Carbohydrate Research最新文献_第10页

Reuterin integrated as dynamic imine crosslinks strengthens creatine modified chitosan hydrogel and boosts antibacterial efficacy 芦黄素作为动态亚胺交联体增强肌酸修饰壳聚糖水凝胶的抗菌效果。

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-24 DOI: 10.1016/j.carres.2025.109716

Yongsheng Zheng , Kai You , Cuiping Guo , Zhijie Geng , Yuwei Gao , Zhaoming Liu , Dong Yang , Huilong Guo , Jun Huang

We report a hydrogel platform that integrates a natural antimicrobial as part of the network rather than as a releasable additive. Creatine was first grafted onto methacrylated hydroxybutyl chitosan to obtain an injectable, thermoresponsive, and photocurable backbone (HBC_m_Cre). Reuterin (Reu) was subsequently incorporated through dynamic imine (Schiff-base) coupling, functioning as structural crosslinks that both reinforce the network and sustain local antimicrobial activity. ¹H NMR and FTIR confirmed the successful synthesis. The resulting HBC_m_Cre/Reu hydrogel exhibited smooth injectability, rapid photocuring, and stepwise enhancement in mechanical performance (HBC: 0.45 ± 0.09 N, HBC_m_Cre: 1.27 ± 0.08 N, HBC_m_Cre/Reu: 1.96 ± 0.09 N), indicating that the integration of Reu as a network-forming unit significantly strengthens the gel architecture. The system maintained high biosafety (NIH 3T3 viability >95 %, hemolysis <2 % at 10 mg/mL) and showed potent antibacterial activity, achieving >95 % killing of E. coli and S. aureus and effective biofilm disruption. In vivo rat tail-amputation experiments further demonstrated efficient bleeding control, with creatine grafting markedly reducing bleeding time and blood loss, while Reu primarily contributed to mechanical reinforcement and antibacterial protection rather than direct hemostatic enhancement. These findings establish a distinct structural design strategy where a natural metabolite and antimicrobial are co-integrated into a single hydrogel network, providing a robust and multifunctional platform for potential application in infection-resistant wound care.

我们报告了一个水凝胶平台，将天然抗菌剂作为网络的一部分，而不是作为可释放的添加剂。首先将肌酸接枝到甲基丙烯酸羟丁基壳聚糖上，获得可注射的、热响应的、光固化的骨架（HBC_m_Cre）。Reuterin （Reu）随后通过动态亚胺（希夫碱）偶联被纳入，作为结构交联，既加强了网络，又维持了局部抗菌活性。1H NMR和FTIR证实了合成的成功。制备的HBC_m_Cre/Reu水凝胶具有可注射性好、光固化速度快、力学性能逐步增强的特点（HBC: 0.45±0.09 N, HBC_m_Cre: 1.27±0.08 N, HBC_m_Cre/Reu: 1.96±0.09 N），表明Reu作为网络形成单元的整合显著增强了凝胶结构。该系统具有较高的生物安全性（NIH 3T3存活率为95%），溶血率为95%，可杀灭大肠杆菌和金黄色葡萄球菌，并能有效破坏生物膜。体内大鼠截尾实验进一步证明了有效的止血控制，肌酸移植明显减少出血时间和出血量，而Reu主要起到机械加固和抗菌保护作用，而不是直接增强止血作用。这些发现建立了一种独特的结构设计策略，其中天然代谢物和抗菌剂共同集成到单个水凝胶网络中，为抗感染伤口护理的潜在应用提供了一个强大的多功能平台。

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引用次数: 0

Preparation and characterization of chitosan/citric acid composite film and its application in blueberry preservation 壳聚糖/柠檬酸复合膜的制备、表征及其在蓝莓保鲜中的应用

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-24 DOI: 10.1016/j.carres.2025.109714

Lan Wang, Jiaxin Ma, Xuya Zhang, Shenghui He, Yiheng Duan

Chitosan (CS) is widely utilized as a natural preservative for fruits and vegetables; however, its practical application is constrained by inferior mechanical properties and low water resistance. In this study, citric acid (CA) was incorporated into the chitosan matrix to leverage its multifunctional carboxyl groups and inherent antibacterial properties, aiming to enhance both the mechanical and antibacterial performance of the resulting composite films. The structure of the CS/CA composite films was characterized using Fourier transform infrared spectroscopy (FT-IR), ¹H nuclear magnetic resonance (¹H NMR) spectroscopy, X-ray diffraction (XRD), and scanning electron microscopy (SEM). The physicochemical properties, antimicrobial activity, and potential for blueberry preservation of CS/CA films with varying CA content were systematically evaluated. Results indicated that the incorporation of CA induced cross-linking of CS chains via hydrogen bonding and amidation, leading to significant improvements in optical transparency, thermal stability, and hydrophilicity. The mechanical properties of the composite films were remarkably enhanced, with the maximum tensile strength increasing by up to fourfold compared to that of pure CS films. Composite films, particularly CS/CA4–CS/CA6, exhibited strong antibacterial effects against S. aureus and E. coli. Preservation tests on blueberries demonstrated the superior efficacy of the CS/CA composite films, especially CS/CA7, which showed optimal performance with only 5.6 % weight loss, maintained firmness at 228.3 g, the highest anthocyanin retention, and a 46.75 % reduction in decay rate compared to the control. These findings indicate that CS/CA composite films are promising environmentally friendly materials for active food packaging applications.

壳聚糖（CS）是一种广泛应用于果蔬的天然防腐剂；然而，其实际应用受到较差的力学性能和较低的耐水性的限制。本研究将柠檬酸（CA）加入到壳聚糖基质中，利用其多功能羧基和固有的抗菌性能，旨在提高复合膜的机械性能和抗菌性能。采用傅里叶变换红外光谱（FT-IR）、1H核磁共振（1H NMR）、x射线衍射（XRD）和扫描电镜（SEM）对CS/CA复合膜的结构进行了表征。系统评价了不同CA含量CS/CA膜的理化性质、抑菌活性和保存蓝莓的潜力。结果表明，CA的掺入诱导CS链通过氢键和酰胺化发生交联，从而显著改善了CS链的光学透明度、热稳定性和亲水性。复合膜的力学性能得到了显著提高，最大抗拉强度比纯CS膜提高了4倍。复合膜，特别是CS/ CA4-CS /CA6对金黄色葡萄球菌和大肠杆菌具有较强的抗菌作用。对蓝莓的保鲜试验表明，CS/CA复合膜的保鲜效果较好，其中CS/CA7的保鲜效果最佳，其蓝莓质量仅下降5.6%，硬度保持在228.3 g，花青素保有量最高，腐烂率比对照降低46.75%。这些研究结果表明，CS/CA复合薄膜是一种很有前途的环保材料，可用于活性食品包装。

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引用次数: 0

Synthesis of pullulan derivatives: Postharvest application in fruit preservation 普鲁兰衍生物的合成：采后水果保鲜的应用

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-22 DOI: 10.1016/j.carres.2025.109711

Fabian Hernandez-Tenorio , Catalina Giraldo-Estrada

The preservation of postharvest fruit is a major challenge in contributing to food security. Biopolymer-based coatings offer sustainable alternatives to reduce postharvest losses. This study aimed to evaluate the effect of pullulan (PU) oxidation and acetylation on its physicochemical properties and ability to preserve fruits postharvest quality. The derivatives obtained by chemical modification were pullulan dialdehyde (OxP) and pullulan acetate (PA), respectively. The degree of substitution (DS) was highest for OxP1 and PA1, with values of 36.8 % and 2.8 (no unit), respectively. Spectroscopic analysis revealed characteristic signals corresponding to aldehyde groups in the OxP derivatives and to acetyl groups in PA. Thermal analysis showed that PA increased thermal stability compared to PU (T_d of 238.8 °C). Conversely, OxPs showed lower values than PU. OxP compounds increased hydrophilicity compared to PU, whereas PA exhibited hydrophobic behavior. This effect is attributed to aldehyde groups promoting hydrogen bond formation with water, while acetyl groups reduce it. Water vapor and oxygen permeability were higher in PU, in contrast to OxP and PA. For mechanical properties, OxP3, the least oxidized compound, showed superior mechanical performance compared to PU, OxP1, OxP2, and PA. PA coatings resulted in the lowest ripening index in both blueberries and strawberries compared to the control and PU. The preservation of the sensory quality of the fruits was superior in OxP1, unlike PA1. Therefore, PU derivatives are a promising option to extend fruit postharvest quality.

采后水果的保存是促进粮食安全的一项重大挑战。基于生物聚合物的涂料提供了可持续的替代方案，以减少采收后的损失。本研究旨在探讨普鲁兰（PU）氧化和乙酰化处理对其理化性质和果实采后品质保藏能力的影响。化学改性得到的衍生物分别为普鲁兰双醛（OxP）和普鲁兰醋酸酯（PA）。OxP1和PA1的取代度（DS）最高，分别为36.8%和2.8（无单位）。光谱分析发现OxP衍生物的特征信号与醛基团和PA的乙酰基相对应。热分析表明，与PU相比，PA提高了热稳定性（Td为238.8℃）。相反，oxp值低于PU值。与PU相比，OxP化合物的亲水性增强，而PA则表现出疏水行为。这种效应是由于醛促进了与水的氢键形成，而乙酰基则减少了它。PU的水蒸气渗透性和透氧性高于OxP和PA。在力学性能方面，氧化程度最低的化合物OxP3与PU、OxP1、OxP2和PA相比，表现出更优异的力学性能。与对照和PU相比，PA处理蓝莓和草莓的成熟指数最低。与PA1不同，OxP1对果实感官品质的保存效果更好。因此，聚氨酯衍生物是延长水果采后品质的一个有希望的选择。

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引用次数: 0

Glycosylation using diethyl phosphite donor activated by edible polyphenol ellagic acid 食用聚酚鞣花酸活化亚磷酸二乙酯供体糖基化

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-22 DOI: 10.1016/j.carres.2025.109712

Hidenari Shigeta, Ayato Watanabe, Chikako Shiraishi, Daisuke Takahashi, Kazunobu Toshima

The glycosylation reactions of diethyl phosphite donor with various alcohol acceptors were examined using ellagic acid, an edible polyphenol, as an activator. These reactions proceeded smoothly under mild conditions to afford the corresponding glycosides in high yields. Notably, this method represents the first use of ellagic acid for the activation of phosphite donor and was applicable to a broad range of alcohol acceptors.

以食用多酚鞣花酸为活化剂，研究了亚磷酸二乙酯供体与不同醇受体的糖基化反应。这些反应在温和的条件下顺利进行，以高收率获得相应的糖苷。值得注意的是，该方法是首次使用鞣花酸活化亚磷酸酯供体，适用于广泛的醇受体。

引用次数: 0

First total synthesis of cyanopterin, a pterin glycoside isolated from a cyanobacterium 首次合成了从一种蓝藻菌中分离出来的蝶呤苷

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-21 DOI: 10.1016/j.carres.2025.109710

Tadashi Hanaya, Yuta Maeda, Kazumasa Ejiri

The first total synthesis and structural identification of cyanopterin, a pterin glycoside isolated from the cyanobacterium Synechocystis sp. PCC 6803, has been accomplished. The synthesis was achieved by convergent coupling of three key derivatives: d-glucuronate, d-galactose, and 6-hydroxymethylpterin. An α-selective glycosylation enabled efficient construction of the glucuronate–galactose disaccharide, while subsequent β-exclusive glycosylation with the 6-hydroxymethylpterin derivative furnished the desired pterin–disaccharide glycoside. Final deprotection provided cyanopterin in its natural form, allowing confirmation of its precise structure.

本文首次合成并鉴定了从藻胞菌中分离得到的一种蝶呤苷类化合物蓝翅素。通过三个关键衍生物：d-葡萄糖醛酸盐、d-半乳糖和6-羟甲基蝶呤的聚合偶联实现了合成。α-选择性糖基化可以有效地构建葡萄糖醛酸-半乳糖双糖，而随后与6-羟甲基蝶呤衍生物进行β-特异性糖基化可以得到所需的蝶呤-双糖糖苷。最后的去保护提供了自然形态的蓝翅虫素，从而确认了其精确的结构。

引用次数: 0

Comparison of the physical and chemical features of composites produced from textile waste and cellulose plants 纺织废料与纤维素植物合成复合材料的理化特性比较。

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-21 DOI: 10.1016/j.carres.2025.109706

Norbert Lipka , Paulina Żarnowiec , Karolina Soja , Wiesław Kaca

One of the most pressing unresolved environmental challenges is the massive accumulation of unrecycled textile waste. In this study, we demonstrate that reinforcing recycled textile materials with plant-based cellulose fibers can yield functional composite materials. The following natural fibers were investigated: sisal, cotton, linen, coconut, wood, abaca, jute, and hemp. Both the textiles and plant fibers were ground into fragments ranging from 2 to 15 mm in length. Plant–textile composites were produced using an extruder at temperatures up to 195 °C, allowing for the plasticization of the polymer components in the textile waste. Plant fibers were incorporated into the recycled textile matrix at concentrations ranging from 3 % to 6 % by weight. A total of 19 different composite samples were fabricated and tested for their mechanical properties, including tensile strength, flexural strength, and compressive resistance.

FTIR spectra of all cellulose fibers exhibited characteristic cellulose absorption bands, with notable differences in intensity and distribution. The O–H stretching band (3600–3200 cm⁻¹), indicative of hydrogen bonding within cellulose, varied significantly across the different fiber types. SEM micrographs revealed that the surface of the sisal-reinforced composite was relatively smooth and uniform, while the fiberglass composite exhibited a rough and crinkled surface morphology.

In conclusion, composites made from recycled textiles and plant-based fibers represent a promising class of eco-friendly materials with potential as sustainable alternatives to conventional composites.

一个最紧迫的尚未解决的环境挑战是大量堆积的不可回收的纺织废料。在这项研究中，我们证明了用植物基纤维素纤维增强再生纺织材料可以产生功能性复合材料。研究了以下天然纤维：剑麻、棉花、亚麻、椰子、木材、abaca、黄麻和大麻。纺织品和植物纤维都被磨成2至15毫米长的碎片。植物-纺织复合材料是在195°C的温度下使用挤出机生产的，允许纺织废料中的聚合物成分塑化。植物纤维以重量3%至6%的浓度掺入回收的纺织基质中。共制备了19种不同的复合材料样品，并测试了它们的力学性能，包括拉伸强度、弯曲强度和抗压性。所有纤维素纤维的FTIR光谱均表现出特有的纤维素吸收带，其强度和分布有显著差异。O-H拉伸带（3600-3200 cm-1）在不同纤维类型中差异显著，表明纤维素内部的氢键。SEM显微形貌显示，剑麻增强复合材料表面相对光滑均匀，而玻璃纤维增强复合材料表面形貌粗糙、皱褶。总之，由回收纺织品和植物纤维制成的复合材料代表了一类有前途的环保材料，具有替代传统复合材料的可持续发展潜力。

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引用次数: 0

Resveratrol-loaded nanoparticles based on the self-assembly behavior of Sparassis latifolia polysaccharides: Preparation, characterization, release behavior under in vitro digestion and synergistic hypoglycemic effects 白藜芦醇负载纳米粒子的自组装行为：制备、表征、体外消化释放行为和协同降糖作用。

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-20 DOI: 10.1016/j.carres.2025.109707

Pengya Du , Shuyu Bi , Fangming Cui , Lixia He , Jiangyan Hou , Jinling Cao , Yanfen Cheng , Feier Cheng , Wenfei Zhao , Cuiping Feng , Shaojun Yun

Resveratrol (Res) is a naturally occurring polyphenolic compound exhibiting a wide range of biological activities. However, its application is limited due to the instability, poor water solubility, and low bioavailability. Therefore, this study aimed to prepare Sparassis latifolia polysaccharides (SLPs) nanoparticles loaded with Res (SLPs-Res NPs) through the self-assembly behavior of SLPs. Our findings revealed that SLPs underwent a conformational transition from triple helix to single strand when exposed to varying concentrations of dimethyl sulfoxide (DMSO). By virtue of this self-assembly characteristic, the spherical or subspherical nanoparticles loaded with Res were successfully fabricated. The optimal preparation conditions included an 80 % volume ratio of DMSO, a mass ratio of Res to SLPs at 1:32, and magnetic stirring for 2 h. Under these conditions, the average particle size of SLPs-Res NPs was 230.4 ± 7.8 nm, and the encapsulation efficiency of Res reached (66.69 ± 0.10)%. Hydrogen bonding and hydrophobic forces were involved in the formation of nanoparticles. SLP-Res NPs demonstrated enhanced photothermal stability and desirable sustained-release properties. It also exerted significant inhibitory effects on α-glucosidase activity in vitro and glucose-lowering effects in mice during glucose tolerance tests. This study presents an approach for delivering Res using self-assembled SLPs, demonstrating their potential as effective functional carriers for the encapsulation of hydrophobic bioactive molecules.

白藜芦醇是一种天然存在的多酚类化合物，具有广泛的生物活性。然而，由于不稳定、水溶性差、生物利用度低，其应用受到限制。因此，本研究旨在通过木犀草多糖（SLPs）的自组装行为制备载Res纳米粒子（SLPs-Res NPs）。我们的研究结果表明，当暴露于不同浓度的二甲亚砜（DMSO）时，slp经历了从三螺旋到单链的构象转变。利用这种自组装特性，成功制备了负载稀土的球形或亚球形纳米颗粒。最佳制备条件为：DMSO体积比为80%，Res与SLPs质量比为1:32，磁搅拌2 h。在此条件下，SLPs-Res NPs的平均粒径为230.4±7.8 nm， Res包封率为（66.69±0.10）%。氢键和疏水力参与了纳米颗粒的形成。SLP-Res NPs表现出增强的光热稳定性和理想的缓释性能。对体外α-葡萄糖苷酶活性有明显抑制作用，对小鼠糖耐量试验有明显降糖作用。本研究提出了一种使用自组装slp递送Res的方法，证明了它们作为包封疏水生物活性分子的有效功能载体的潜力。

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引用次数: 0

Stereoselective synthesis of LacdiNAc N-glycan based on remote neighboring group participation 基于远邻基参与的LacdiNAc n -聚糖立体选择性合成。

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-20 DOI: 10.1016/j.carres.2025.109709

Kenta Iino , Nozomi Ishii , Kanata Yoshida , Hideki Ishida , Yuji Matsuzaki , Ichiro Matsuo

LacdiNAc (GalNAcβ1-4GlcNAc) is a distinctive epitope found at the non-reducing termini of both N- and O-glycans. In recent years, the physiological functions of LacdiNAc have attracted increasing attention. Consequently, there is a significant demand for pure glycans for use in biochemical experiments. In this study, a concise and practical synthetic approach was developed for biantennary complex-type nonasaccharide 1, which contains LacdiNAc structures at the non-reducing end. Specifically, nonasaccharide 2 was initially constructed in a stereoselective manner via the condensation of trisaccharide donor 3 with trisaccharide acceptor 4, which bears hydroxy groups at the 3- and 6-positions of the β-mannose residue. Notably, this was achieved via the remote neighboring group participation of a pivaloyl group. Subsequent conversion of the N-phthalimido group into an acetamido group, followed by global deprotection, furnished the target compound, 1. The developed synthetic route represents a valuable tool for future investigations into LacdiNAc-modified N-glycans.

LacdiNAc （GalNAcβ1-4GlcNAc）是一个独特的表位，位于N-和o -聚糖的非还原末端。近年来，LacdiNAc的生理功能越来越受到人们的关注。因此，对用于生化实验的纯聚糖有很大的需求。本研究开发了一种简洁实用的双天线络合型非糖精1的合成方法，该非还原端含有LacdiNAc结构。具体来说，非糖2最初是通过三糖给体3和三糖受体4的缩合以立体选择性的方式构建的，三糖受体4在β-甘露糖残基的3位和6位上具有羟基。值得注意的是，这是通过远邻基参与的一个戊酰基实现的。随后n -邻苯二胺基转化为乙酰氨基基，然后进行全局脱保护，得到目标化合物，1。开发的合成路线为今后研究lacdinac修饰的n -聚糖提供了有价值的工具。

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引用次数: 0

Molecular dynamics study of the impact of glycosylation on conformational properties of trimeric N-terminal domain of human copper transporter 1 糖基化对人体铜转运体三聚体n端结构域构象性质影响的分子动力学研究[j]。

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-18 DOI: 10.1016/j.carres.2025.109708

Sergey A. Samsonov , Tomasz Frączyk , Iwona Ufnalska , Wojciech Bal

In this study, we investigate how N- and O-glycosylation affect the structure and dynamics of the disordered N-terminal extracellular domain of human copper transporter 1 (hCtr1), a trimeric transmembrane protein responsible for cellular copper uptake. Copper is an essential trace element, with both deficiency and excess linked to severe disorders. In mammals, its homeostasis is tightly regulated by proteins involved in copper transport and storage. The N-terminal region of hCtr1, comprising 65 amino acids, contains specific copper-binding motifs critical for its function but remains structurally uncharacterized due to its intrinsically disordered nature. This domain can be N- and O-glycosylated at Asn15 and Thr27, respectively, with the latter potentially influencing its physiological function. However, the structural consequences of these modifications remain unclear. We built a trimeric model of the hCtr1 N-terminal domain and performed microsecond-scale molecular dynamics simulations for both glycosylated and non-glycosylated forms. The resulting conformational ensembles revealed unimodal distributions across structural and dynamical descriptors, consistent with disordered behaviour and showing no significant impact of glycosylation. These findings enhance our understanding of the structural flexibility of hCtr1 and provide a foundation for future studies into its structure, function and regulation.

在这项研究中，我们研究了N-和o -糖基化如何影响人类铜转运蛋白1 （hCtr1）的无序N端胞外结构域的结构和动力学，hCtr1是一种负责细胞铜摄取的三聚体跨膜蛋白。铜是一种必需的微量元素，缺乏和过量都会导致严重的疾病。在哺乳动物中，它的体内平衡受到参与铜运输和储存的蛋白质的严格调节。hCtr1的n端区域包含65个氨基酸，包含对其功能至关重要的特定铜结合基序，但由于其内在无序性，其结构仍未表征。该结构域可分别在Asn15和Thr27位点进行N-和o -糖基化，后者可能影响其生理功能。然而，这些变化的结构性后果仍不清楚。我们建立了hCtr1 n端结构域的三聚体模型，并对糖基化和非糖基化形式进行了微秒尺度的分子动力学模拟。由此产生的构象集合揭示了结构和动力学描述符之间的单峰分布，与无序行为一致，并且没有显示糖基化的显著影响。这些发现增强了我们对hCtr1结构灵活性的认识，为进一步研究其结构、功能和调控提供了基础。

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引用次数: 0

1H NMR studies of molecular interaction of d-glucosamine and N-acetyl-D-glucosamine with curcumin and caffeic acid phenethyl ester in DMSO DMSO中d-氨基葡萄糖和n -乙酰- d-氨基葡萄糖与姜黄素和咖啡酸苯乙酯分子相互作用的1H NMR研究。

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research

Pub Date : 2025-10-13 DOI: 10.1016/j.carres.2025.109704

Evelin Martínez-Benavidez , Analilia Sánchez , Zaira Domínguez , Magali Salas-Reyes , Gustavo Adolfo Castillo-Herrera , Inocencio Higuera-Ciapara , Ofelia Yadira Lugo-Melchor , Motomichi Inoue , Claudia Virués

Chitosan (Cs)-based polymers have been explored as potential drug-delivery systems that could enhance the practical applications of bioactive phenolic (Ph) substances, such as curcumin (CUR) and caffeic acid phenethyl ester (CAPE). In this study, we focused on designing CS-based drug carriers by examining the intermolecular interactions between the polymer components, d-glucosamine (Gn) and N-acetyl-d-glucosamine (AGn), and the target substances CUR and CAPE through ¹H NMR titration in dimethyl sulfoxide (DMSO‑d₆). The observed changes in chemical shifts indicated that Gn cation (GnH⁺) forms molecular complexes, whereas AGn does not exhibit any intermolecular interaction. We developed a titration curve for the complexation, which competes with the self-association of GnH⁺ (Gn_z) in DMSO. Least-squares analyses concluded that molecular complex represented as Ph·Gn_z (z = 3 or 4) is formed through a reaction between a Gn_z aggregate and a Ph molecule. The formation constant, K = [Ph·Gn_z]/[Ph][Gn_z], falls within the range of 50–300 M⁻¹. The complex is stabilized by intermolecular interactions at multiple sites within the glucosamine aggregate Gn_z, although the non-covalent interactions at each binding site are relatively weak. These findings suggest that chitosan can capture CAPE or CUR exclusively at segments composed of adjacent cationic glucosamine units.

壳聚糖（Cs）基聚合物作为潜在的药物递送系统，可以增强姜黄素（CUR）和咖啡酸苯乙酯（CAPE）等生物活性酚类物质的实际应用。在本研究中，我们重点设计了基于cs的药物载体，通过1H NMR滴定法研究了聚合物组分d-氨基葡萄糖（Gn）和n -乙酰-d-氨基葡萄糖（AGn）与靶物质CUR和CAPE在二甲亚砜（DMSO - d6）中的分子间相互作用。观察到的化学位移变化表明，Gn阳离子（GnH+）形成分子复合物，而AGn不表现出任何分子间相互作用。我们开发了一个络合滴定曲线，它与GnH+ (Gnz)在DMSO中的自结合相竞争。最小二乘分析得出，分子复合物表示为Ph·Gnz(z = 3或4)，是由Gnz聚集体与Ph分子之间的反应形成的。形成常数K = [Ph·Gnz]/[Ph][Gnz]在50-300 M-1之间。该复合物通过葡萄糖胺聚集体Gnz内多个位点的分子间相互作用来稳定，尽管每个结合位点的非共价相互作用相对较弱。这些发现表明，壳聚糖可以捕获由相邻阳离子氨基葡萄糖单元组成的片段上的CAPE或CUR。

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引用次数: 0