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}
{"title":"1H NMR studies of molecular interaction of d-glucosamine and N-acetyl-D-glucosamine with curcumin and caffeic acid phenethyl ester in DMSO","authors":"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","doi":"10.1016/j.carres.2025.109704","DOIUrl":"10.1016/j.carres.2025.109704","url":null,"abstract":"<div><div>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, <span>d</span>-glucosamine (Gn) and <em>N</em>-acetyl-<span>d</span>-glucosamine (AGn), and the target substances CUR and CAPE through <sup>1</sup>H NMR titration in dimethyl sulfoxide (DMSO‑<em>d</em><sub>6</sub>). The observed changes in chemical shifts indicated that Gn cation (GnH<sup>+</sup>) 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<sup>+</sup> (Gn<sub>z</sub>) in DMSO. Least-squares analyses concluded that molecular complex represented as Ph·Gn<sub><em>z</em></sub> <em>(z</em> = 3 or 4) is formed through a reaction between a Gn<sub><em>z</em></sub> aggregate and a Ph molecule. The formation constant, <em>K</em> = [Ph·Gn<sub><em>z</em></sub>]/[Ph][Gn<sub><em>z</em></sub>], falls within the range of 50–300 M<sup>−1</sup>. The complex is stabilized by intermolecular interactions at multiple sites within the glucosamine aggregate Gn<sub><em>z</em></sub>, 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.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109704"},"PeriodicalIF":2.5,"publicationDate":"2025-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145328403","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}
Ziyun Li , Shuai Yang , Menghua Hou , Sitong Wang , Jiaying Liu , Zhichao He , Zijian Song , Yingchun Li
{"title":"Azobenzene-modified chitosan composites harnessing high-efficiency photosensitive shape memory behaviors","authors":"Ziyun Li , Shuai Yang , Menghua Hou , Sitong Wang , Jiaying Liu , Zhichao He , Zijian Song , Yingchun Li","doi":"10.1016/j.carres.2025.109705","DOIUrl":"10.1016/j.carres.2025.109705","url":null,"abstract":"<div><div>Chitosan-based shape memory polymers (SMPs) represent a promising class of smart materials for biomedical and packaging applications, yet their development is often limited by the reliance on solutions and thermal stimuli. To enable remote and precise control, this study focuses on developing photosensitive SMPs by conferring light responsiveness to chitosan. Azobenzene-modified chitosan (CSM) was synthesized via a three-step process involving maleic anhydride modification of chitosan followed by free radical grafting with 4-acryloyloxyazobenzene. Composite films (CSMCFs) were then prepared by blending the CSM with poly(vinyl alcohol) (PVA) at varying mass ratios. The chemical structures of the intermediates and the final composite were confirmed by <sup>1</sup>H NMR and FTIR spectroscopy. The incorporation of azobenzene groups was verified by UV–vis spectroscopy, and the thermal properties were assessed by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). The photosensitive shape memory behavior was quantitatively evaluated by measuring the shape fixation rate (R<sub>f</sub>) and shape recovery rate (R<sub>r</sub>) under 365 nm UV light irradiation. The optimal composites (CSMCF-3), with a CSM/PVA ratio of 3/7 and 0.5 % azobenzene derivative, exhibited a high shape fixation rate of 97.2 % and an exceptional shape recovery rate of 93.3 % within 300 s. These results demonstrate the high potential of these composite films for applications in smart packaging and biomedical devices where remote, light-triggered actuation is desired.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109705"},"PeriodicalIF":2.5,"publicationDate":"2025-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145318186","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":"Corrigendum to\"Kiryu hexose and pentose matrix: A comprehensive model of epimers, structures, and C-1/C-6 inversion products for hexoses and pentoses\" [Carbohydr. Res. (2025) 109683].","authors":"Takaaki Kiryu, Hiroaki Tatsuoka, Motohiro Shizuma","doi":"10.1016/j.carres.2025.109702","DOIUrl":"https://doi.org/10.1016/j.carres.2025.109702","url":null,"abstract":"","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":" ","pages":"109702"},"PeriodicalIF":2.5,"publicationDate":"2025-10-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145279009","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":"A new UDP-glycosyltransferase for rare ginsenoside biosynthesis from Gynostemma pentaphyllum (Thunb.)","authors":"Qiaoxiang Wu , Yangyang Chen , Mingxing Ye , Yuanping Chen , Xiaoxuan Yuan , Xiaofen Liu , Zehao Huang , Shaohua Xu , Wei Xu , Hua Li , Yaqian Feng","doi":"10.1016/j.carres.2025.109703","DOIUrl":"10.1016/j.carres.2025.109703","url":null,"abstract":"<div><div>Heterologous biosynthesis of ginsenosides, which possess remarkable therapeutic potential as drug candidates, is currently a research hotspot. The insufficient mining of UDP-glycosyltransferases (UGTs), which are key downstream enzymes in their biosynthetic pathway, limits the variety and yield of ginsenosides that can be bio-produced. As the only medicinal plant outside the Araliaceae family currently discovered to contain ginsenosides, the enzymes involved in ginsenoside synthesis in the Cucurbitaceae plant <em>Gynostemma pentaphyllum</em> (Thunb.) have great development value. In this study, a new glycosyltransferase was mined from <em>G. pentaphyllum</em> and was classified into the UGT74 family based on sequence homology, named GpUGT74A1. GpUGT74A1 exhibits relatively low sequence homology compared to other UGTs that have been reported. Although GpUGT74A1 was almost entirely insoluble when cloned and expressed in <em>Escherichia coli</em>, its soluble expression was successfully achieved by fusion with the MBP solubility tag. <em>In vitro</em> enzyme activity experiments found that it could catalyze the C-20 glycosylation of ginsenosides PPD, PPT, and Rh<sub>2</sub> to produce ginsenosides CK, F<sub>1</sub>, and F<sub>2</sub>, respectively. This study further enriched the sequence of plant-derived glycosyltransferase genes and provided new candidate elements for the heterologous synthesis of rare ginsenosides.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109703"},"PeriodicalIF":2.5,"publicationDate":"2025-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145278993","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":"Dedicated issue of 'Carbohydrate Research' as part of celebration of 90<sup>th</sup> birth anniversary of Prof. (em.) Dr. Richard R. Schmidt.","authors":"Vinod K Tiwari","doi":"10.1016/j.carres.2025.109701","DOIUrl":"https://doi.org/10.1016/j.carres.2025.109701","url":null,"abstract":"","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":" ","pages":"109701"},"PeriodicalIF":2.5,"publicationDate":"2025-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145273845","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}
Olexandr I. Guzyr , Lyudmyla M. Potikha , Svitlana V. Shishkina , Volodymyr N. Fetyukhin , Yuriy G. Shermolovich , Julia P. Bas , Irina B. Kulyk , Polina Yu. Zaremba , Svitlana D. Zahorodnia
{"title":"Synthesis, structure, and antiviral activity 4(6)-β-d-glucopyranosylamino-2-R-1,3-benzothiazoles","authors":"Olexandr I. Guzyr , Lyudmyla M. Potikha , Svitlana V. Shishkina , Volodymyr N. Fetyukhin , Yuriy G. Shermolovich , Julia P. Bas , Irina B. Kulyk , Polina Yu. Zaremba , Svitlana D. Zahorodnia","doi":"10.1016/j.carres.2025.109700","DOIUrl":"10.1016/j.carres.2025.109700","url":null,"abstract":"<div><div>A one-step stereoselective synthesis of <em>β</em>-<em>N</em>-benzothiazolyl glycosides was developed by glycosylation of amino-2-pentafluorosulfanyl-1,3-benzothiazole and amino-2-trifluoromethyl-1,3-benzothiazole derivatives using unprotected <span>d</span>-glucose in ethanol solution. The structure of <em>β</em>-<em>N</em>-glycosides was confirmed by X-ray crystallography. Starting 4- and 6-amino substituted benzothiazoles bearing pentafluorosufanyl and trifluoromethyl groups were prepared from the corresponding nitro derivatives by the reduction with iron in NH<sub>4</sub>Cl/H<sub>2</sub>O media. The pKa values of the new aminobenzothiazoles were determined by potentiometric acid-base titration. Cytotoxicity in MDCK and Wish cell cultures was determined to evaluate the biological activity of the new compounds, and the antiviral activity against influenza virus type A (H1N1) was investigated. It was shown that 4-<em>β</em>-d-glucopyranosylamino-2-(trifluoromethyl)-1,3-benzothiazole shoved the ability to inhibit virus reproduction in cells.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109700"},"PeriodicalIF":2.5,"publicationDate":"2025-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145285661","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":"Plant-based biodegradable and biocompatible polymers for tissue engineering applications","authors":"Aditya Teja Guduru, Subramanian Sankaranarayanan, Dhiraj Bhatia","doi":"10.1016/j.carres.2025.109699","DOIUrl":"10.1016/j.carres.2025.109699","url":null,"abstract":"<div><div>Tissue engineering has emerged as a potential area in regenerative medicine, leveraging biodegradable and biocompatible polymers to fabricate scaffolds for cell growth and tissue regeneration. Among biomaterials, plant-based polymers have garnered significant attention due to their sustainability, biocompatibility, and suitable mechanical properties. This review emphasises the innovative modifications in natural polymers such as fungal chitosan, nanocellulose composites, and hybrid plant-synthetic scaffolds-that address longstanding challenges in mechanical stability, degradation control, and bioactivity. By systematically comparing polysaccharides (e.g., cellulose, alginate) and proteins (soy, zein) across bone, cartilage, and wound healing applications, we identify structure-function relationships that enable tailored scaffold design. Finally, this review critically evaluates recent advances in plant-based polymers for tissue engineering, highlighting innovative modifications and unresolved challenges providing actionable strategies to advance plant derived biomaterials towards clinical transition.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109699"},"PeriodicalIF":2.5,"publicationDate":"2025-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145291210","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}
Neil P.J. Price , Karl E. Vermillion , Michael A. Jackson
{"title":"A simplified NMR-based method to assign the absolute configuration of aldose monosaccharides","authors":"Neil P.J. Price , Karl E. Vermillion , Michael A. Jackson","doi":"10.1016/j.carres.2025.109696","DOIUrl":"10.1016/j.carres.2025.109696","url":null,"abstract":"<div><div>A straightforward, aqueous-based procedure is described to determine the absolute configuration of aldose monosaccharides, a critical task in carbohydrate analysis. This approach leverages the reaction of aldose monosaccharide enantiomers with L-cysteine, a readily-available chiral amino acid, to form cyclic thiazolidine diastereomers. These derivatives can be analyzed using Heteronuclear Single Quantum Coherence (HSQC) NMR spectroscopy, specifically looking at the H-1 – C-1 proton-carbon single bond correlations. This NMR technique provides the necessary data to determine the absolute configuration of the parent monosaccharide. Several monosaccharide D-/L-enantiomeric pairs are analyzed as examples, and the technique is utilized to determine the compositional stereochemistry of complex polysaccharides (gellan and xanthan gums). We have also established the previously unknown stereochemistry of the arabinosyl residues found in frost grape polysaccharide (FGP) isolated from vines of the grape species, <em>Vitis riparia</em> Michx. The generalized method described is anticipated to be valuable to analytical carbohydrate chemists for the facile assignment of carbohydrate stereochemistry.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109696"},"PeriodicalIF":2.5,"publicationDate":"2025-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145312488","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":"Autoclave extraction applied to residual mushroom biomass: An efficient method for high-yield polysaccharide recovery","authors":"Matheus Zavadinack , Hellen Abreu , Dib Mady Diniz Gomes , Shayane da Silva Milhorini , Fhernanda Ribeiro Smiderle , Lucimara M.C. Cordeiro , Marcello Iacomini","doi":"10.1016/j.carres.2025.109698","DOIUrl":"10.1016/j.carres.2025.109698","url":null,"abstract":"<div><div>Mushroom-derived polysaccharides, particularly β-D-glucans, are valued for their biological activities and broad biotechnological applications. Although several conventional extraction methods have been established (cold-water, hot-water, and alkaline), the biomass that remains after exhaustive treatments is often discarded, despite its potential to retain valuable compounds. In this study, we evaluated whether residual laboratory materials from <em>Pleurotus pulmonarius</em>, <em>Pholiota nameko</em>, and <em>Amanita muscaria</em> still contain extractable polysaccharides by applying sequential autoclave extractions under aqueous, 5 % KOH, and 20 % KOH conditions. The extracts were precipitated with ethanol, quantified, and characterized by NMR, GC-MS, HPSEC-RI, and by total sugar and protein determinations<strong>.</strong> Significant yields were obtained, particularly with 5 % KOH, which produced up to 31.1 % in a single step, albeit with considerable protein content. Across extraction steps, a progressive decrease in molecular weight was observed, and monosaccharide analysis revealed that the extracts were composed predominantly of glucose. Structural characterization confirmed a predominance of β-D-glucans with (1→3)- and (1→6)-linkages, together with α-D-glucans with (1→3)- and (1→4)-linkages, as well as galactans and mannans. Overall, these findings demonstrate that autoclave extraction is a simple, efficient, and scalable approach to recover structurally diverse polysaccharides from mushroom residues, thereby enhancing resource utilization and opening new opportunities for fungal biomass valorization.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"558 ","pages":"Article 109698"},"PeriodicalIF":2.5,"publicationDate":"2025-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145291218","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}