Journal of Carbohydrate Chemistry最新文献

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Synthesis, structure, and application of new benzyl-functionalized chitosan derivatives and their tripolyphosphate cross-linked nanoparticles as antimicrobial agents 新型苯基功能化壳聚糖衍生物及其三聚磷酸酯交联纳米抗菌剂的合成、结构与应用
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2026-03-24 Epub Date: 2026-02-25 DOI: 10.1080/07328303.2026.2632188
Mohamed E. I. Badawy (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Gehan I. Kh. Marei (Formal analysis Investigation Methodology Validation Visualization Writing – original draft) , Azza G. A. Reyad (Data curation Formal analysis Investigation Methodology Validation Visualization Writing – original draft) , Entsar I. Rabea (Conceptualization Formal analysis Investigation Methodology Resources Validation Visualization Writing – original draft Writing – review & editing) , Mai M. Badr (Data curation Formal analysis Investigation Methodology Resources Validation Visualization Writing – original draft) , Nehad E. M. Taktak (Formal analysis Funding acquisition Investigation Methodology Project administration Validation Visualization Writing – original draft Writing – review & editing)
{"title":"Synthesis, structure, and application of new benzyl-functionalized chitosan derivatives and their tripolyphosphate cross-linked nanoparticles as antimicrobial agents","authors":"Mohamed E. I. Badawy (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Gehan I. Kh. Marei (Formal analysis Investigation Methodology Validation Visualization Writing – original draft) ,&nbsp;Azza G. A. Reyad (Data curation Formal analysis Investigation Methodology Validation Visualization Writing – original draft) ,&nbsp;Entsar I. Rabea (Conceptualization Formal analysis Investigation Methodology Resources Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Mai M. Badr (Data curation Formal analysis Investigation Methodology Resources Validation Visualization Writing – original draft) ,&nbsp;Nehad E. M. Taktak (Formal analysis Funding acquisition Investigation Methodology Project administration Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/07328303.2026.2632188","DOIUrl":"10.1080/07328303.2026.2632188","url":null,"abstract":"<div><div>Five <em>N</em>-benzyl chitosan (NBCh) derivatives were synthesized through a two-step process. In the first step, chitosan (Ch) underwent a Schiff base reaction with various aromatic aldehydes to produce corresponding imines. Subsequently, these Schiff bases were subjected to reductive amination using sodium borohydride, yielding the desired amine products as NBChs. Sodium tripolyphosphate was then ionotropically gelled with Ch and NBChs to form Ch nanoparticles (ChNPs) and <em>N</em>-benzyl chitosan nanoparticles (NBChNPs), respectively. The NBCh derivatives were characterized using <sup>1</sup>H-NMR and FT-IR spectroscopy, while ChNPs and NBChNPs were analyzed by scanning electron microscopy (SEM), particle size analysis, determination of polydispersity index (PDI) and zeta potential, and FT-IR spectroscopy. The products were tested <em>in vitro</em> for antimicrobial activity against <em>Escherichia coli</em>, <em>Staphylococcus aureus</em>, <em>Aspergillus flavus</em>, and <em>Candida albicans</em>. The results exhibited that the nanoparticles were the most active products compared to unmodified Ch and NBChs. This research has led to the development of novel Ch derivatives demonstrating enhanced antimicrobial activity compared to unmodified Ch molecule. These novel nanomaterials show strong potential for applications in biomedical anti-infective coatings, wound healing, food preservation, and agriculture, offering a sustainable strategy to combat microbial pathogens.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"45 1","pages":"Pages 1-24"},"PeriodicalIF":2.2,"publicationDate":"2026-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147555536","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Characterization of an umbelliferose-derived disaccharide–isomelibiose– α-D-Galp-(1→2)-D-Glcp 伞形花衍生二糖- α-D-Galp-(1→2)- d - glcp的表征
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2026-03-24 Epub Date: 2026-03-09 DOI: 10.1080/07328303.2026.2638788
N. P. Yasini (Data curation Investigation Methodology Writing – original draft) , J. R. Manjunatha (Data curation Investigation Methodology Writing – original draft) , Rose Mathew (Investigation Methodology Writing – review & editing) , Harshitha Mahesha (Investigation Methodology Writing – review & editing) , Sachin M. Eligar (Investigation Methodology Writing – review & editing) , B. S. Gnanesh Kumar (Conceptualization Funding acquisition Supervision Writing – review & editing)
{"title":"Characterization of an umbelliferose-derived disaccharide–isomelibiose– α-D-Galp-(1→2)-D-Glcp","authors":"N. P. Yasini (Data curation Investigation Methodology Writing – original draft) ,&nbsp;J. R. Manjunatha (Data curation Investigation Methodology Writing – original draft) ,&nbsp;Rose Mathew (Investigation Methodology Writing – review & editing) ,&nbsp;Harshitha Mahesha (Investigation Methodology Writing – review & editing) ,&nbsp;Sachin M. Eligar (Investigation Methodology Writing – review & editing) ,&nbsp;B. S. Gnanesh Kumar (Conceptualization Funding acquisition Supervision Writing – review & editing)","doi":"10.1080/07328303.2026.2638788","DOIUrl":"10.1080/07328303.2026.2638788","url":null,"abstract":"<div><div>Umbelliferose, α-D-Gal<em>p</em>-(1→2)-α-D-Glc<em>p</em>-(1→2)-β-D-Fru<em>f</em>, is the main trisaccharide present in the plants of <em>Apiaceae</em> family (umbellifers). Umbelliferose can be hydrolyzed to generate a disaccharide–isomelibiose, α-D-Gal<em>p</em>-(1→2)-D-Glc<em>p</em>, which accumulates sometimes in certain parts of these plants. However, till date no attempt has been made to characterize isomelibiose. Herein we have purified umbelliferose from fennel seeds and subjected it to partial acid hydrolysis to produce isomelibiose. 1D and 2D NMR experiments were performed for isomelibiose, along with the parental trisaccharide, revealing unique spectral characteristics. Hydrophilic interaction liquid chromatography (HILIC)-based chromatographic separation coupled with evaporative light scattering detector (ELSD) resulted in distinct elution pattern of umbelliferose and isomelibiose when compared with respective isomeric oligosaccharides. Thus, for the first time, the structural feature of isomelibiose was determined.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"45 1","pages":"Pages 126-140"},"PeriodicalIF":2.2,"publicationDate":"2026-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147555657","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Potential mannose delivery to the mannose receptor of liver by the mannose-binding protein from Agaricus bisporus 双孢蘑菇的甘露糖结合蛋白可能将甘露糖传递到肝脏的甘露糖受体
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2026-03-24 Epub Date: 2026-02-23 DOI: 10.1080/07328303.2026.2632190
Agnes G. Marsius (Formal analysis Investigation) , R. H. Nawawi (Formal analysis Investigation Methodology) , Z. R. Akhwan (Formal analysis Investigation Software Visualization) , R. R. Tjandrawinata (Resources Supervision) , H. Rachmawati (Conceptualization Funding acquisition Project administration Supervision Writing – review & editing) , W. T. Ismaya (Conceptualization Data curation Writing – original draft)
{"title":"Potential mannose delivery to the mannose receptor of liver by the mannose-binding protein from Agaricus bisporus","authors":"Agnes G. Marsius (Formal analysis Investigation) ,&nbsp;R. H. Nawawi (Formal analysis Investigation Methodology) ,&nbsp;Z. R. Akhwan (Formal analysis Investigation Software Visualization) ,&nbsp;R. R. Tjandrawinata (Resources Supervision) ,&nbsp;H. Rachmawati (Conceptualization Funding acquisition Project administration Supervision Writing – review & editing) ,&nbsp;W. T. Ismaya (Conceptualization Data curation Writing – original draft)","doi":"10.1080/07328303.2026.2632190","DOIUrl":"10.1080/07328303.2026.2632190","url":null,"abstract":"<div><div>The mannose-binding protein (MBP) of the mushroom <em>Agaricus bisporus</em> (Abmb) structurally belongs to the Ricin B-like type lectin (RTL) family. Abmb affinity to mannose is uncommon because MBP is usually of Collectin type lectin (CTL); RTL is mostly glucose- and/or galactose-binding proteins. Abmb is absorbable in the intestine and withstands the harsh conditions of gastrointestinal tract; therefore, it could be developed as a drug carrier for oral drug administration. In this instance, a drug molecule or nanoparticle decorated with mannosyl group could be loaded onto Abmb for enhancing its absorption in the body. Here is reported, for the first time, the potential delivery of mannose to the liver by Abmb as suggested by an <em>in vitro</em> observation of the mannose receptor level on the surface of liver cells.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"45 1","pages":"Pages 113-125"},"PeriodicalIF":2.2,"publicationDate":"2026-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147555659","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synergistic design of sustainable plant-based foods: The emerging role of protein–polysaccharide interactions for next-generation food structures 可持续植物性食品的协同设计:蛋白质-多糖相互作用在下一代食品结构中的新兴作用
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2026-03-24 Epub Date: 2026-02-28 DOI: 10.1080/07328303.2026.2631809
Hazem Golshany (Data curation Methodology Writing – original draft Writing – review & editing) , Ibrahim A. Bakry (Methodology Writing – review & editing) , Abdullah S. Seddiek (Writing – review & editing) , Abdelaziz Elbarbary (Writing – review & editing) , Aya Kamal (Writing – review & editing) , Qun Yu (Data curation Writing – review & editing) , Liuping Fan (Conceptualization Supervision Validation Writing – review & editing)
{"title":"Synergistic design of sustainable plant-based foods: The emerging role of protein–polysaccharide interactions for next-generation food structures","authors":"Hazem Golshany (Data curation Methodology Writing – original draft Writing – review & editing) ,&nbsp;Ibrahim A. Bakry (Methodology Writing – review & editing) ,&nbsp;Abdullah S. Seddiek (Writing – review & editing) ,&nbsp;Abdelaziz Elbarbary (Writing – review & editing) ,&nbsp;Aya Kamal (Writing – review & editing) ,&nbsp;Qun Yu (Data curation Writing – review & editing) ,&nbsp;Liuping Fan (Conceptualization Supervision Validation Writing – review & editing)","doi":"10.1080/07328303.2026.2631809","DOIUrl":"10.1080/07328303.2026.2631809","url":null,"abstract":"<div><div>Plant-based foods are essential for sustainable diets but often lack the texture, stability, and nutritional quality of animal-derived products. This review examines the critical role of protein–polysaccharide interactions in overcoming these challenges and enabling the development of next-generation plant-based foods with improved sensory and functionality. Key molecular mechanisms, including electrostatic, hydrophobic, and covalent interactions, govern the formation of complex networks, gels, and emulsions. Advanced technologies like 3D printing and enzymatic crosslinking can create food matrices that mimic animal textures. Food innovation should include unique and regionally appropriate ingredients like duckweed, moringa, sweet potato byproducts, and upcycled agro-industrial waste to match with circular economy concepts and regional agricultural capabilities, according to the evaluation. Life cycle analysis consistently reveals that protein–polysaccharide systems minimize carbon footprint, water usage, and land occupation compared to animal-based diets. Using fiber–protein synergy, these systems improve protein bioavailability, minimize anti-nutritional factors, and boost metabolic health. Technical, legislative, and cultural issues and AI-driven formulation and policy innovation prospects are also covered. Protein–polysaccharide synergy in food design is crucial to sustainable, nutritious, and broadly accepted plant-based food systems that improve planetary and human health.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"45 1","pages":"Pages 25-73"},"PeriodicalIF":2.2,"publicationDate":"2026-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147555660","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of oligosaccharide fragments related to galactomannan from Antrodia cinnamomea and their immunostimulatory activity 肉桂中半乳甘露聚糖相关寡糖片段的合成及其免疫刺激活性
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2026-03-24 Epub Date: 2026-02-24 DOI: 10.1080/07328303.2026.2632786
Han Gao (Data curation Formal analysis Investigation Methodology Writing – original draft) , Shuying Li (Data curation Formal analysis Investigation Methodology Writing – original draft) , Xiaoyu Xu (Formal analysis Investigation Methodology) , Longfei Ren (Data curation Methodology) , Jian Zhang (Data curation Methodology) , Guofeng Gu (Conceptualization Data curation Funding acquisition Project administration Supervision Writing – review & editing)
{"title":"Synthesis of oligosaccharide fragments related to galactomannan from Antrodia cinnamomea and their immunostimulatory activity","authors":"Han Gao (Data curation Formal analysis Investigation Methodology Writing – original draft) ,&nbsp;Shuying Li (Data curation Formal analysis Investigation Methodology Writing – original draft) ,&nbsp;Xiaoyu Xu (Formal analysis Investigation Methodology) ,&nbsp;Longfei Ren (Data curation Methodology) ,&nbsp;Jian Zhang (Data curation Methodology) ,&nbsp;Guofeng Gu (Conceptualization Data curation Funding acquisition Project administration Supervision Writing – review & editing)","doi":"10.1080/07328303.2026.2632786","DOIUrl":"10.1080/07328303.2026.2632786","url":null,"abstract":"<div><div>This study reports the chemical synthesis of a series of structurally defined oligosaccharide derivatives related to the galactomannan polysaccharide of <em>Antrodia cinnamomea</em>, employing a stepwise glycosylation strategy. Structure-immunostimulatory activity relationship studies demonstrated that, within this series of precisely designed and synthesized compounds, those incorporating a continuous trimannose epitope—such as tetrasaccharides <strong>2a</strong>, <strong>2b</strong>, <strong>2e</strong> and trimannoside <strong>3c—</strong>exhibited significant proliferative activity against both the murine monocytic macrophage leukemia RAW264.7 cell and the human monocytic leukemia THP-1 cell. These findings elucidate the structural basis of the active core fragment of <em>A. cinnamomea</em> galactomannan polysaccharide and provide a molecular foundation for the rational design and development of novel immunomodulatory agents.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"45 1","pages":"Pages 74-112"},"PeriodicalIF":2.2,"publicationDate":"2026-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147555658","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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
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
{"title":"Synthesis of SDF-1α-loaded chitosan nanoparticles coated with photosensitizer chlorin e6 for smart near IR light-controlled drug release","authors":"Ganesan Krishnamoorthy ,&nbsp;Hari Sharan Adhikari ,&nbsp;Govindarajan Krishnamoorthy","doi":"10.1080/07328303.2025.2551505","DOIUrl":"10.1080/07328303.2025.2551505","url":null,"abstract":"<div><div>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 (<sup>3</sup>O<sub>2</sub>) was excited into higher energy state singlet oxygen (<sup>1</sup>O<sub>2</sub>) as a result of energy transfer, was determined by the <em>p</em>-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.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"44 7","pages":"Pages 341-360"},"PeriodicalIF":2.2,"publicationDate":"2025-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145464853","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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
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)
{"title":"Chemically modified cellulose: Chemistry, properties, and pharmaceutical applications","authors":"Projesh Saha (Resources Writing – original draft Writing – review & editing) ,&nbsp;Bibhas Pandit (Conceptualization Supervision Writing – original draft Writing – review & editing) ,&nbsp;Papiya Biswas (Resources Writing – original draft)","doi":"10.1080/07328303.2025.2564406","DOIUrl":"10.1080/07328303.2025.2564406","url":null,"abstract":"<div><div>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.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"44 7","pages":"Pages 253-274"},"PeriodicalIF":2.2,"publicationDate":"2025-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145464855","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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
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)
{"title":"Scalable synthesis of 8-iodo-1-naphthoate via photoinduced Suárez halodecarboxylation for the preparation of glycosyl donors","authors":"Mei Chen (Investigation) ,&nbsp;Bangxing Hao (Investigation) ,&nbsp;Liran Yang (Investigation) ,&nbsp;Feiyan Xie (Investigation) ,&nbsp;Panpan Wang (Investigation) ,&nbsp;Peifan Xu (Investigation) ,&nbsp;Jingyang Wei (Investigation) ,&nbsp;Jimin Xu (Investigation) ,&nbsp;Yugen Zhu (Supervision Writing – original draft)","doi":"10.1080/07328303.2025.2552365","DOIUrl":"10.1080/07328303.2025.2552365","url":null,"abstract":"<div><div>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.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"44 7","pages":"Pages 312-340"},"PeriodicalIF":2.2,"publicationDate":"2025-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145464854","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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
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)
{"title":"Photo-assisted four-component one-pot assembly of a branched heptasaccharide derived from Carthamus tinctorius","authors":"Chaoyu Hu (Data curation Formal analysis Funding acquisition Methodology Validation Writing – original draft) ,&nbsp;Ruixue Wu (Data curation Formal analysis Methodology Validation) ,&nbsp;Xiang Ni (Data curation Formal analysis Methodology Validation) ,&nbsp;Wenjing Ma (Formal analysis Validation Writing – review & editing) ,&nbsp;Tianhui Hao (Formal analysis Validation Writing – review & editing) ,&nbsp;Zhuojia Xu (Formal analysis Validation Writing – review & editing) ,&nbsp;Kan Ding (Conceptualization Project administration Supervision Writing – review & editing) ,&nbsp;Tiehai Li (Conceptualization Funding acquisition Investigation Methodology Project administration Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/07328303.2025.2568841","DOIUrl":"10.1080/07328303.2025.2568841","url":null,"abstract":"<div><div>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 <em>o</em>-nitrobenzyl group-protected saccharide building blocks. Upon exposure to ultraviolet radiation, these blocks can generate <em>in situ</em> 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.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"44 7","pages":"Pages 296-311"},"PeriodicalIF":2.2,"publicationDate":"2025-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145464852","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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
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)
{"title":"Fluorogenic probes for assessing endo-β-N-acetylglucosaminidase activity on complex-type N-glycans","authors":"Nozomi Ishii (Conceptualization Data curation Funding acquisition Investigation Methodology Project administration Resources Supervision Validation Writing – original draft Writing – review & editing) ,&nbsp;Kenta Iino (Data curation Investigation Validation Writing – review & editing) ,&nbsp;Yuji Matsuzaki (Project administration Resources Supervision Writing – review & editing) ,&nbsp;Ichiro Matsuo (Conceptualization Funding acquisition Methodology Project administration Resources Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/07328303.2025.2558652","DOIUrl":"10.1080/07328303.2025.2558652","url":null,"abstract":"<div><div>Endo-β-<em>N</em>-acetylglucosaminidases (ENGases) cleave the <em>N</em>-glycan core from glycoproteins and are important tools for structural analysis of glycans. Currently, only a few ENGases can specifically cleave the complex-type <em>N</em>-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 <em>N</em>-glycans. Two chemically synthesized probes, MG2FD (<strong>1</strong>) and MG2D (<strong>2</strong>)—a decasaccharide and a nonasaccharide, respectively—were labeled with an <em>N</em>-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 <strong>2</strong> but not probe <strong>1</strong>; Endo-F3 cleaved only probe <strong>1</strong>; 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.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"44 7","pages":"Pages 275-295"},"PeriodicalIF":2.2,"publicationDate":"2025-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145464857","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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