在无定形纤维素(PASC)上,它们表现出不同的行为,观察到纤维素I的摩尔质量降低较高。总体而言,LPMO酶的预处理明显增加了所有类型纤维素的可及性,通过在LPMO预处理的纤维素上进行羧甲基化反应后较高的羧酸盐含量来定量。这项工作更深入地了解了LPMO作为解构木质纤维素生物质以获得新的生物基构建块的工具的作用。
    Lytic polysaccharide monooxygenase (LPMO)-catalyzed oxidative processes play a major role in natural biomass conversion. Despite their oxidative cleavage at the surface of polysaccharides, understanding of their mode of action, and the impact of structural patterns of the cellulose fiber on LPMO activity is still not fully understood. In this work, we investigated the action of two different LPMOs from Podospora anserina on celluloses showing different structural patterns. For this purpose, we prepared cellulose II and cellulose III allomorphs from cellulose I cotton linters, as well as amorphous cellulose. LPMO action was monitored in terms of surface morphology, molar mass changes and monosaccharide profile. Both PaLPMO9E and PaLPMO9H were active on the different cellulose allomorphs (I, II and III), and on amorphous cellulose (PASC) whereas they displayed a different behavior, with a higher molar mass decrease observed for cellulose I. Overall, the pretreatment with LPMO enzymes clearly increased the accessibility of all types of cellulose, which was quantified by the higher carboxylate content after carboxymethylation reaction on LPMO-pretreated celluloses. This work gives more insight into the action of LPMOs as a tool for deconstructing lignocellulosic biomass to obtain new bio-based building blocks.
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  • 文章类型: Journal Article
    由木纤维制成的透明纸正在成为一种有前途的,成本效益高,和塑料的碳中性替代品。然而,充分探索其机械性能是最紧迫的挑战之一。在这项工作中,通过合理改变天然纤维结构,制备出具有优异折叠耐久性的坚固而坚韧的透明纸。微波辅助氯化胆碱/乳酸深度共晶溶剂(DES)制浆首先用于从云杉木材中分离木纤维。在这个过程中,纤维内的S1层被部分破坏,形成突出的微纤维,在增强纤维素可及性方面发挥关键作用。随后,应用羧甲基化处理以产生均匀溶胀的羧甲基化木纤维(CM纤维),这改善了造纸过程中CM纤维之间的相互作用。所制备的透明纸不仅显示出90%的透光率(550nm),而且还表现出令人印象深刻的机械性能,包括超过26.000的耐折性,248.4MPa的抗拉强度,和15.6MJm-3的韧性。这项工作为从木纤维制造具有优异机械性能的透明纸提供了一条有前途的路线,并可以将其扩展到通常由高性能不可再生塑料主导的领域。
    Transparent paper manufactured from wood fibers is emerging as a promising, cost-effective, and carbon-neutral alternatives to plastics. However, fully exploring their mechanical properties is one of the most pressing challenges. In this work, a strong yet tough transparent paper with superior folding endurance is prepared by rationally altering the native fiber structure. Microwave-assisted choline chloride/lactic acid deep eutectic solvent (DES) pulping is first utilized to isolate wood fibers from spruce wood. During this process, the S1 layer within the fibers is partially disrupted, forming protruding microfibrils that play a crucial role in enhancing cellulose accessibility. Subsequently, carboxymethylation treatment is applied to yield uniformly swollen carboxymethylated wood fibers (CM fibers), which improves the interaction between CM fibers during papermaking. The as-prepared transparent paper not only shows a 90% light transmittance (550 nm) but also exhibits impressive mechanical properties, including a folding endurance of over 26 000, a tensile strength of 248.4 MPa, and a toughness of 15.6 MJ m-3. This work provides a promising route for manufacturing transparent paper with superior mechanical properties from wood fibers and can extend their use in areas normally dominated by high-performance nonrenewable plastics.
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  • 文章类型: Journal Article
    枸杞种渣(LBSD)用于羧甲基改性,产生三个取代度样品(DS)。根据替代度,样品被指定为低取代度不溶性膳食纤维(L-IDF),中等取代度不溶性膳食纤维(M-IDF)和高取代度不溶性膳食纤维(H-IDF)。研究了IDF的物理化学和功能特性与羧甲基化程度的关系。红外傅里叶变换光谱(FT-IR)证实了羧甲基。根据结果,以色列国防军,L-IDF,M-IDF,H-IDF获得了更高的焓变化,热稳定性明显提高。较高的DS导致水合性能的增加,例如保水能力和水溶胀能力,以及葡萄糖吸附能力等功能特性,亚硝酸根离子吸附能力,和胆固醇吸附能力。因此,羧甲基化可以有效增强枸杞籽渣不溶性膳食纤维(LBSDIDF)的生物学特性。
    Lycium barbarum seed dregs (LBSDs) were used for carboxymethyl modification, resulting in three degree of substitution samples (DS). Based on the substitution degree, samples were designated as low degree of substitution insoluble dietary fiber (L-IDF), medium degree of substitution insoluble dietary fiber (M-IDF) and high degree of substitution insoluble dietary fiber (H-IDF). Physicochemical and functional properties of IDFs were examined in relation to carboxymethylation degree. Infrared Fourier transform spectroscopy (FT-IR) confirmed the carboxymethyl group. According to the results, IDF, L-IDF, M-IDF, and H-IDF acquired higher enthalpy changes, and their thermal stability improved significantly. A higher DS resulted in an increase in hydration properties such as water retention capacity and water swelling capacity, as well as functional properties such as glucose adsorption capacity, nitrite ion adsorption capacity, and cholesterol adsorption capacity. As a result, carboxymethylation could effectively enhance the biological properties of L. barbarum seed dreg insoluble dietary fiber (LBSDIDF).
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  • 文章类型: Journal Article
    这项研究涉及通过致孔剂/浸出方法创建高度多孔的PLA支架,利用聚乙二醇作为致孔剂,质量比为75%。结果实现了厚度为25μm的高度互连的多孔结构。为了激活支架的表面,提高其亲水性,采用射频(RF)空气等离子体治疗。随后,经过硫酸化或羧甲基化的furcellaran沉积在RF等离子体处理的表面上,旨在提高生物活性。表面粗糙度和水润湿性在表面改性后经历增强。硫酸根/羧甲基的引入(DS=0.8;0.3,分别)通过元素分析和FT-IR确认。通过SEM和XPS分析验证了PLA支架的成功功能化,显示地形变化和特征元素增加(N,S,Na)用于硫酸化(SF)和羧甲基化(CMF)。通过使用小鼠胚胎成纤维细胞(NIH/3T3)评估细胞相容性。
    This study involved the creation of highly porous PLA scaffolds through the porogen/leaching method, utilizing polyethylene glycol as a porogen with a 75% mass ratio. The outcome achieved a highly interconnected porous structure with a thickness of 25 μm. To activate the scaffold\'s surface and improve its hydrophilicity, radiofrequency (RF) air plasma treatment was employed. Subsequently, furcellaran subjected to sulfation or carboxymethylation was deposited onto the RF plasma treated surfaces with the intention of improving bioactivity. Surface roughness and water wettability experienced enhancement following the surface modification. The incorporation of sulfate/carboxymethyl group (DS = 0.8; 0.3, respectively) is confirmed by elemental analysis and FT-IR. Successful functionalization of PLA scaffolds was validated by SEM and XPS analysis, showing changes in topography and increases in characteristic elements (N, S, Na) for sulfated (SF) and carboxymethylated (CMF). Cytocompatibility was evaluated by using mouse embryonic fibroblast cells (NIH/3T3).
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  • 文章类型: Journal Article
    在这项研究中,测定了蒲公英多糖(DP)及其羧甲基化衍生物(CMDP)对乳清分离蛋白(WPI)稳定的乳液的乳化特性和抗氧化能力的影响。DP和CMDP两者的添加降低了乳液的粒度和ζ电位。使用1.0%WPI和1.0%CMDP作为乳化剂,乳化活性指数(EAI)和乳化稳定性指数(ESI)分别为32.61±0.11m2/g和42.58±0.13min,分别,高于1.0%WPI和1.0%DP的相应值27.19±0.18m2/g和36.17±0.15min。傅里叶变换红外光谱(FT-IR),远紫外圆二色性(远紫外CD),和荧光(FS)光谱分析证实,与纯WPI相比,WPI-多糖复合物中的α-螺旋和β-折叠结构减少,而添加多糖可提高无规卷曲的含量。此外,DP和CMDP有效地提高了抗氧化能力并抑制了乳液在储存过程中的氧化。因此,DP及其羧甲基化衍生物在基于乳液的递送系统中显示出巨大的应用潜力。
    In this study, the effects of dandelion polysaccharide (DP) and its carboxymethylated derivative (CMDP) on the emulsifying characteristics and antioxidant capacities of emulsions stabilized by whey protein isolate (WPI) were determined. The addition of both DP and CMDP reduced the particle size and zeta potential of the emulsions. Using 1.0 % WPI and 1.0 % CMDP as emulsifier, the emulsifying activity index (EAI) and emulsifying stability index (ESI) were 32.61 ± 0.11 m2/g and 42.58 ± 0.13 min, respectively, which were higher than the corresponding values of 27.19 ± 0.18 m2/g and 36.17 ± 0.15 min with 1.0 % WPI and 1.0 % DP. Fourier-transform infrared spectroscopy (FT-IR), far-ultraviolet circular dichroism (Far-UV CD), and fluorescence (FS) spectra analyses confirmed that the α-helix and β-sheet structures in WPI-polysaccharide complexes were reduced compared with those in pure WPI, whereas the random-coil content was enhanced by the addition of polysaccharides. Moreover, DP and CMDP effectively improved the antioxidant capacity and inhibited oxidation of the emulsions during storage. Therefore, DP and its carboxymethylated derivative exhibit great potential to be applied in the emulsion-based delivery system.
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  • 文章类型: Journal Article
    本文介绍了合成和表征两种羧甲基EOR级硬葡聚糖(CMS-A和CMS-B)的方法。使用O-烷基化反应将亲水基团(一氯乙酸-MCAA)插入生物聚合物的脱水葡萄糖亚基(AGU)中。还评估了羧甲基取代度对硬葡聚糖(SG)的流变性和热稳定性的影响。同时热分析(STA/TGA-DSC),差示扫描量热法(DSC),X射线衍射(XRD)傅里叶变换红外(FTIR)光谱,扫描电子显微镜,和能量色散光谱(SEM/EDS)用于表征两种CMS产物。FTIR分析显示对应于羧甲基官能团的特征峰,确认修改。此外,SEM分析提供了对O-烷基化反应后多糖结构变化的见解。TGA结果表明,SG的羧甲基化降低了其脱羟基温度,但在300°C以上增加了其热稳定性。CMS产品和SG表现出假塑性行为;然而,由于用于化学修饰的SG三螺旋的断裂,对于CMS产品观察到较低的剪切粘度和松弛时间。尽管粘度结果,改良的Scleroglucans是开发用于EOR工艺的新工程材料的有希望的候选人。
    This paper presents the methodology for synthesizing and characterizing two carboxymethyl EOR-grade Scleroglucans (CMS-A and CMS-B). An O-Alkylation reaction was used to insert a hydrophilic group (monochloroacetic acid-MCAA) into the biopolymer\'s anhydroglucose subunits (AGUs). The effect of the degree of the carboxymethyl substitution on the rheology and thermal stability of the Scleroglucan (SG) was also evaluated. Simultaneous thermal analysis (STA/TGA-DSC), differential scanning calorimetry (DSC), X-ray Diffraction (XRD), Fourier transform infrared (FTIR) spectroscopy, Scanning Electron Microscopy, and Energy Dispersive Spectroscopy (SEM/EDS) were employed to characterize both CMS products. FTIR analysis revealed characteristic peaks corresponding to the carboxymethyl functional groups, confirming the modification. Also, SEM analysis provided insights into the structural changes in the polysaccharide after the O-Alkylation reaction. TGA results showed that the carboxymethylation of SG lowered its dehydroxylation temperature but increased its thermal stability above 300 °C. The CMS products and SG exhibited a pseudoplastic behavior; however, lower shear viscosities and relaxation times were observed for the CMS products due to the breakage of the SG triple helix for the chemical modification. Despite the viscosity results, the modified Scleroglucans are promising candidates for developing new engineering materials for EOR processes.
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