Carbohydrate ResearchPub Date : 2025-11-01Epub Date: 2025-08-07DOI: 10.1016/j.carres.2025.109631
Chunlin Gou, Ziqing Weng, Xiaoshuang Dai, Jianpeng Liu, Ke Mei, Bin Sun, Neng Qiu
{"title":"Water-stable PEG2000-modified citric acid crosslinked β-CD MOF for efficient removal of tetracycline hydrochloride: synthesis, adsorption behavior, and mechanism.","authors":"Chunlin Gou, Ziqing Weng, Xiaoshuang Dai, Jianpeng Liu, Ke Mei, Bin Sun, Neng Qiu","doi":"10.1016/j.carres.2025.109631","DOIUrl":"10.1016/j.carres.2025.109631","url":null,"abstract":"<p><p>To address the ecological and health risks associated with residual tetracycline hydrochloride (TCH) in water, a green-synthesized adsorbent composed of β-cyclodextrin (β-CD), citric acid (CA), and polyethylene glycol (PEG) was developed for the effective removal of TCH from wastewater. The synthetic parameters were optimized, and the resulting PEG-CA-β-CD MOF was characterized by FT-IR, XRD, and SE. TGA analysis indicated an increase in the thermal stability. The maximum adsorption capacity of PEG-CA-β-CD MOF for TCH was 221.6 mg/g at pH = 4. Adsorption kinetics were well-described by the Elovich equation model, while the Freundlich isothermal model accurately described the equilibrium data adsorption Thermodynamic analysis revealed that the adsorption process was endothermic and spontaneous. Furthermore, the adsorbent maintained 84 % of its initial adsorption capacity after four reuse cycles. Analysis using zeta potential, FT-IR, and XPS confirmed that the possible adsorption mechanism of TCH mainly involves electrostatic interactions, hydrogen bonding, and cavity encapsulation. Finally, simulated wastewater experiments showed that PEG-CA-β-CD MOF was able to adsorb TCH efficiently even in the presence of other pollutants. Overall, due to its green synthesis process, low cost, ease of regeneration, and multi-mechanistic adsorption capability, the PEG-CA-β-CD MOF exhibits significant potential for TCH removal in wastewater treatment.</p>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"557 ","pages":"109631"},"PeriodicalIF":2.5,"publicationDate":"2025-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144820624","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Carbohydrate ResearchPub Date : 2025-10-01Epub Date: 2025-07-30DOI: 10.1016/j.carres.2025.109622
Polina I Abronina, Dmitry S Novikov, Nelly N Malysheva, Alexander I Zinin, Natalia G Kolotyrkina, Leonid O Kononov
{"title":"Application of Ara-β-(1 → 2)-Ara diarabinofuranosides with O-TBDPS protective groups in the synthesis of the tetra- and dodecaarabinofuranosides - fragments of mycobacterial polysaccharides.","authors":"Polina I Abronina, Dmitry S Novikov, Nelly N Malysheva, Alexander I Zinin, Natalia G Kolotyrkina, Leonid O Kononov","doi":"10.1016/j.carres.2025.109622","DOIUrl":"10.1016/j.carres.2025.109622","url":null,"abstract":"<p><p>The synthesis of Ara-β-(1 → 2)-Ara glycosyl donor containing TBDPS groups starting from the corresponding glycoside with 4-(3-azidopropoxy)phenyl aglycone was performed in high yield. The obtained glycosyl donor was successfully used in the stereocontrolled synthesis of 4-(2-azidoethoxy)phenyl glycosides of linear β-(1 → 2)-, α-(1 → 5)-tetra- and branched β-(1 → 2)-, α-(1 → 3)-, α-(1 → 5)-linked dodecaarabinofuranosides related to the fragments of mycobacterial polysaccharides. These compounds are valuable for the preparation of conjugates that can be used as antigens in the diagnosis of mycobacterial infections. The synthesis of Ara-β-(1 → 2)-Ara glycosyl donor containing TBDPS groups starting from 4-(2-chloropropoxy)phenyl glycoside was found to be less efficient due to side reactions in course of manipulations with protective groups. Thus, during the treatment with TBAF, 4-(3-chloropropoxy)phenyl aglycone was partially converted to the product of substitution (4-(3-fluoropropoxy)phenyl) and elimination (4-allyloxyphenyl). In the course of silylation (TBDPS-Cl/imidazole), the formation of 4-[3-(imidazole-1-yl)propoxy]phenyl derivative was observed.</p>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"556 ","pages":"109622"},"PeriodicalIF":2.5,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144798220","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Guangxin Yuan, Tianjiao Fu, Yue Zhao, Tingting Miao, Jianxi Song
{"title":"Cimicifuga heracleifolia polysaccharide: Isolation, purification, and hepatoprotection against CCl<sub>4</sub>-Induced injury via TLR4/NF-κB signaling pathway.","authors":"Guangxin Yuan, Tianjiao Fu, Yue Zhao, Tingting Miao, Jianxi Song","doi":"10.1016/j.carres.2025.109685","DOIUrl":"https://doi.org/10.1016/j.carres.2025.109685","url":null,"abstract":"<p><p>Acute liver injury is characterized by fibrosis, inflammation, and apoptosis, leading to liver dysfunction, cirrhosis, or cancer and affecting the clinical outcome in the long term. However, no effective therapeutic strategy is currently available to treat the disease. Cimicifuga heracleifolia Kom., a commonly used wild vegetable, has been reported to have multiple biological functions. However, the pharmacological function of Cimicifuga polysaccharides is still unclear. In this study, a neutral polysaccharide (CHP-N-1) from Cimicifuga heracleifolia was characterized, and its protective effects against CCl<sub>4</sub>-induced HepG2 cell and liver injury were investigated. Based on the data from High-Performance Liquid Chromatography, Gas Chromatography-Mass Spectrometer and Nuclear Magnetic Resonance Spectroscopy, it was determined that CHP-N-1 consisted of amylose, glucomannan, and arabinoxyloglucan. Amylose was composed of α-glucose linked by α-1,4-glycosidic bonds. Glucomannan was primarily comprised of β-1,4-d-mannopyranosyl and β-1,4-d-glucopyranosyl residues without any branches. The backbone of arabinoxyloglucan was composed of (1 → 4)-linked β-d-glucopyranosyl units. Some glucopyranosyl residues in the backbone were substituted mainly at C-6 by the side chain of β-d-Xylp(1→, and α-Araf-(1 → 5)-α-L-Araf(1 → . In vitro experiments revealed that CHP-N-1 exhibited protective effects against CCl<sub>4</sub>-induced damage in HepG2 cells. In vivo experiments demonstrated that CHP-N-1 exhibited a hepatoprotective effect by enhancing antioxidant enzyme activity, inhibiting lipid peroxidation, and reducing the activity of pro-inflammatory mediators. Besides, CHP-N-1 could attenuate oxidative stress and inflammatory responses by activating the TLR4-mediated NF-κB signaling pathways. These findings demonstrated that CHP-N-1 may serve as a supplement for alleviating chemical liver damage.</p>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"109685"},"PeriodicalIF":2.5,"publicationDate":"2025-09-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145205278","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Structural analysis of polysaccharides of the genus Angelica and an overview of their biological activity.","authors":"Xin-Ai Li, Mingyang Cao, Zhi-Min Jian, Fang-Yu Li, Yong-Hui Rui, Ai-En Tao","doi":"10.1016/j.carres.2025.109689","DOIUrl":"https://doi.org/10.1016/j.carres.2025.109689","url":null,"abstract":"<p><p>Angelica sinensis (Oliv.) Diels, a perennial herbaceous plant belonging to the Umbelliferae family, is a traditional Chinese medicine commonly used for nourishing blood. The primary bioactive components of Angelica sinensis are polysaccharides, which exhibit various biological functions, including anti-inflammatory, anti-tumor, antioxidant, liver-protective, immune-regulating, and hematopoietic activities. Although numerous studies exist on Angelica polysaccharides, significant knowledge gaps remain regarding genus Angelica polysaccharides (GAPs) isolation, biological activity, structure-activity relationships (SARs), and diverse application potentials. This somewhat hinders the application of GAPs in clinical and market industrialization processes. This article aims to explore and summarize the research progress of GAPs in extraction, separation, purification, structural characteristics, biological activity, and structure-activity relationships, and to examine and emphasize potential application areas and future research directions. This review helps to fill the knowledge gap between theoretical insights and practical applications, guiding future research and industrial applications of GAPs.</p>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"109689"},"PeriodicalIF":2.5,"publicationDate":"2025-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145184703","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Silicon-polysaccharide fluorescent nanocomposite for everolimus delivery and theranostic application in clear cell renal cell carcinoma","authors":"Zhihong Lv, Yuping Xu, Huiying Liu, Hui Li, Hongyan Zhai","doi":"10.1016/j.carres.2025.109688","DOIUrl":"10.1016/j.carres.2025.109688","url":null,"abstract":"<div><div>Everolimus showed therapeutic promise in treating clear cell renal cell carcinoma (ccRCC), yet its efficacy was limited by poor bioavailability and weak tumor targeting. In this study, we developed a multifunctional Co(II)-based MOF (CP1) using H<sub>4</sub>L and bpp ligands, forming a 3D (4,8)-connected framework. To enhance stability and functionality, CP1 was coated with sodium alginate (SA) and APTMS, and further modified with a fluorescent benzopyranone derivative (compound 1) via Ullmann-type coupling, yielding 1-SA-APTMS@CP1. The final nanocarrier, 1-SA-APTMS@CP1@EVE, exhibited a high surface area (98.3 m<sup>2</sup>/g), mesoporosity (2–6 nm), and strong structural integrity. It enabled dual-channel fluorescence detection of GSH and NAD(P)H, with detection limits of 233 pM and 65 nM, respectively. In vitro, the system effectively inhibited ccRCC cell proliferation and downregulated TNFRSF18, a key immunomodulatory gene. This study provides a redox-responsive, fluorescence-trackable delivery platform for everolimus, offering potential for targeted and immune-synergistic therapy in ccRCC.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109688"},"PeriodicalIF":2.5,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145155742","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Kiryu hexose and pentose matrix: A comprehensive model of epimers, structures, and C-1/C-6 inversion products for hexoses and pentoses.","authors":"Takaaki Kiryu, Hiroaki Tatsuoka, Motohiro Shizuma","doi":"10.1016/j.carres.2025.109683","DOIUrl":"https://doi.org/10.1016/j.carres.2025.109683","url":null,"abstract":"<p><p>Various methods have been proposed to memorize the structures of hexoses and pentoses, but none have been widely accepted. Hexoses are classified into four types based on two factors: (1) the combination of hydroxyl group orientations at positions C-2 and C-5, and (2) the symmetry of hydroxyl group orientations from C-2 to C-5. These four types were visualized in a four-part matrix referred to as the \"Kiryu Hexose Matrix.\" This matrix enables the easy and comprehensive identification of the epimeric relationships among aldohexoses and ketohexoses. Furthermore, the matrix can identify hexoses with multiple epimerized hydroxyl groups. This matrix facilitates the derivation of all aldohexose structures based on differences from d- and l-allose, whose C-2 to C-5 hydroxyl groups face right or left, respectively. Ketohexose structures can also be derived. Aldose derivatives with identical functional groups at both ends, such as sugar alcohols, form a synonym pair, which can also be systematically identified using the matrix. Similarly, a corresponding matrix, the \"Kiryu Pentose Matrix,\" can be constructed. By combining Izumoring, a comprehensive diagram of hexose transformations, with the hexose matrix, we were able to incorporate an epimerization-induced model. This model is called the \"Izumori-Kiryu matrix.\" Additionally, we propose a new representation for saccharides using matrices, called the δ/λ-representation. The method easily represents complex saccharide structures with multiple synonyms and comprehensively identifies all synonyms without omission.</p>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"109683"},"PeriodicalIF":2.5,"publicationDate":"2025-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145205617","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Study on the thermal decomposition characteristics of different carbohydrates by TG-FTIR-GC/MS","authors":"Mengying Chen, Hongxiao Yu, Kun Wang, Binbin Yao, Donghai Zhang, Tongxu Cui, Yong Yue, Wenwen Huo, Hongjing Ma, Shihao Song, Shuming Zhang","doi":"10.1016/j.carres.2025.109680","DOIUrl":"10.1016/j.carres.2025.109680","url":null,"abstract":"<div><div>Thermal decomposition of carbohydrates plays a critical role in various technological fields, including biomass energy conversion, thermal food processing, and the synthesis of functional carbon materials. This study investigated the thermal decomposition of carbohydrates at a high heating rate in both inert (N<sub>2</sub>) and oxidative (air) atmospheres. The analysis was performed using thermogravimetric analysis (TGA) coupled with Fourier-transform infrared spectroscopy (FTIR) and gas chromatography-mass spectrometry (GC/MS). This approach enables the simultaneous detection of small-molecule gases and organic volatiles. Each carbohydrate exhibited the same number of pyrolysis stages in both N<sub>2</sub> and air. The temperature corresponding to the maximum mass loss rate observed in air was consistently lower than or equal to that in N<sub>2</sub>. The presence of oxygen promoted pyrolysis reactions, resulting in minimal residual carbon in air. Infrared absorption peaks indicated that the main pyrolysis products of carbohydrates appeared at 400 °C. CO<sub>2</sub> was the dominant gaseous product in both atmospheres, with significantly higher yields in air. Other major small-molecule gases evolved included H<sub>2</sub>O, CO, and CH<sub>4</sub>. GC/MS analysis identified furans, aldehydes, and ketones as the major organic volatiles, with minor amounts of acids, esters, dehydrated carbohydrates, benzene, phenol, and crotonaldehyde. While furfural was the dominant product in N<sub>2</sub>, both furfural and 5-hydroxymethyl furfural were identified as the primary products in air. This research investigated the thermal decomposition behavior and characterized the pyrolysis products from carbohydrates at a high heating rate.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109680"},"PeriodicalIF":2.5,"publicationDate":"2025-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145155688","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Decagram-scale synthesis of fucosyl α-1,2-LacNAc affords aryl glycosides for assay of blood conversion enzymes.","authors":"Hong-Ming Chen, Yuqing Tian, Stephen G Withers","doi":"10.1016/j.carres.2025.109684","DOIUrl":"https://doi.org/10.1016/j.carres.2025.109684","url":null,"abstract":"<p><p>The most common blood type (O) is based upon the H-antigen, which in its most common form (Type II) is fucosyl α-1,2-LacNAc. We here describe a decagram scale synthesis of this key trisaccharide and its conversion to various aryl and alkyl glycosides. These can then be used as substrates for enzymatic elaboration to the A and B antigens for use in plate-based high throughput screens for enzymes to convert blood types. We further demonstrate the use of such substrates in the assay of fucosidases that are active on the H antigen.</p>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"109684"},"PeriodicalIF":2.5,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145198439","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Carla Cristina de Sousa, Amanda Carmelo da Rocha, Larissa Nayhara Soares Santana Falleiros, Eloízio Júlio Ribeiro, Miriam Maria de Resende
{"title":"New insights for the synthesis of galacto-oligosacharides with β-Galactosidase immobilized in silica.","authors":"Carla Cristina de Sousa, Amanda Carmelo da Rocha, Larissa Nayhara Soares Santana Falleiros, Eloízio Júlio Ribeiro, Miriam Maria de Resende","doi":"10.1016/j.carres.2025.109674","DOIUrl":"https://doi.org/10.1016/j.carres.2025.109674","url":null,"abstract":"<p><p>Galacto-oligosaccharides (GOS) are non-digestible and have a prebiotic effect. They stimulate the activity of beneficial bacteria and contribute to intestinal health. They can be synthesized enzymatically, with β-galactosidase being the enzyme that performs transgalactosylation. Enzymes in their free form can interfere with the process, so immobilization methods are used. Covalent bonding is one of these methods and silica has gained prominence as a carrier. Therefore, the synthesis of GOS was evaluated using commercial β-galactosidase produced in its free form and immobilized on silica. Buffer ionic strength and lactose concentrations were assessed. A Factorial Design was proposed to evaluate the influence of initial lactose concentration, agitation, and temperature on the synthesis of GOS. Magnetic and mechanical stirring and fixed-bed reactor configuration were also evaluated in the synthesis of GOS. GOS were produced in high concentrations of lactose (400 g L<sup>-1</sup>), in the shortest time (3 h) for free enzyme and longest for immobilized enzyme (6 h). The effects of the Fractional Factorial Design variables were positive, the most effective influence was stirring, and the highest concentration of GOS was 67.70 g L<sup>-1</sup>. GOS was synthesized with the immobilized enzyme at a concentration of 70.81 g L<sup>-1</sup> when using magnetic stirring and 90.37 g L<sup>-1</sup> with mechanical stirring. GOS concentrations remained at values higher than 30 g L<sup>-1</sup> in experiments in a fixed bed showing that β-Galactosidase immobilized on silica is promising for synthesizing GOS.</p>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"109674"},"PeriodicalIF":2.5,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145205656","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"IgG galactosylation changes in cancer.","authors":"Yumeng Liu, Xiequn Xu, Zejian Zhang","doi":"10.1016/j.carres.2025.109681","DOIUrl":"https://doi.org/10.1016/j.carres.2025.109681","url":null,"abstract":"<p><p>The incidence and mortality rates of cancer continue to rise globally. To facilitate earlier diagnosis and treatment, and thereby improve the survival outcomes for cancer patients, numerous detection methods have been employed into clinical practice. Glycosylation, a common biological regulatory process, plays a key role in both physiological and pathological processes. Glycans are oligosaccharides composed of a variety of monosaccharides, and galactose is an important terminal structure of glycans. Notably, increased agalactosylated IgG is commonly associated with the occurrence and progression of cancers; however, the clinical utility of IgG galactosylation in cancer remains a contentious topic. This review summarizes current evidence on alternations in serum and plasma IgG galactosylation in cancer patients, discusses potential mechanisms underlying these changes, and highlights future use in cancer detection, diagnosis, and prognosis. Overall, IgG galactosylation holds significant promise not only for the diagnosis of malignant tumors but also for distinguishing between benign and malignant tumors, cancer staging and monitoring progression. IgG galactosylation could serve as a complementary parameter to existing cancer markers, thereby contributing to more precise and timely diagnosis and treatment of cancers.</p>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"109681"},"PeriodicalIF":2.5,"publicationDate":"2025-09-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145198396","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}