Journal of Carbohydrate Chemistry最新文献

Chemically modified cellulose: Chemistry, properties, and pharmaceutical applications 化学改性纤维素：化学、性质和制药应用

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-11-22 Epub Date: 2025-09-29 DOI: 10.1080/07328303.2025.2564406

Projesh Saha (Resources Writing – original draft Writing – review & editing) , Bibhas Pandit (Conceptualization Supervision Writing – original draft Writing – review & editing) , Papiya Biswas (Resources Writing – original draft)

Cellulose is a polysaccharide composed of numerous glucose subunits connected by β-linkages. They are the richest sources of dietary fiber on Earth. Above all, elevated water solubility renders it an exceptional medium for amalgamating water-insoluble pharmaceuticals, such as enzymes and antibiotics. The presence of hydroxyl groups in each glucose unit affects the reactivity and applicability of cellulose to various pharmaceutical formulations. Diverse techniques, such as oxidation, amination, esterification and radical copolymerization, are usually adopted to modify these hydroxyl groups for improving the properties of cellulose. Chemically modified cellulose derivatives have been extensively used in the formulation of enteric-coated solid dosage forms, osmotic drug delivery systems, mucoadhesive and bio-adhesive drug delivery systems, and extended-release formulations. In addition, cellulose-based polymers also play various roles in pharmaceutical formulations, such as binding, filling, disintegrating, coating, gelling, thickening, stabilizing, and flavor-masking agents. The pharmaceutical industry has adopted cellulose-based polymers as significant components in the formulation, development, and production of new derivatives. The prevalence of cellulose-based polymers in pharmaceuticals has increased owing to continuous research that reveals new applications for chemically modified cellulose, as well as the development of new cellulose-based derivatives with optimized properties.

纤维素是一种由许多葡萄糖亚基通过β键连接而成的多糖。它们是地球上最丰富的膳食纤维来源。最重要的是，高水溶性使其成为混合水不溶性药物（如酶和抗生素）的特殊介质。每个葡萄糖单元中羟基的存在影响纤维素对各种药物配方的反应性和适用性。通常采用氧化、胺化、酯化和自由基共聚等多种技术来修饰这些羟基，以改善纤维素的性能。化学改性纤维素衍生物已广泛应用于肠溶固体剂型的制剂、渗透给药系统、黏附和生物黏附给药系统以及缓释制剂。此外，纤维素基聚合物还在药物配方中发挥各种作用，如结合、填充、分解、包衣、胶凝、增稠、稳定和风味掩蔽剂。制药工业已经采用纤维素基聚合物作为新衍生物的配方、开发和生产的重要组成部分。由于不断的研究揭示了化学改性纤维素的新应用，以及具有优化性能的新型纤维素基衍生物的开发，纤维素基聚合物在药物中的流行程度有所增加。

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引用次数: 0

Scalable synthesis of 8-iodo-1-naphthoate via photoinduced Suárez halodecarboxylation for the preparation of glycosyl donors 光诱导Suárez卤代脱羧制备8-碘-1-萘酸酯的可扩展合成

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-11-22 Epub Date: 2025-08-29 DOI: 10.1080/07328303.2025.2552365

Mei Chen (Investigation) , Bangxing Hao (Investigation) , Liran Yang (Investigation) , Feiyan Xie (Investigation) , Panpan Wang (Investigation) , Peifan Xu (Investigation) , Jingyang Wei (Investigation) , Jimin Xu (Investigation) , Yugen Zhu (Supervision Writing – original draft)

8-Iodo-1-naphthoate is a key intermediate for the versatile preparation of 1,8-difunctionalized naphthalene derivatives, particularly the glycosyl 8-alkynyl-1-naphthoate donors. Herein, we report an efficient and scalable approach for the synthesis of a variety of 8-iodo-1-naphthoates via a modified photoinduced Suárez halodecarboxylation reaction. Derivatization of the 8-iodo-naphthoates enables access to a wide range of 1,8-difunctionalized naphthalene derivatives. In particular, Sonogashira coupling reactions using diverse alkynes clearly demonstrate the superior reactivity and functional group tolerance of 8-iodo-1-naphthoate compared to its bromide counterpart. This practical and cost-effective synthetic approach is expected to greatly facilitate the broader application of glycosyl 8-alkynyl-1-naphthoates in glycosylation chemistry.

8-碘-1-萘酸酯是制备1,8-二官能化萘衍生物的关键中间体，特别是糖基8-烷基-1-萘酸酯供体。在此，我们报告了一种有效和可扩展的方法，通过改性光诱导Suárez卤代脱羧反应合成各种8-碘-1-萘酸盐。8-碘-萘酸盐的衍生化可以得到广泛的1,8-二官能化萘衍生物。特别是，使用不同炔的Sonogashira偶联反应清楚地表明，8-碘-1-萘酸酯的反应性和官能团耐受性优于其溴对应物。这种实用且经济的合成方法有望极大地促进糖基化化学中8-烷基-1-萘酸糖基的广泛应用。

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引用次数: 0

Synthesis of SDF-1α-loaded chitosan nanoparticles coated with photosensitizer chlorin e6 for smart near IR light-controlled drug release 光敏剂氯e6包被负载sdf -1α的壳聚糖纳米颗粒的合成及其近红外光控药物释放

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-11-22 Epub Date: 2025-08-30 DOI: 10.1080/07328303.2025.2551505

Ganesan Krishnamoorthy , Hari Sharan Adhikari , Govindarajan Krishnamoorthy

This work aims to design a stimuli-responsive photosensitizer chlorin e6 (Ce6)-coated stromal-cell-derived factor-1α (SDF-1α)-enclosed chitosan nanoparticles (Ce6-CNs-SDF-1α) by the ionotropic gelation method and investigate its photocontrol sustained-release properties by using near-infrared (NIR) light. The studies highlight these Ce6-CNs-SDF-1α fine particles with a size of 90–135 nm, charge of −32 ± 0.7 mV, and a spherical shape and smooth surface morphology. The positively charged chitosan and negatively charged tripolyphosphate (TPP) interaction along with SDF-1α and Ce6 was based on electrostatic interface between protonated amino and deprotonated phosphate groups. The photoinduced singlet oxygen generation (SOG), in which the ground state triplet oxygen (³O₂) was excited into higher energy state singlet oxygen (¹O₂) as a result of energy transfer, was determined by the p-nitrosodimethylaniline (RNO) method with 660 nm irradiation. This indicated that the therapeutic activities were not changed after Ce6 being enclosed with CNs. The investigation comprised the Ce6 and SDF-1α releases from Ce6-CNs-SDF-1α as a function of time at pH 7.2. These compounds were found to have greater biocompatibility and no cytotoxicity as evaluated with the fibroblast cell lines from human skin by Alamar Blue assay and observed by confocal images. These smart NIR-responsive CNs can have potential uses in light-driven SDF-1α delivery for various diseases.

本研究旨在通过离子化凝胶法设计一种刺激响应光敏剂Ce6 （Ce6）包被基质细胞衍生因子-1α (SDF-1α)封闭壳聚糖纳米颗粒（Ce6- cns -SDF-1α），并利用近红外（NIR）光研究其光控缓释性能。结果表明，Ce6-CNs-SDF-1α微粒子的粒径为90 ~ 135 nm，电荷为−32±0.7 mV，具有球形和光滑的表面形貌。带正电荷的壳聚糖和带负电荷的三聚磷酸（TPP）与SDF-1α和Ce6的相互作用是基于质子化氨基和去质子化磷酸基团之间的静电界面。采用对亚硝基二甲苯胺（RNO）法，在660 nm辐照下测定了基态三重态氧（3O2）由于能量转移而被激发为高能态单重态氧（1O2）的光致单重态氧生成（SOG）。说明CNs包埋后Ce6的治疗活性没有改变。研究包括Ce6- cns -SDF-1α在pH为7.2时释放Ce6和SDF-1α随时间的变化。通过Alamar Blue实验和共聚焦图像观察，发现这些化合物具有更高的生物相容性和无细胞毒性。这些智能nir响应中枢神经网络在各种疾病的光驱动SDF-1α递送中具有潜在的用途。

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引用次数: 0

Photo-assisted four-component one-pot assembly of a branched heptasaccharide derived from Carthamus tinctorius 红花分枝七糖的光辅助四组分一锅组装

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-11-22 Epub Date: 2025-10-04 DOI: 10.1080/07328303.2025.2568841

Chaoyu Hu (Data curation Formal analysis Funding acquisition Methodology Validation Writing – original draft) , Ruixue Wu (Data curation Formal analysis Methodology Validation) , Xiang Ni (Data curation Formal analysis Methodology Validation) , Wenjing Ma (Formal analysis Validation Writing – review & editing) , Tianhui Hao (Formal analysis Validation Writing – review & editing) , Zhuojia Xu (Formal analysis Validation Writing – review & editing) , Kan Ding (Conceptualization Project administration Supervision Writing – review & editing) , Tiehai Li (Conceptualization Funding acquisition Investigation Methodology Project administration Supervision Writing – original draft Writing – review & editing)

A photo-assisted oligosaccharide assembly strategy is reported for the facile synthesis of a branched heptasaccharide with potential anti-panceratic cancer activity in a four-component [2 + 1 + 1 + 3] one-pot coupling manner. A key feature of this strategy is the incorporation of photocleavable o-nitrobenzyl group-protected saccharide building blocks. Upon exposure to ultraviolet radiation, these blocks can generate in situ the corresponding acceptors for subsequent glycosylations without the purification step, thereby facilitating the one-pot coupling process and enabling the rapid assembly of the heptasaccharide.

本文报道了一种光辅助低聚糖组装策略，以四组分[2 + 1 + 1 + 3]单锅偶联方式快速合成具有潜在抗胰腺癌活性的支链七糖。该策略的一个关键特征是结合了光可切割的邻硝基苯基保护的糖类构建块。在紫外线照射下，这些块可以原位生成相应的受体，用于后续的糖基化，而无需纯化步骤，从而促进了一锅偶联过程，使七糖的快速组装成为可能。

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引用次数: 0

Fluorogenic probes for assessing endo-β-N-acetylglucosaminidase activity on complex-type N-glycans 用荧光探针评估n -复合物型n -聚糖上的内切β- n -乙酰氨基葡萄糖酶活性

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-11-22 Epub Date: 2025-09-08 DOI: 10.1080/07328303.2025.2558652

Nozomi Ishii (Conceptualization Data curation Funding acquisition Investigation Methodology Project administration Resources Supervision Validation Writing – original draft Writing – review & editing) , Kenta Iino (Data curation Investigation Validation Writing – review & editing) , Yuji Matsuzaki (Project administration Resources Supervision Writing – review & editing) , Ichiro Matsuo (Conceptualization Funding acquisition Methodology Project administration Resources Supervision Writing – original draft Writing – review & editing)

Endo-β-N-acetylglucosaminidases (ENGases) cleave the N-glycan core from glycoproteins and are important tools for structural analysis of glycans. Currently, only a few ENGases can specifically cleave the complex-type N-glycans, highlighting the need for discovering novel ENGases for glycoengineering applications. Nevertheless, conventional techniques for ENGase analysis are limited by low throughput and a lack of real-time detection. Herein, we describe the development of a fluorescence quenching assay to measure the hydrolytic activity of ENGases against fucosylated and afucosylated biantennary complex-type N-glycans. Two chemically synthesized probes, MG2FD (1) and MG2D (2)—a decasaccharide and a nonasaccharide, respectively—were labeled with an N-methylanthraniloyl group (fluorophore) and a 2,4-dinitrophenyl group (quencher). These probes were used to evaluate commercially available ENGases: Endo-M, Endo-CC, Endo-F3, Endo-H, and Endo-S. Endo-M and Endo-CC selectively cleaved probe 2 but not probe 1; Endo-F3 cleaved only probe 1; however, Endo-H and Endo-S showed no detectable activity. These findings align with known substrate specificities, validating the assay as a rapid and reliable method for assessing ENGase activity, profiling substrate specificity, and identifying novel ENGases targeting complex-type glycans.

Endo-β- n -乙酰氨基葡萄糖酶（Endo-β-N-acetylglucosaminidases, ENGases）用于从糖蛋白中切割n -聚糖核，是分析糖蛋白结构的重要工具。目前，只有少数engase能够特异性地切割复杂型n -聚糖，这表明需要发现用于糖工程应用的新型engase。然而，传统的ENGase分析技术受到低通量和缺乏实时检测的限制。在这里，我们描述了一种荧光猝灭法的发展，以测量engase对聚焦和聚焦双触角络合型n -聚糖的水解活性。两种化学合成的探针MG2FD(1)和MG2D(2)分别是十糖和非糖，分别用n -甲基蒽醌基（荧光团）和2,4-二硝基苯基（猝灭剂）标记。这些探针用于评价市售的酶：Endo-M、Endo-CC、Endo-F3、Endo-H和Endo-S。Endo-M和Endo-CC可选择性切割探针2，但不能切割探针1；Endo-F3只裂解探针1；然而，Endo-H和Endo-S没有检测到活性。这些发现与已知的底物特异性一致，验证了该方法作为评估ENGase活性、分析底物特异性和鉴定靶向复合物型聚糖的新型ENGase的快速可靠方法。

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引用次数: 0

Structural characterization, immune activity, and action mechanisms of fractionated polysaccharides from Athyrium multidentatum (Doll.) Ching 多齿胸草多糖的结构特征、免疫活性和作用机制京

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-07-24 Epub Date: 2025-07-05 DOI: 10.1080/07328303.2025.2527564

Ji-yu Chen , Ji-wen Sheng , Ting Wang , Yu-jie Yang , Jie Yang , Hong-wei Li , Han-tong Xiu , Xuan-chen Lu , Dong-mei Liu

A water-soluble polysaccharide (AFP) was extracted from Athyrium Multidentatum (Doll.) Ching by water extraction and alcohol precipitation method and purified by column chromatography. AFP was characterized by Fourier transform infrared (FT–IR) spectroscopy, ultraviolet-visible (UV–Vis) spectroscopy, circular dichroism (CD) spectroscopy, scanning electron microscopy (SEM), atomic force microscopy (AFM), Congo red (CR) binding assay, monosaccharide composition and molecular weight analyses. 1D and 2D nuclear magnetic resonance (NMR) studies revealed two structural components in AFP, which are →4-β-D-Manp-(1→4)-β-D-Xylp-(1→4)-β-D-Xylp-(1→2)-β-D-Galp-(1→ and β-D-Glcp-(1→4)-β-D-Glcp-(1→4)-β-D-Glcp-(1→2)-β-D-Galp-(1→. AFP exhibited significant immunological activities in both normal and immunosuppressed mice. Dectin-2/SYK/MAPK/non-classical NF-κB signaling pathways might play a crucial role in the immunomodulatory actions of AFP. Current results provided an important basis for the development of AFP as a natural immunoregulator.

从多齿胸草（Athyrium Multidentatum, Doll）中提取水溶性多糖（AFP）。经水提醇沉法纯化，柱层析法纯化。采用傅里叶变换红外（FT-IR）光谱、紫外-可见（UV-Vis）光谱、圆二色（CD）光谱、扫描电镜（SEM）、原子力显微镜（AFM）、刚果红（CR）结合实验、单糖组成和分子量分析对AFP进行了表征。1D和2D核磁共振（NMR）研究揭示了AFP的两种结构成分：→4-β- d - manp -(1→4)-β- d - xylp -(1→4)-β- d - xylp -(1→2)-β- d - galp -(1→4)-β-D-Glcp-(1→4)-β-D-Glcp-(1→2)-β- d - galp -(1→2)-β- d - galp -（1→）。AFP在正常小鼠和免疫抑制小鼠中均表现出显著的免疫活性。Dectin-2/SYK/MAPK/非经典NF-κB信号通路可能在AFP的免疫调节作用中发挥重要作用。目前的结果为AFP作为一种天然免疫调节剂的开发提供了重要的基础。

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引用次数: 0

The importance of glycotriazoles in medicinal chemistry – A narrative review 糖三唑在药物化学中的重要性——综述

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-07-24 Epub Date: 2025-04-10 DOI: 10.1080/07328303.2025.2488772

Rayssa de Cassia Alves Iemini , Dalila Junqueira Alvarenga , Ana Laura Marques Trinca , Guilherme Moreira Guidetti , Adriano Lucas da Luz Salgado , Isabela Darcie Pascoini , Jamie Anthony Hawkes , Diogo Teixeira Carvalho , Lucas Lopardi Franco

Glycosides have gained increasing significance due to their roles in energy provision, structural function, and intercellular communication in living organisms. This recognition laid the foundation for advancements in glycobiology and pharmacology. This review traces the evolution of sugar modification methodologies to aglycones throughout the 20th century, culminating in the development of a groundbreaking coupling approach utilizing triazoles as molecular linkers. The “Click Chemistry,” an innovation in [2 + 3] cycloaddition, has allowed for the formation of glyco-compounds through energetically favorable reactions, and usually requires prior preparation of the terminal alkyne precursor and organic azide. This strategy has the significant benefit as a “synthetic structural access tool” – providing a way to achieve structures with regioselectivity that would not be accessible via other methods. This coupling method has emerged as a powerful tool in modern glyco-chemistry, enabling the synthesis of novel compounds with significant therapeutic potential. The triazole linkage can improve the stability (dependent on the individual molecules) and bioactivity of glycosides but also opens new venues for the development of drug candidates with enhanced efficacy and broader applications in medicinal chemistry. This review highlights the importance of glycotriazoles in advancing the field of medicinal chemistry and their potentials in future therapeutic development.

由于糖苷在生物体的能量供应、结构功能和细胞间通讯方面的作用，其意义越来越重要。这一认识为糖生物学和药理学的发展奠定了基础。本文回顾了糖修饰方法在整个20世纪对苷元的演变，最终以利用三唑作为分子连接剂的突破性偶联方法的发展为高潮。“点击化学”是[2 + 3]环加成的一项创新，它允许通过能量有利的反应形成糖化合物，通常需要事先制备末端炔前体和有机叠氮化物。这种策略作为“合成结构访问工具”具有显著的好处——提供了一种方法来实现通过其他方法无法访问的具有区域选择性的结构。这种偶联方法已成为现代糖化学的有力工具，使合成具有显著治疗潜力的新化合物成为可能。三唑键可以提高糖苷的稳定性（取决于单个分子）和生物活性，但也为开发具有增强功效和更广泛应用于药物化学的候选药物开辟了新的场所。本文综述了糖三唑在推进药物化学领域的重要性及其在未来治疗发展中的潜力。

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引用次数: 0

An overview on marine bacterial exopolysaccharides and their industrial applications 海洋细菌胞外多糖及其工业应用综述

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-07-24 Epub Date: 2025-03-25 DOI: 10.1080/07328303.2025.2480564

Mohamed S. Amer , Khouloud M. Barakat , Hassan A. H. Ibrahim , Koichi Matsuo , Mohamed I. A. Ibrahim

Exopolysaccharides (EPSs) are sugar-based biopolymers produced by bacteria in response to environmental stress. Bacterial EPSs (BEPSs) have attracted attention across multiple industries due to their biodegradable and nontoxic nature. Their large-scale production and ease of purification make BEPSs more favorable than other intracellular and cell wall polysaccharides. Two key approaches are used to enhance BEPS yields: metabolic engineering and the utilization of low-cost materials for eco-friendly production. Despite ongoing efforts to isolate and classify new marine BEPSs, only a few have been industrially utilized. The discovery of BEPSs with novel sugar compositions or structural modifications could unlock new applications. Currently, marine BEPSs are used as thickeners, stabilizers, and gelling agents in the food industry and show potential in cosmetics, biotechnology, wastewater treatment, petroleum recovery, and textiles. While their use is still in the early stage, BEPSs hold significant promise as versatile biomaterials. This review highlights bacterial sources of marine EPSs and explores their industrial potential.

胞外多糖（eps）是细菌在环境胁迫下产生的糖基生物聚合物。细菌eps （beps）由于其可生物降解和无毒的特性而引起了多个行业的关注。它们的大规模生产和易于纯化使beps比其他细胞内和细胞壁多糖更有利。提高BEPS产量的两种关键方法是：代谢工程和利用低成本材料进行环保生产。尽管目前正在努力分离和分类新的海洋beps，但只有少数已被工业利用。具有新的糖组成或结构修饰的beps的发现可以开启新的应用。目前，海洋beps在食品工业中被用作增稠剂、稳定剂和胶凝剂，并在化妆品、生物技术、废水处理、石油开采和纺织品中显示出潜力。虽然beps的应用仍处于早期阶段，但作为多功能生物材料，beps具有重要的前景。本文综述了海洋eps的细菌来源，并探讨了其工业潜力。

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引用次数: 0

Insight into interactions between cellulose model D-cellobiose and fourteen selected sodium salts using FT-IR, thermogravimetry, and computational analysis tools 深入了解纤维素模型d -纤维素二糖和14种选定的钠盐之间的相互作用，使用FT-IR，热重法和计算分析工具

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-07-24 Epub Date: 2025-06-10 DOI: 10.1080/07328303.2025.2530053

Ananda S. Amarasekara , Uchechukwu G. Ariwodo , Harshica Fernando

Understanding intermolecular interactions between cellulose and metal salts, and in particularly with anions, is crucial in development of cellulose composites and processing methods. Intermolecular interactions between cellulose model compound D-cellobiose and 14 sodium salts were evaluated using Fourier-Transform Infrared (FT-IR) spectroscopy, thermogravimetric (TG), and computational analysis tools. In FT-IR, shifts in 10 distinct bands in the D-cellobiose spectra were monitored to evaluate interactions between D-cellobiose and sodium salts. Na₂B₄O₃ and Na₃PO₄ caused the highest total shifts of 61.85 and 34.08 cm⁻¹, respectively. Mixing with salt caused lowering the initial decomposition temperatures in 10 out of the 14 salts. In density functional theory (DFT) study, Na₂B₄O₇ and D-cellobiose mixture showed negative binding energies of −11.18, −25.3, −30.9, and −12.2 kJ/mol in approaching α- and β-D-cellobiose from up and down faces. In addition, FT-IR data showed the strong interaction between borate anion and carbohydrate, where mixing Na₂B₄O₇ with D-cellobiose resulted in the largest total shift of 61.85 cm⁻¹ in the ten IR bands monitored. The strong interactions between Na₂B₄O₇ and D-cellobiose were explained as a result of Lewis acidity of boron, as well as multiple B and O atoms present in the anion and strong hydrogen bonding and dipolar interactions between B and O atoms.

了解纤维素和金属盐之间的分子间相互作用，特别是与阴离子的相互作用，对纤维素复合材料和加工方法的发展至关重要。利用傅里叶变换红外光谱（FT-IR）、热重（TG）和计算分析工具评估了纤维素模型化合物d -纤维素二糖与14钠盐之间的分子间相互作用。在FT-IR中，监测了d -纤维素二糖光谱中10个不同波段的变化，以评估d -纤维素二糖与钠盐之间的相互作用。Na2B4O3和Na3PO4的总位移最大，分别为61.85和34.08 cm−1。与盐混合导致14种盐中有10种的初始分解温度降低。在密度泛函理论（DFT）研究中，Na2B4O7和d -纤维素二糖混合物从上下面接近α-和β- d -纤维素二糖时，其结合能分别为- 11.18、- 25.3、- 30.9和- 12.2 kJ/mol。此外，FT-IR数据显示硼酸盐阴离子与碳水化合物之间存在强烈的相互作用，其中Na2B4O7与d -纤维素二糖混合导致10个IR波段最大的总位移为61.85 cm−1。Na2B4O7与d -纤维素糖之间的强相互作用解释为硼的Lewis酸性，阴离子中存在多个B和O原子，B和O原子之间存在强氢键和偶极相互作用。

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引用次数: 0

Chemoselective acetonation and one-pot glycosylation/acetylation of free sugars under ultrasonic green energy source 超声波绿色能源下游离糖的化学选择性乙酰化和一锅糖基化/乙酰化

IF 2.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry

Pub Date : 2025-07-24 Epub Date: 2025-07-19 DOI: 10.1080/07328303.2025.2527571

Nitin Kumar , Ankit Yadav , Saurabh Saini , Sudhir Kashyap

We report a convenient and highly efficient protocol for the acetonation of free sugars, enabling cis-O-isopropylidene saccharide derivatives under ultrasonic irradiation at ambient temperature. Triflic acid (TfOH) in acetone is identified as a mild and effective reagent for the chemoselective O-isopropylidenation of polyhydroxy compounds comprising aldo/keto-hexoses or aldo-pentoses. The synthetic utility of this approach was demonstrated through the preparation of various O-isopropylidene-protected sugar derivatives, which serve as key chiral intermediates for assembling important carbohydrate scaffolds and glycoconjugates. The use of ultrasonic irradiation as an environmentally benign energy source highlights the potential for this method to make a significant contribution to synthetic organic chemistry.

我们报道了一种方便和高效的游离糖丙酮化方法，使顺- o -异丙基糖衍生物在室温下的超声照射下成为可能。丙酮中的三羧酸（TfOH）是一种温和而有效的化学选择性o-异丙基化试剂，用于多羟基化合物的化学选择性o-异丙基化，包括醛酮己糖或醛戊糖。通过制备各种o -异丙烯保护的糖衍生物，证明了该方法的合成实用性，这些糖衍生物是组装重要碳水化合物支架和糖缀合物的关键手性中间体。超声波辐射作为一种环境友好的能源，突出了这种方法对合成有机化学做出重大贡献的潜力。

引用次数: 0