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Sugar-based emulsifiers: Sustainable molecules with great potential 糖基乳化剂:具有巨大潜力的可持续分子
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-23 DOI: 10.1016/j.carres.2025.109504
Abbas Abdulameer Salman
{"title":"Sugar-based emulsifiers: Sustainable molecules with great potential","authors":"Abbas Abdulameer Salman","doi":"10.1016/j.carres.2025.109504","DOIUrl":"10.1016/j.carres.2025.109504","url":null,"abstract":"<div><div>The demand for foods, cosmetics, personal hygiene products, cleaning products, and pharmaceutical products is increasing globally. These common products are widely used in homes and workplaces. On the other hand, increasing production has raised global warming and environmental issues, necessitating the finding of new sustainable solutions. As a result, industries are attempting to discover new bioactive ingredients from nature as alternatives to synthetic ones. This review covers some of the main categories of natural sugar-based surfactants (sugar derivatives and alkyl polyglucosides) as prospective emulsifiers, their preparation methods, and potential applications. Various production routes for mono- and polysaccharide-based emulsifiers and their advantages for the industry are highlighted. The readers will be able to approach the synthesis of sugar-based emulsifiers and their use in the food, pharmaceutical, personal care, and cosmetic industries. The synthetic methods use natural ingredients to generate emulsifiers with desired biodegradability and ecotoxicology profiles. In this review, we have compiled and described the present synthetic methodologies for sugar-based emulsifiers and their applications in various fields.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109504"},"PeriodicalIF":2.4,"publicationDate":"2025-04-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143877250","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}
引用次数: 0
Structural characterization of a novel fucoidan from Sargassum horneri for anticancer drug delivery 一种用于抗癌药物传递的新型马尾藻褐藻聚糖的结构表征
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-19 DOI: 10.1016/j.carres.2025.109501
Xue Liu , Wen Zhao , Xinyue Gai , Tuoyu Ju , Miansong Zhang , Tingting Cui , Hongfang Du , Airong Jia
{"title":"Structural characterization of a novel fucoidan from Sargassum horneri for anticancer drug delivery","authors":"Xue Liu ,&nbsp;Wen Zhao ,&nbsp;Xinyue Gai ,&nbsp;Tuoyu Ju ,&nbsp;Miansong Zhang ,&nbsp;Tingting Cui ,&nbsp;Hongfang Du ,&nbsp;Airong Jia","doi":"10.1016/j.carres.2025.109501","DOIUrl":"10.1016/j.carres.2025.109501","url":null,"abstract":"<div><div>A fucoidan SHF from <em>Sargassum horneri</em> was obtained. Nanoparticles were prepared using SHF (F) and chitosan (Cs) at F/Cs mass ratios of 1.0/3.0, 1.0/1.5, 1.0/1.0, 1.5/1.0 and 3.0/1.0. The nanoparticles showed a high binding affinity for P-selectin, especially at the ratio of 1.5/1.0. The pH-responsive drug release of doxorubicin (DOX)-loaded nanoparticles was evaluated to select the nanoparticle with low DOX release in blood (pH 7.4) but high release upon entering the endosome/lysosome (pH 4.5–5.5) of cancer cells. Results indicated that the DOX release rate significantly increased at 1.5/1.0 when the medium pH decreased from 7.4 to 5.5. Moreover, DOX-loaded nanoparticles showed improved inhibitory effects against a metastatic breast cancer cell line (MDA-MB-231) compared to free DOX at equivalent concentrations. Therefore, nanoparticles based on SHF achieved efficient delivery of DOX. SHF is an excellent material for the tumor-targeting drug delivery systems. To further understand the structural characteristics of tumor-targeting fucoidan, the fine structure of SHF was analyzed. The main chain of SHF might be cross-linked by →4)-α-<span>l-</span>Fuc<em>p</em>(2,3SO<sub>4</sub>)-(1→ and →3,2)-β-<span>d</span>-Gal<em>p</em>-(1→, with the →4,6)-β-<span>d</span>-Man<em>p</em>-(1 → 3,2)-β-<span>d</span>-Gal<em>p</em>-(1 → 4,6)-β-<span>d</span>-Man<em>p</em>-(1→ fragment interspersed between them. Notably, dual-sulfated fucose residues accounted for a large proportion.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109501"},"PeriodicalIF":2.4,"publicationDate":"2025-04-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143863505","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}
引用次数: 0
Chitosan-gallic acid conjugate with enhanced functional properties and synergistic wound healing effect 壳聚糖-没食子酸缀合物具有增强的功能特性和协同伤口愈合效果
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-18 DOI: 10.1016/j.carres.2025.109496
Katsiaryna Khainskaya , Kseniya Hileuskaya , Viktoryia Nikalaichuk , Alena Ladutska , Oliy Akhmedov , Nadjiye Abrekova , Lijun You , Ping Shao , Munkhjargal Odonchimeg
{"title":"Chitosan-gallic acid conjugate with enhanced functional properties and synergistic wound healing effect","authors":"Katsiaryna Khainskaya ,&nbsp;Kseniya Hileuskaya ,&nbsp;Viktoryia Nikalaichuk ,&nbsp;Alena Ladutska ,&nbsp;Oliy Akhmedov ,&nbsp;Nadjiye Abrekova ,&nbsp;Lijun You ,&nbsp;Ping Shao ,&nbsp;Munkhjargal Odonchimeg","doi":"10.1016/j.carres.2025.109496","DOIUrl":"10.1016/j.carres.2025.109496","url":null,"abstract":"<div><div>Chitosan-gallic acid conjugates were synthesized by carbodiimide method and characterized by physicochemical methods (UV–vis, FTIR, <sup>1</sup>H NMR, TGA). The FTIR and NMR assays confirmed that the chemical interaction occurred solely due to the formation of an amide bond. It was established that by varying the ratio of the components during synthesis it is possible to obtain conjugates with desired conjugation ratio, grafting efficiency and gallic acid content up to 8.09 ± 1.72 %, 70.51 ± 9.45 % and 79.9 ± 2.4 μg gallic acid/mg chitosan, respectively. Chitosan-gallic acid conjugate with a 5 % conjugation ratio demonstrated excellent antioxidant properties: the IC50 value for ABTS radical scavenging activity was 0.0073 ± 0.0001 mg/mL. <em>In vitro</em> tests showed that conjugation of chitosan with gallic acid provided the antiglycemic activity of the material and its good biocompatibility. A low level of cytotoxicity was recorded in the HaCaT cell line model (IC50 was 1030.4 μg/mL). The received eco-friendly chitosan-gallic acid conjugate effectively inhibited the growth of thermophilic spore-forming bacteria <em>G. thermodenitrificans</em> and the resistant to classical antibiotics strain <em>A. palidus</em>. The results of an <em>in vivo</em> comparative analysis showed that chitosan-gallic acid conjugate had excellent wound healing properties due to the synergism of the polysaccharide and the natural antioxidant.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109496"},"PeriodicalIF":2.4,"publicationDate":"2025-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143855092","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}
引用次数: 0
Microwave-assisted extraction of glycosaminoglycan-like polysaccharides from Rhizostoma pulmo jellyfish 微波辅助提取海蜇中糖胺聚糖样多糖
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-18 DOI: 10.1016/j.carres.2025.109500
Noemi Scacciati , Chiara Migone , Francesca Caricchio , Angela Fabiano , Marinella De Leo , Alessandra Braca , Ylenia Zambito , Anna Maria Piras
{"title":"Microwave-assisted extraction of glycosaminoglycan-like polysaccharides from Rhizostoma pulmo jellyfish","authors":"Noemi Scacciati ,&nbsp;Chiara Migone ,&nbsp;Francesca Caricchio ,&nbsp;Angela Fabiano ,&nbsp;Marinella De Leo ,&nbsp;Alessandra Braca ,&nbsp;Ylenia Zambito ,&nbsp;Anna Maria Piras","doi":"10.1016/j.carres.2025.109500","DOIUrl":"10.1016/j.carres.2025.109500","url":null,"abstract":"<div><div>Climate change has led to increased jellyfish blooms in the Mediterranean Sea, significantly impacting coastal economies such as tourism and fishing. Polysaccharides from the jellyfish species <em>Rhizostoma pulmo</em> (JSP) have emerged as promising biomaterial for pharmaceutical applications. Previous research demonstrated the potential of these glycosaminoglycan-like structure polysaccharides, extracted via hot-water extraction, for wound healing. This study aims to describe a more eco-friendly and rapid microwave-assisted extraction (MAE) process for JSPs, while preserving their glycosaminoglycan features. Two dehydration methods - freeze-thawing and ethanol incubation - and two MAE conditions (140 °C for 10 min or 120 °C for 30 min) were evaluated. The samples were purified to obtain two polysaccharide fractions: one neutral and another negatively charged. Physical, chemical and biological properties were assessed, and the selected method was applied under scaled-up conditions. The results indicate that MAE is applicable for the extraction of JSPs, it does not significantly alter the chemical characteristics of polysaccharides while increasing the extraction yield of 3.4 times. Moreover, the RP-JSP displays optimal biocompatibility and antioxidant activity for future biomedical applications.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109500"},"PeriodicalIF":2.4,"publicationDate":"2025-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143870744","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}
引用次数: 0
Accessible 6-O mono-detrimethylsilylation at per-O-TMS asymmetric disaccharides and their derivatization 不对称双糖的6-O单去三甲基硅基化及其衍生化
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-17 DOI: 10.1016/j.carres.2025.109493
Yangchen Mao , Tianyu Zhang , Yanli Cui , Yang Zhou , Yongmin Zhang
{"title":"Accessible 6-O mono-detrimethylsilylation at per-O-TMS asymmetric disaccharides and their derivatization","authors":"Yangchen Mao ,&nbsp;Tianyu Zhang ,&nbsp;Yanli Cui ,&nbsp;Yang Zhou ,&nbsp;Yongmin Zhang","doi":"10.1016/j.carres.2025.109493","DOIUrl":"10.1016/j.carres.2025.109493","url":null,"abstract":"<div><div>Efficient mono-detrimethylsilylation at C-6 position of per-<em>O</em>-trimethylsilylated protected asymmetric disaccharides was achieved by an inexpensive reagent, ammonium acetate, at room temperature. The newly formed free hydroxyl at the non-reducing end of the product, 2, 3, 4, 2′, 3′, 4′, 6′-heptakis-<em>O</em>-(trimethylsilyl)-<span>d</span>-lactose (<strong>2a</strong>), was coupled with azido, acetyl groups, and the modified intermediates represented potential precursors for the corresponding primary asymmetric modification of disaccharides. To broaden the usefulness of TMS-intermediates, the glycosylation and esterification occurred on the mono hydroxyl group of <strong>2a</strong> simultaneously. Meaningfully trisaccharide derivative <strong>7a</strong> was also obtained by utilizing the key intermediate <strong>2a</strong>.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109493"},"PeriodicalIF":2.4,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143859291","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}
引用次数: 0
Study on the dissolution behavior of different celluloses in quaternary ammonium base/imidazole compound solvent system 不同纤维素在季铵盐/咪唑复合溶剂体系中的溶解行为研究
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-17 DOI: 10.1016/j.carres.2025.109498
Xiaoying Zhao , Miaoqing Liu , Haopeng Zhang , Lifeng Zhang , Jianjun Lu
{"title":"Study on the dissolution behavior of different celluloses in quaternary ammonium base/imidazole compound solvent system","authors":"Xiaoying Zhao ,&nbsp;Miaoqing Liu ,&nbsp;Haopeng Zhang ,&nbsp;Lifeng Zhang ,&nbsp;Jianjun Lu","doi":"10.1016/j.carres.2025.109498","DOIUrl":"10.1016/j.carres.2025.109498","url":null,"abstract":"<div><div>In this study, tetraethylammonium hydroxide solution and imidazole compounds (1-methylimidazole, 1-ethylimidazole, 1-propylimidazole) were used to develop a new green solvent system with high solubility, wide solubility range and fast dissolution rate. This system dissolved up to 18 wt% microcrystalline cellulose (DP = 171), and the solubility reached 15 wt% even at room temperature. At the same time, this solvent system exhibited strong solubility for cellulose with different degrees of polymerization, and dissolved 16 wt% cotton pulp cellulose (DP = 527) and 14 wt% hemp cellulose (DP = 2146), with significantly improved solubility. The dissolution behavior of cellulose in a quaternary ammonium/imidazole solvent system was studied using XRD, FT-IR, TG, NMR and other characterization techniques. The results showed that imidazole compounds reduced the crystallinity of cellulose, weakened the inter-sheet bonding and van der Waals force of cellulose without destroying hydrogen bonds, and promoted the encapsulation of water molecules and quaternary ammonium cations, making the OH<sup>−</sup> dispersion more uniform, thereby improving the ability of quaternary ammonium solution to dissolve cellulose. In the non-derivative quaternary ammonium base/imidazole compounded solvent system, there was no chemical reaction between the solvents, and the cellulose structure did not change before and after dissolution. This system did not significantly degrade cellulose with a low degree of polymerization. However, since high temperature conditions were required for dissolution, the DP of cellulose with a higher DP decreases significantly.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109498"},"PeriodicalIF":2.4,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143850792","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}
引用次数: 0
The K95 capsular polysaccharide produced by Acinetobacter baumannii isolate MAR18-2212 includes a rarely encountered 3-acetamido-3,6-dideoxy-D-glucose (D-Qui3NAc) sugar 鲍曼不动杆菌分离物MAR18-2212产生的K95荚膜多糖含有一种罕见的3-乙酰氨基-3,6-二脱氧-d -葡萄糖(D-Qui3NAc)糖
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-17 DOI: 10.1016/j.carres.2025.109499
Nikolay P. Arbatsky , Alexander S. Shashkov , Nowshin S. Sharar , Fiona J. Baird , Mikhail M. Shneider , Anna M. Shpirt , Andrei V. Perepelov , Andrei S. Dmitrenok , Yulia V. Mikhailova , Andrey A. Shelenkov , Anastasiya V. Popova , Johanna J. Kenyon , Yuriy A. Knirel
{"title":"The K95 capsular polysaccharide produced by Acinetobacter baumannii isolate MAR18-2212 includes a rarely encountered 3-acetamido-3,6-dideoxy-D-glucose (D-Qui3NAc) sugar","authors":"Nikolay P. Arbatsky ,&nbsp;Alexander S. Shashkov ,&nbsp;Nowshin S. Sharar ,&nbsp;Fiona J. Baird ,&nbsp;Mikhail M. Shneider ,&nbsp;Anna M. Shpirt ,&nbsp;Andrei V. Perepelov ,&nbsp;Andrei S. Dmitrenok ,&nbsp;Yulia V. Mikhailova ,&nbsp;Andrey A. Shelenkov ,&nbsp;Anastasiya V. Popova ,&nbsp;Johanna J. Kenyon ,&nbsp;Yuriy A. Knirel","doi":"10.1016/j.carres.2025.109499","DOIUrl":"10.1016/j.carres.2025.109499","url":null,"abstract":"<div><div>The whole genome sequence from <em>Acinetobacter baumannii</em> MAR18-2212, an isolate recovered in 2018 from a human respiratory tract specimen in Russia, was obtained and found to carry KL95 at the capsular polysaccharide (CPS) biosynthesis K locus. KL95 includes a module of four genes (<em>rmlB-rmlA-qdtE-qdtB</em>) predicting synthesis of 3-acetamido-3,6-dideoxy-<span>d</span>-glucose (<span>d</span>-Qui<em>p</em>3NAc). The structure of the K95 CPS isolated from MAR18-2212 was established using <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, including two-dimensional <sup>1</sup>Н,<sup>1</sup>Н COSY, <sup>1</sup>Н,<sup>1</sup>Н TOCSY, <sup>1</sup>Н,<sup>1</sup>Н ROESY, <sup>1</sup>Н,<sup>13</sup>C HSQC, and <sup>1</sup>Н,<sup>13</sup>C HMBC experiments, and was confirmed by Smith degradation. K95 is composed of branched hexasaccharide K-units containing three <span>d</span>-Gal<em>p</em>NAc residues, two <span>d</span>-Gal<em>p</em> residues and one residue of <span>d</span>-Qui<em>p</em>3NAc. Assignment of the enzymes encoded by KL95 established the role of <em>rmlB-rmlA-qdtE-qdtB</em> in the synthesis of <span>d</span>-Qui<em>p</em>3NAc. Five encoded glycosyltransferases and the Wzy polymerase were also assigned to the glycosidic linkages in K95.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109499"},"PeriodicalIF":2.4,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143870745","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}
引用次数: 0
Total synthesis of the trisaccharide repeating unit of the O-polysaccharide of Pragia fontium 97U124 Pragia fontium 97U124 o -多糖三糖重复单元的全合成
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-17 DOI: 10.1016/j.carres.2025.109494
Balasaheb K. Ghotekar, Suvarn S. Kulkarni
{"title":"Total synthesis of the trisaccharide repeating unit of the O-polysaccharide of Pragia fontium 97U124","authors":"Balasaheb K. Ghotekar,&nbsp;Suvarn S. Kulkarni","doi":"10.1016/j.carres.2025.109494","DOIUrl":"10.1016/j.carres.2025.109494","url":null,"abstract":"<div><div>Herein, we report the first total synthesis of a densely functionalized trisaccharide repeating unit of <em>Pragia fontium</em> 97U124. The presence of rare deoxy amino sugars namely C4–<em>N</em>-glyceroyl-<span>d</span>-bacillosamine and <span>l</span>-fucosamine, two consecutive 1,2-<em>cis</em> linkages, five nitrogen dispensed over three rings and orthogonal functionality of amines makes the trisaccharide synthesis a challenging task. The total synthesis of target molecule was completed via a longest linear sequence of 22 steps in 5.1 % overall yield starting from <span>d</span>-mannose.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109494"},"PeriodicalIF":2.4,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143859290","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}
引用次数: 0
Synthesis of a fluorescent analog for exploring the functions of the bacterial glycopyrophospholipid MPIase 荧光模拟物的合成用于探索细菌甘酰磷脂MPIase的功能
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-10 DOI: 10.1016/j.carres.2025.109483
Tsukiho Osawa , Kaoru Nomura , Keiko Shimamoto , Kohki Fujikawa
{"title":"Synthesis of a fluorescent analog for exploring the functions of the bacterial glycopyrophospholipid MPIase","authors":"Tsukiho Osawa ,&nbsp;Kaoru Nomura ,&nbsp;Keiko Shimamoto ,&nbsp;Kohki Fujikawa","doi":"10.1016/j.carres.2025.109483","DOIUrl":"10.1016/j.carres.2025.109483","url":null,"abstract":"<div><div>Recent studies have revealed that a glycolipid known as membrane protein integrase (MPIase) plays critical roles in the membrane protein integration and membrane permeabilization in <em>Escherichia coli</em> inner membranes. MPIase constitutes approximately 0.5 % of the inner membrane and is composed of a long glycan, a pyrophosphate linker, and a lipid anchor. However, its low abundance and structural heterogeneity have presented significant challenges in elucidating its mechanisms of action in membrane protein integration and permeabilization. To address these limitations, we have synthesized structurally defined MPIase analogs that retain membrane protein integration activity and uncovered aspects of its mechanism of action. In this study, we have developed a synthetic method for fluorescently labeled MPIase analogs, enabling dynamic studies of MPIase and its interactions with membrane proteins. By exploring various strategies for incorporating amino linkers into the previously synthesized MPIase intermediates, we successfully introduced a fluorescent group into the minimal active structure of MPIase for the first time. This approach provides a versatile platform for synthesizing fluorescent or photoreactive MPIase analogs, offering a powerful tool to advance understanding the functions and roles of MPIase in membrane biology.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109483"},"PeriodicalIF":2.4,"publicationDate":"2025-04-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143850812","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}
引用次数: 0
Chemical synthesis of conjugation-ready tetrasaccharide repeating unit of Escherichia coli O50 O-antigen 大肠杆菌 O50 O 型抗原可连接的四糖重复单元的化学合成
IF 2.4 3区 化学
Carbohydrate Research Pub Date : 2025-04-10 DOI: 10.1016/j.carres.2025.109485
Sunil K. Yadav, Somnath Yadav
{"title":"Chemical synthesis of conjugation-ready tetrasaccharide repeating unit of Escherichia coli O50 O-antigen","authors":"Sunil K. Yadav,&nbsp;Somnath Yadav","doi":"10.1016/j.carres.2025.109485","DOIUrl":"10.1016/j.carres.2025.109485","url":null,"abstract":"<div><div><em>Escherichia coli</em> is a rod-shaped Gram-negative bacterium notorious for provoking diverse human infections. In this study, we report the first total synthesis of tetrasaccharide repeating unit of the cell wall of Gram-negative bacteria <em>Escherichia coli</em> O50 augmented with aminoethyl linker, employing both linear [1+1+1+1] and one-pot [1+1+2] approaches, and later one providing the better yield. As an aminoethyl linker, it can be further utilized for biological purposes; the challenging cis (1 → 4)-β-glycosidic linkage between <span>l</span>-rhamnose and <span>d</span>-glucosamine is addressed here with high stereo control.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"553 ","pages":"Article 109485"},"PeriodicalIF":2.4,"publicationDate":"2025-04-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143824157","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}
引用次数: 0
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