alpha-Cyclodextrins

α - 环糊精
  • 文章类型: Journal Article
    α-环糊精(α-CD)是导致体重减轻的不可吸收和可溶性纤维。我们研究了这是否是由于对GLP-1分泌的影响。在GLUTag细胞中,α-CD通过腺苷酸环化酶增加GLP-1分泌高达170%,磷脂酶C,和L型钙通道依赖性过程。在大鼠离体结肠灌注中,腔内α-CD使GLP-1分泌增加20%。在瘦老鼠中,口服葡萄糖耐量试验(OGTT)后,每日一次α-CD与生理盐水相比可导致体重减轻并降低葡萄糖峰值.在肥胖小鼠中,添加到高脂肪饮食中的α-CD引起与对照组(接受纤维素)相似的体重减轻。然而,与纤维素相比,α-CD组吃得较少。在OGTT期间,在葡萄糖方面没有观察到差异,胰岛素和GLP-1。因此,α-CD以剂量依赖性方式增加GLP-1分泌,并且可以是安全且容易地添加到食品中以帮助减轻体重。
    Alpha-cyclodextrin (α-CD) is a non-absorbable and soluble fiber that causes weight loss. We studied whether this is due to an effect on GLP-1 secretion. In GLUTag cells, α-CD increased GLP-1 secretion up to 170% via adenylyl cyclase, phospholipase C, and L-type calcium channels dependent processes. In rat isolated colon perfusions, luminal α-CD increased GLP-1 secretion with 20%. In lean mice, once daily α-CD versus saline caused weight loss and lowered the peak in glucose after an oral glucose tolerance test (OGTT). In obese mice, α-CD added to high-fat diet caused weight loss similar to the control group (receiving cellulose). However, compared to cellulose, the α-CD group ate less. During an OGTT, no differences were observed in glucose, insulin and GLP-1. Thus, α-CD increases GLP-1 secretion in a dose-dependent manner and could be a safe and easy addition to food products to help reduce body weight.
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  • 文章类型: Journal Article
    酪胺(TRM)是一种生物基儿茶酚胺神经递质,会引发偏头痛和高血压.使用添加剂环糊精(CD)减少并检测到食物中积累的TRM,而它们的关联特征尚不清楚。这里,进行了单晶X射线衍射和密度泛函理论(DFT)计算,证明了TRM碱/HCl在β-CD包合物中的难以捉摸的假多晶型物,β-CD·0.5TRM·7.6H2O(1)和β-CD·TRMHCl·4H2O(2)和罕见的α-CD·0.5(TRMHCl)·10H2O(3)排除复合物。1和2在圆形和椭圆形β-CD腔中共享具有相似TRM结构的共同包含模式,属于单斜空间群P21,具有相似的人字形填充结构。此外,3不同于2,因为较小的双重对称相关,圆形α-CD更喜欢具有双重无序TRM-H位点的排斥复合物。在正交P21212晶格中,α-CD以通道型结构封装,其中柱状空腔被无序的水场所占据。DFT结果表明,β-CD保持椭圆形,以适当地适应TRM,产生能量有利的夹杂复合物,这是由β-CD变形显著贡献的,与排阻模式相比,α-CD与TRM氨基乙基侧链的包合物在能量上也是有利的。这项研究表明CD对食品安全和药物/生物活性制剂和递送的影响。
    Tyramine (TRM) is a biogenic catecholamine neurotransmitter, which can trigger migraines and hypertension. TRM accumulated in foods is reduced and detected using additive cyclodextrins (CDs) while their association characteristics remain unclear. Here, single-crystal X-ray diffraction and density functional theory (DFT) calculation have been performed, demonstrating the elusive pseudopolymorphs in β-CD inclusion complexes with TRM base/HCl, β-CD·0.5TRM·7.6H2O (1) and β-CD·TRM HCl·4H2O (2) and the rare α-CD·0.5(TRM HCl)·10H2O (3) exclusion complex. Both 1 and 2 share the common inclusion mode with similar TRM structures in the round and elliptical β-CD cavities, belong to the monoclinic space group P21, and have similar herringbone packing structures. Furthermore, 3 differs from 2, as the smaller twofold symmetry-related, round α-CD prefers an exclusion complex with the twofold disordered TRM-H+ sites. In the orthorhombic P21212 lattice, α-CDs are packed in a channel-type structure, where the column-like cavity is occupied by disordered water sites. DFT results indicate that β-CD remains elliptical to suitably accommodate TRM, yielding an energetically favorable inclusion complex, which is significantly contributed by the β-CD deformation, and the inclusion complex of α-CD with the TRM aminoethyl side chain is also energetically favorable compared to the exclusion mode. This study suggests the CD implications for food safety and drug/bioactive formulation and delivery.
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  • 文章类型: Journal Article
    具有可注射和自修复特性的红色荧光水凝胶在生物医学领域具有广泛的潜力。它仍然是一个挑战,以实现生物大分子为基础的动态水凝胶同时结合优异的红色荧光,良好的机械性能,和生物相容性。在这里,我们首先探讨了源自疏水性红色荧光碳点(R-CD)和α-环糊精(α-CD)的(R-CD@α-CD)的亲水性包合物,然后获得了红色荧光和动态多糖R-CD@α-CD/CEC-1-OSA水凝胶。纳米复合水凝胶可以通过将红色荧光R-CD@α-CD受控掺杂到动态聚合物网络中来制造,以可逆交联N-羧乙基壳聚糖(CEC)和氧化海藻酸钠(OSA)为例。多功能的红色荧光水凝胶同时结合了注射的特点,生物相容性,以及增强的机械性能和自我修复行为,尤其是在整合后的快速自我恢复中。均匀分散在动态水凝胶中的R-CD@α-CD起到了一举两得的作用,也就是说,赋予亲水性荧光物质的红色发射,并改善作为动态纳米交联剂的机械和自修复性能,通过形成氢键作为可逆交联。基于多糖的新型红色荧光和动态水凝胶有望用作生物医学领域的生物材料。
    Red fluorescent hydrogels possessing injectable and self-healing properties have widespread potential in biomedical field. It is still a challenge to achieve a biomacromolecules based dynamic hydrogels simultaneously combining with excellent red fluorescence, good mechanical properties, and biocompatibility. Here we first explore hydrophilic inclusion complex of (R-CDs@α-CD) derived from hydrophobic red fluorescent carbon dots (R-CDs) and α-cyclodextrin (α-CD), and then achieved a red fluorescent and dynamic polysaccharide R-CDs@α-CD/CEC-l-OSA hydrogel. The nanocomposite hydrogel can be fabricated through controlled doping of red fluorescent R-CDs@α-CD into dynamic polymer networks, taking reversibly crosslinked N-carboxyethyl chitosan (CEC) and oxidized sodium alginate (OSA) as an example. The versatile red fluorescent hydrogel simultaneously combines the features of injection, biocompatibility, and augmented mechanical properties and self-healing behavior, especially in rapid self-recovery even after integration. The R-CDs@α-CD uniformly dispersed into dynamic hydrogel played the role of killing two birds with one stone, that is, endowing red emission of a hydrophilic fluorescent substance, and improving mechanical and self-healing properties as a dynamic nano-crosslinker, via forming hydrogen bonds as reversible crosslinkings. The novel red fluorescent and dynamic hydrogel based on polysaccharides is promising for using as biomaterials in biomedical field.
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  • 文章类型: Journal Article
    通过施加外源刺激刺激从较大NP释放小纳米颗粒(NP)提供了解决阻碍化疗药物递送的循环与渗透的不同尺寸要求的潜力。在这里,我们报告了一种基于尺寸转换纳米组装的药物递送系统,该系统由超小淀粉纳米颗粒(SNP,~20-50纳米主要尺寸部分)封装在聚(低聚(乙二醇)甲基醚甲基丙烯酸酯)纳米凝胶(POEGMA,~150nm主要尺寸分数)通过超分子PEG/α-环糊精(α-CD)相互作用交联。在使用非侵入性加热纳米凝胶时,高强度聚焦超声(HIFU)触发器,热响应POEGMA-CD纳米组装体是局部去交联的,诱导高渗透性载药SNP的原位释放。3小时后,HIFU触发将纳米组装体加载的DOX的释放从17%增加到37%,与不存在HIFU或单独药物的纳米组装体相比,结果与显著更有效的肿瘤杀伤相关。此外,当相对于不存在HIFU,用HIFU触发用荧光团标记的SNP制备的纳米组件时,在肿瘤球状体内观察到1.5倍以上的总荧光。我们预计该策略有望使用非侵入性触发方法在肿瘤部位和肿瘤部位内提供可调剂量的化疗药物。
    Stimulating the release of small nanoparticles (NPs) from a larger NP via the application of an exogenous stimulus offers the potential to address the different size requirements for circulation versus penetration that hinder chemotherapeutic drug delivery. Herein, we report a size-switching nanoassembly-based drug delivery system comprised of ultrasmall starch nanoparticles (SNPs, ∼20-50 nm major size fraction) encapsulated in a poly(oligo(ethylene glycol) methyl ether methacrylate) nanogel (POEGMA, ∼150 nm major size fraction) cross-linked via supramolecular PEG/α-cyclodextrin (α-CD) interactions. Upon heating the nanogel using a non-invasive, high-intensity focused ultrasound (HIFU) trigger, the thermoresponsive POEGMA-CD nanoassemblies are locally de-cross-linked, inducing in situ release of the highly penetrative drug-loaded SNPs. HIFU triggering increased the release of nanoassembly-loaded DOX from 17 to 37% after 3 h, a result correlated with significantly more effective tumor killing relative to nanoassemblies in the absence of HIFU or drug alone. Furthermore, 1.5× more total fluorescence was observed inside a tumor spheroid when nanoassemblies prepared with fluorophore-labeled SNPs were triggered with HIFU relative to the absence of HIFU. We anticipate this strategy holds promise for delivering tunable doses of chemotherapeutic drugs both at and within a tumor site using a non-invasive triggering approach.
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  • 文章类型: Journal Article
    纳米凝胶是由纳米级大小的物理或化学交联的聚合物网络形成的水凝胶颗粒的水性分散体。在这里,我们设计了一种简单的技术,通过在水中的自组装过程制造一类新型的物理交联的纳米凝胶,该过程涉及α-环糊精和使用烷基链进行疏水修饰的甘露糖分子。通过五个步骤合成了烷基链修饰的甘露糖,从D-甘露糖开始.随后,通过使α-环糊精和疏水改性的甘露糖在水中经受磁力搅拌形成纳米凝胶。通过调节疏水改性甘露糖与α-环糊精的摩尔比,获得平均直径为100-150nm的纳米凝胶。通过1HNMR和X射线衍射进行的物理化学和结构分析揭示了这些纳米凝胶产生的超分子和分层机制。提出的纳米凝胶形成机制涉及两个不同的步骤:疏水修饰的甘露糖与α-环糊精的初始相互作用,导致包合物的形成。然后是这些复合物之间的超分子相互作用,最终导致72小时的搅拌后纳米凝胶的形成。我们证明了纳米凝胶封装短肽([p-tBuF2,R5]SHf)作为水溶性药物模型的能力。这一发现有望在药物递送应用中潜在地利用这些纳米凝胶。
    Nanogels are aqueous dispersions of hydrogel particles formed by physically or chemically cross-linked polymer networks of nanoscale size. Herein, we devised a straightforward technique to fabricate a novel class of physically cross-linked nanogels via a self-assembly process in water involving α-cyclodextrin and a mannose molecule that was hydrophobically modified using an alkyl chain. The alkyl chain-modified mannose was synthesized in five steps, starting with D-mannose. Subsequently, nanogels were formed by subjecting α-cyclodextrin and the hydrophobically modified mannose to magnetic stirring in water. By adjusting the mole ratio between the hydrophobically modified mannose and α-cyclodextrin, nanogels with an average 100-150 nm diameter were obtained. Physicochemical and structural analyses by 1H NMR and X-ray diffraction unveiled a supramolecular and hierarchical mechanism underlying the creation of these nanogels. The proposed mechanism of nanogel formation involves two distinct steps: initial interaction of hydrophobically modified mannose with α-cyclodextrin resulting in the formation of inclusion complexes, followed by supramolecular interactions among these complexes, ultimately leading to nanogel formation after 72 h of stirring. We demonstrated the nanogels\' ability to encapsulate a short peptide ([p-tBuF2, R5]SHf) as a water-soluble drug model. This discovery holds promise for potentially utilizing these nanogels in drug delivery applications.
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  • 文章类型: Journal Article
    传统的伤口闭合方法,包括缝合线和组织粘合剂,对自我护理治疗提出了重大挑战,特别是在伤口出血的情况下。设计用于自主伤口闭合的现有刺激响应性收缩材料经常缺乏足够的输出功密度来产生使伤口边缘接近或需要与人体不相容的刺激所需的力。这里,我们报告的是半透明的,灵活,和水响应收缩薄膜,由聚环氧乙烷和α-环糊精组成。这些薄膜在环境条件下表现出显著的稳定性,并在暴露于水中的6秒内表现出显著的收缩(~50%),产生大量的收缩应力(高达6兆帕)和输出功密度(~1028kJm-3),比传统水凝胶大100倍,比骨骼肌大25倍。值得注意的是,水合后,这些薄膜能够举起自身重量的10000倍的物体。利用这项技术,我们进一步开发了水收缩带,which,与水接触时,在10秒内有效收缩人类皮肤和自主闭合动物模型中的出血伤口。我们的工作提供了一种新颖的皮肤伤口管理方法,显示出紧急和自我护理场景的巨大潜力。本文受版权保护。保留所有权利。
    Conventional wound closure methods, including sutures and tissue adhesives, present significant challenges for self-care treatment, particularly in the context of bleeding wounds. Existing stimuli-responsive contractile materials designed for autonomous wound closure frequently lack sufficient output work density to generate the force needed to bring the wound edges into proximity or necessitate stimuli that are not compatible with the human body. Here, semi-transparent, flexible, and water-responsive shrinkable films, composed of poly(ethylene oxide) and α-cyclodextrin, are reported. These films exhibit remarkable stability under ambient conditions and demonstrate significant contraction (≈50%) within 6 s upon exposure to water, generating substantial contractile stress (up to 6 MPa) and output work density (≈1028 kJ m-3), which is 100 times larger than that of conventional hydrogel and 25 times larger than that of skeletal muscles. Remarkably, upon hydration, these films are capable of lifting objects 10 000 times their own weight. Leveraging this technology, water-shrink tapes, which, upon contact with water, effectively constrict human skin and autonomously close bleeding wounds in animal models within 10 seconds, are developed further. This work offers a novel approach to skin wound management, showing significant potential for emergency and self-care scenarios.
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  • 文章类型: Journal Article
    α-CD:N2O“主客体”型络合物是在不同的气压和温度下通过简单的固-气反应(N2O吸附到α-CD中)形成的。将本研究中应用的新N2O包合方法与基于从N2O饱和的α-CD水溶液中结晶包合物的已知技术进行了比较。最大存储容量为4.5wt。当从气相中加入环糊精时,获得了%N2O。所包含的气体的量减少到1.3重量%。当复合物在1个大气压和室温下储存在空气中时,类似于α-CD:N2O的结晶。此外,结果表明,在没有水合水驱替的情况下,N2O与α-CD的上边缘或下边缘的外部配位是优选的结合方式,由于与邻近的-OH基团的氢键来自宿主大环和附近的三个水合水分子。α-CD存储N2O的能力和α-CD:N2O复合物的热稳定性证明了这些类型的复合物在食品和饮料中的有希望的应用。
    α-CD:N2O \"host-guest\" type complexes were formed by a simple solid-gas reaction (N2O sorption into α-CD) under different gas pressures and temperatures. The new N2O inclusion method applied in the present study was compared with the already known technique based on the crystallization of clathrates from a water solution of α-CD saturated with N2O. A maximum storage capacity of 4.5 wt.% N2O was achieved when charging the cyclodextrin from a gas phase. The amount of included gas decreases to 1.3 wt.% when the complex is stored in air at 1 atm and room temperature, analogous to that achieved by the crystallization of α-CD:N2O. Furthermore, it was shown that the external coordination of N2O to either the upper or lower rim of α-CD without hydration water displacement is the preferred mode of binding, due to hydrogen bonds with neighboring -OH groups from the host macrocycle and three of the hydration water molecules nearby. The capacity of α-CD to store N2O and the thermal stability of the α-CD:N2O complex demonstrated promising applications of these types of complexes in food and beverages.
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  • 文章类型: Journal Article
    开发具有抗菌功能的多功能薄膜,抗氧化剂,和持续释放特性是防止食源性微生物污染易腐水果的有力策略。本研究通过多策略交联设计了一种负载EGCG(Pickering乳液(PE)/α-环糊精(α-CD)/魔芋葡甘露聚糖(KGM))的缓释可生物降解抗菌膜,用于水果保存。EGCG使用PE稳定并掺入α-CD/KGM包合物;α-CD的独特结构增强EGCG包封,而KGM提供的薄膜韧性和表面附着力。复合膜的物理化学性质,抗氧化剂,研究了抑菌和生物降解性。结果表明,含有3%油相的Pickering乳液具有优异的稳定性。此外,α-CD的引入增加了EGCG从膜中的负载和持续释放,它的浓度显著影响光的传输,热稳定性,机械强度,复合膜的力学特性和抗氧化能力。随着α-CD浓度的增加,复合膜的抗氧化和抗菌活性显着提高。膜对番茄和草莓的应用有效抑制了大肠杆菌和金黄色葡萄球菌的生长,延长水果的保质期。值得注意的是,复合膜在土壤中表现出优异的生物降解性。这种EGCG负载的PE/α-CD/KGM复合膜预计是一种多功能的抗微生物保存材料,具有缓释性能和可生物降解的易腐食品应用。
    Developing multifunctional films with antibacterial, antioxidant, and sustained-release properties is a robust strategy for preventing contamination of perishable fruits by foodborne microorganisms. This study engineered a sustained-release biodegradable antibacterial film loaded with EGCG (Pickering emulsion (PE)/α-Cyclodextrin (α-CD)/Konjac glucomannan (KGM)) through multi-strategy cross-linking for fruit preservation. EGCG is stabilized using PE and incorporated into the α-CD/KGM inclusion compound; the unique structure of α-CD enhances EGCG encapsulation, while KGM provides the film toughness and surface adhesion. The composite film\'s physicochemical properties, antioxidant, bacteriostatic and biodegradability were studied. Results showed that Pickering emulsions with 3 % oil phase exhibited excellent stability. Moreover, α-CD introduction increased the loading and sustained release of EGCG from the film, and its concentration significantly affected the light transmission, thermal stability, mechanical strength, mechanical characteristics and antioxidant capacity of the composite membrane. Antioxidant and antimicrobial activities of the composite film increased significantly with increasing α-CD concentration. Application of the film to tomatoes and strawberries effectively inhibited Escherichia coli and Staphylococcus aureus growth, prolonging the shelf-life of the fruits. Notably, the composite film exhibits superior biodegradability in soil. This EGCG-loaded PE/α-CD/KGM composite film is anticipated to be a multifunctional antimicrobial preservation material with sustained-release properties and biodegradable for perishable food applications.
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  • 文章类型: Journal Article
    鉴定全麦食品对谷物行业和消费者都构成了重大挑战。烷基间苯二酚(ARs),作为全麦的生物标志物,在评估全麦食品的真实性中起着至关重要的作用。在这里,我们介绍了一种新型的分子印迹电化学传感器,其修饰涉及分子印迹聚合物(MIP)和MXene纳米片,实现对ARs的高灵敏度和选择性检测。值得注意的是,我们特别选择了5-苯基间苯二酚(AR21),全麦中的主要同源物,作为模板分子。α-环糊精和丙烯酰胺作为双功能单体,在MIP和AR21之间建立稳健的多重交互。因此,该传感器具有0.005至100μg·mL-1的宽线性范围和2.52ng·mL-1的低检出限,具有出色的选择性和稳定性。当应用于商业全麦食品时,该测定法获得了令人满意的回收率和准确性,有力地验证了这种分析技术的实用性和有效性。
    Authenticating whole wheat foods poses a significant challenge for both the grain industry and consumers. Alkylresorcinols (ARs), serving as biomarkers of whole wheat, play a crucial role in assessing the authenticity of whole wheat foods. Herein, we introduce a novel molecularly imprinted electrochemical sensor with modifications involving a molecularly imprinted polymer (MIP) and MXene nanosheets, enabling highly sensitive and selective detection of ARs. Notably, we specifically chose 5-heneicosylresorcinol (AR21), the predominant homologue in whole wheat, as the template molecule. α-Cyclodextrin and acrylamide served as dual functional monomers, establishing a robust multiple interaction between the MIP and AR21. As a result, the sensor exhibited a wide linear range of 0.005 to 100 μg·mL-1 and a low detection limit of 2.52 ng·mL-1, demonstrating exceptional selectivity and stability. When applied to commercial whole wheat foods, the assay achieved satisfactory recoveries and accuracy, strongly validating the practicality and effectiveness of this analytical technique.
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  • 文章类型: Journal Article
    这项研究报告了超分子复合材料的合成和表征,该复合材料由嵌入在净聚[(α-环糊精)-ν-(柠檬酸)](α-CD/CA/CDots)中的碳点(CDots)组成,用于从水性介质中去除和检测甲苯和二甲苯。复合材料中CDots的显着稳定性能够保持光致发光特性,以延长存储和延长紫外光照射。正如所证明的,在这两种有机化合物的吸附之后,由于荧光猝灭机制,复合物在水性介质中检测到它们。光谱分析表明,甲苯和二甲苯的Stern-Volmer猝灭常数分别为KSVa=15.4M-1和KSVa=10.3M-1。因此,α-CD/CA/CDots复合材料对测试的挥发性有机化合物(LOD甲苯=3.7mg/L,LOD二甲苯=4.9mg/L)敏感。找到了甲苯和二甲苯吸附的最佳条件,允许实现显著的吸附能力(qe(甲苯)=68.9和qe(二甲苯)=48.2mg/g)和超过70%的去除效率。不同的表征技术证实了复合材料的成功合成,并阐明了吸附剂与测试化合物之间的相互作用机理。总之,α-CD/CA/CDots复合材料证明的多功能性使其成为此类水污染物的有效且有前途的吸附剂和检测探针。
    This study reports the synthesis and characterization of a supramolecular composite comprised of carbon dots (CDots) embedded within net-poly[(α-cyclodextrin)-ν-(citric acid)] (α-CD/CA/CDots) for the removal and detection of toluene and xylene from aqueous media. The remarkable stability of CDots within the composite enables the preservation of photoluminescence properties for prolonged storage and extended UV-light irradiation. As demonstrated, following the adsorption of both organic compounds, the composite detected them in the aqueous medium due to a fluorescence quenching mechanism. Spectroscopic analyses reveal that the accessible Stern-Volmer quenching constants for toluene and xylene are KSVa = 15.4 M-1 and KSVa = 10.3 M-1, respectively. As a result, the α-CD/CA/CDots composite were sensitive to the tested volatile organic compounds (LODtoluene = 3.7 mg/L and LODxylene = 4.9 mg/L). Optimal conditions for toluene and xylene adsorption were found, allowing to achieve noticeable adsorption capabilities (qe(toluene) = 68.9 and qe(xylene) = 48.2 mg/g) and removal efficiencies exceeding 70%. Different characterization techniques confirmed the successful synthesis of the composite and elucidated the interaction mechanisms between the adsorbent and the tested compounds. In summary, the multifunctionality demonstrated by the α-CD/CA/CDots composite ranks it as an efficient and promising adsorbent and detection probe for this class of water contaminants.
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