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Journal of Carbohydrate Chemistry最新文献

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IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-11-22 DOI: 10.1080/07328303.2021.2030897
Q. Wan
{"title":"Forewords","authors":"Q. Wan","doi":"10.1080/07328303.2021.2030897","DOIUrl":"https://doi.org/10.1080/07328303.2021.2030897","url":null,"abstract":"","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 1","pages":"(v) - (vi)"},"PeriodicalIF":1.0,"publicationDate":"2021-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42028670","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
Recent advances in the synthesis of thiosugars using glycal donors 利用糖供体合成硫代糖的最新进展
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-11-22 DOI: 10.1080/07328303.2022.2027433
Tao Xiong , Rui Xie , Cai Huang , Xin Lan , Nianyu Huang , Hui Yao
{"title":"Recent advances in the synthesis of thiosugars using glycal donors","authors":"Tao Xiong ,&nbsp;Rui Xie ,&nbsp;Cai Huang ,&nbsp;Xin Lan ,&nbsp;Nianyu Huang ,&nbsp;Hui Yao","doi":"10.1080/07328303.2022.2027433","DOIUrl":"10.1080/07328303.2022.2027433","url":null,"abstract":"<div><p>Thiosugars are not only playing important roles in saccharide synthesis but also occur widely in pharmaceutical agents, natural products and <em>S</em>-glycopeptides/proteins, and possess critical biological activities. Many methods have been developed for the syntheses of thiosugars, but most of them adopted saturated-glycosyl donors to give 1-thiosugars only. With the development of olefin-chemistry and transition metal catalysis, numerous protocols of thiosugar synthesis were developed with 1,2-unsaturated-glycosyl donors (glycals) giving different stereoselectivity and regioselectivity. In this review, we have summarized the synthetic methods of thiosugars using glycal donors based on promoters/catalysts, including main-group, transition metal, rare-earth and solid-supported catalysts.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 7","pages":"Pages 401-439"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41999017","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: 3
Efficient synthesis of monophosphoryl lipid A mimetic RC-529 单磷酰脂A模拟物RC-529的高效合成
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-11-22 DOI: 10.1080/07328303.2021.2016793
Chengkai Zhou , Zhuojia Xu , Gen Li , Qi Gao , Qiang Sui , Tiehai Li
{"title":"Efficient synthesis of monophosphoryl lipid A mimetic RC-529","authors":"Chengkai Zhou ,&nbsp;Zhuojia Xu ,&nbsp;Gen Li ,&nbsp;Qi Gao ,&nbsp;Qiang Sui ,&nbsp;Tiehai Li","doi":"10.1080/07328303.2021.2016793","DOIUrl":"10.1080/07328303.2021.2016793","url":null,"abstract":"<div><p>An efficient approach for the facile synthesis of a potent vaccine adjuvant RC-529 is described. The synthetic strategy relies on the flexible use of orthogonal protecting groups, which makes it possible to accomplish selective phosphorylation, glycosylation and acylation, respectively. In addition, the use of readily cleaved 2-naphthylmethyl (Nap) ether and allyl esters as permanent protecting groups greatly facilitates the final global deprotection steps to obtain pure RC-529. This work will contribute to the synthesis of lipid A and its derivatives.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 7","pages":"Pages 501-517"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43582800","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
Comparative study of binding abilities of Siglec-7 to different ligands using molecular modeling techniques and structural analysis Siglec-7与不同配体结合能力的分子模拟和结构分析比较研究
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-07-21 DOI: 10.1080/07328303.2021.1954656
Madhumita Dandopath Patra
{"title":"Comparative study of binding abilities of Siglec-7 to different ligands using molecular modeling techniques and structural analysis","authors":"Madhumita Dandopath Patra","doi":"10.1080/07328303.2021.1954656","DOIUrl":"10.1080/07328303.2021.1954656","url":null,"abstract":"<div><p>Sialic acid binding Ig-like lectins (siglecs) are type I membrane proteins characterized by their sequence similarity and ability to bind sialic acid moieties in glycoproteins and glycolipids. Siglecs can regulate the functions of cells in the innate and adaptive immune systems and promote cell–cell interactions through glycan recognition. Siglec-7, a member of the siglec family, is expressed on NK cells and displays unique ligand binding properties different from the other member of the Siglec family. Siglec-7 prefers α(2,8)-disialyl group and branched α(2,6)-sialyl group containing ligands. In this paper, complexes of Siglec-7 in solution with α(2,8)-disialyl group containing ligand GD3, branched α(2,6)-sialyl group containing ligand LSTb and α(2,6)-sialyl group containing ligand LSTc have been modeled based on the crystal structure of Siglec7-DSLc4[α(2,3)/α(2,6)-disialyl lactotetraosyl 2-(trimethylsilyl)ethyl] complex. Structural analysis of these complexes and calculation of theoretical dissociation constant values helped to conclude that GD3 and LSTb can form better complex with Siglec7 than LSTc in solution and all the ligands, DSLc4, GD3, LSTb, and LSTc can form better complexes in solution than in the crystal structure.</p><p><span><figure><span><img><ol><li><span>Download : <span>Download high-res image (214KB)</span></span></li><li><span>Download : <span>Download full-size image</span></span></li></ol></span></figure></span></p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 4","pages":"Pages 179-196"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2021.1954656","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41891360","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
Structural characterization of an alkali-extracted polysaccharide from Dioscorea opposita Thunb. with initial studies on its anti-inflammatory activity 山药碱提多糖的结构表征。对其抗炎活性进行了初步研究
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-07-24 DOI: 10.1080/07328303.2021.2009503
Xuewei Jia , Xuanjing Wang , Yuanshang Liu , Yiyan Sun , Bingjie Ma , Zhenjie Li , Chunping Xu
{"title":"Structural characterization of an alkali-extracted polysaccharide from Dioscorea opposita Thunb. with initial studies on its anti-inflammatory activity","authors":"Xuewei Jia ,&nbsp;Xuanjing Wang ,&nbsp;Yuanshang Liu ,&nbsp;Yiyan Sun ,&nbsp;Bingjie Ma ,&nbsp;Zhenjie Li ,&nbsp;Chunping Xu","doi":"10.1080/07328303.2021.2009503","DOIUrl":"10.1080/07328303.2021.2009503","url":null,"abstract":"<div><p>An alkali-extracted polysaccharide (HY-B) was isolated and purified from <em>Dioscorea opposita</em> Thunb. (Huai Yam). Its chemical structure was analyzed with FT-IR, GC-MS and 1 D, 2 D-NMR spectrometry. It was proved that HY-B is mainly composed of α-1,4-linked glucose, which is similar to starch, but the starch-iodine color test proved that it was not starch. The chain conformation of HY-B was analyzed by SEC-MALLS-RI and TEM, indicated that HY-B exists in a random coil conformation. Its molecular weight is 18.7 kDa, and the molecular size is about 100 nm. MTT assays indicated that HY-B was nontoxic to RAW 264.7 cells <em>in vitro</em>. The results of anti-inflammatory studies showed that HY-B could inhibit the production of NO and TNF-α in RAW 264.7 macrophage stimulated by lipopolysaccharides (LPSs). This work provided the important information about the anti-inflammatory active component of Huai Yam and its potential applications in the food and health industries.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 6","pages":"Pages 308-324"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43754942","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: 1
Cyclodextrin-based molecules as hosts in the formation of supramolecular complexes and their practical applications—A review 环糊精基分子在超分子复合物形成中的宿主作用及其实际应用综述
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-08-26 DOI: 10.1080/07328303.2021.1967970
R. Periasamy
{"title":"Cyclodextrin-based molecules as hosts in the formation of supramolecular complexes and their practical applications—A review","authors":"R. Periasamy","doi":"10.1080/07328303.2021.1967970","DOIUrl":"10.1080/07328303.2021.1967970","url":null,"abstract":"<div><p>The excellent biocompatibility and unique inclusion capability as well as powerful functionalization capacity of cyclodextrins and their derivatives make them especially attractive for engineering novel functional materials for many applications. There has been increasing interest recently to fabricate supramolecular systems based on cyclodextrin materials. This review focuses on state-of-the-art and recent advances in the construction of cyclodextrin-based assemblies and their practical applications in many fields like gene therapy, chemotherapy, antimicrobial drug delivery, metal extraction, food industry, etc. Supramolecular self-assembly materials based on cyclodextrins are also discussed in this review. The fabrication technologies of supramolecular systems including nanoplatforms and hydrogels as well as their applications in nanomedicine and pharmaceutical sciences are highlighted. In the end, the future directions of this field are discussed.</p><p><span><figure><span><img><ol><li><span>Download : <span>Download high-res image (942KB)</span></span></li><li><span>Download : <span>Download full-size image</span></span></li></ol></span></figure></span></p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 4","pages":"Pages 135-155"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48340493","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: 6
Synthetic linear glycopolymers and their biological applications 线性糖共聚物的合成及其生物学应用
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-05-27 DOI: 10.1080/07328303.2021.1928156
Qian Qin , Shuyao Lang , Xuefei Huang
{"title":"Synthetic linear glycopolymers and their biological applications","authors":"Qian Qin ,&nbsp;Shuyao Lang ,&nbsp;Xuefei Huang","doi":"10.1080/07328303.2021.1928156","DOIUrl":"10.1080/07328303.2021.1928156","url":null,"abstract":"<div><p>As typical affinities of carbohydrates with their receptors are modest, polymers of carbohydrates (glycopolymers) are exciting tools to probe the multifaceted biological activities of glycans. In this review, the linear glycopolymers and the multivalency effects are first introduced. This is followed by discussions of methods to synthesize these polymers. Subsequently, the interactions of glycopolymers with plant lectins and viral/bacterial carbohydrate binding proteins are discussed. In addition, applications of the glycopolymers in facilitating glycan microarray studies, mimicking cell surface glycans, modulation of the immune system, cryoprotection of protein, and electron-beam lithography are presented to stimulate further development of this fascinating technology.</p></div><div><h3>Graphical Abstract</h3><p><span><figure><span><img><ol><li><span>Download : <span>Download high-res image (74KB)</span></span></li><li><span>Download : <span>Download full-size image</span></span></li></ol></span></figure></span></p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 1","pages":"Pages 1-44"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2021.1928156","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47455558","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: 1
Practical synthesis of 2-deoxy sugars via metal free deiodination reactions 通过无金属脱碘反应实际合成2-脱氧糖
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-11-22 DOI: 10.1080/07328303.2021.2015365
Wang Yao , Hao Wang , Jing Zeng , Qian Wan
{"title":"Practical synthesis of 2-deoxy sugars via metal free deiodination reactions","authors":"Wang Yao ,&nbsp;Hao Wang ,&nbsp;Jing Zeng ,&nbsp;Qian Wan","doi":"10.1080/07328303.2021.2015365","DOIUrl":"10.1080/07328303.2021.2015365","url":null,"abstract":"<div><p>2-Deoxy-glycosides, in which the C-2 hydroxyl group is replaced with a hydrogen atom, are important motifs in numerous bioactive natural products and pharmaceutical molecules. Herein, an improved dilauroyl peroxide-mediated radical deiodination reaction by using cyclohexane and ethyl acetate as co-solvent is reported. This is an environmentally benign protocol, which operates smoothly under mild conditions and allows efficient preparation of a series of 2-deoxy-glycosides in up to 98% yields.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 7","pages":"Pages 454-478"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42567946","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: 1
Recent development in additive modulated stereoselective glycosidation reactions 添加剂调制立体选择性糖苷化反应的新进展
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-11-22 DOI: 10.1080/07328303.2022.2027432
Miaomiao Zhang , Tianlu Li , Peng Peng
{"title":"Recent development in additive modulated stereoselective glycosidation reactions","authors":"Miaomiao Zhang ,&nbsp;Tianlu Li ,&nbsp;Peng Peng","doi":"10.1080/07328303.2022.2027432","DOIUrl":"10.1080/07328303.2022.2027432","url":null,"abstract":"<div><p>Stereoselective glycosidic bond formation (termed “glycosidation”) remains a challenge in carbohydrate chemistry. Despite such difficulty, a variety of innovative strategies have been developed. In particular, additive-modulated stereoselective construction of glycosidic linkages has become an emerging trend. In this review, we summarized the recent progress in this area with respect to common glycosyl donors, including thioglycosides, glycosyl imidates, glycosyl acetates, glycosyl hemiacetals, glycosyl phosphates and glycosyl ortho-alkynylbenzoates. Together with their merits/limitations, these achievements shed light on carbohydrate chemistry and enabled the efficient preparation of complex oligosaccharides and glycoconjugates.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 7","pages":"Pages 339-360"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46529535","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: 1
Glycogen synthesis from dihydroxyacetone in isolated rat hepatocytes 大鼠离体肝细胞中二羟基丙酮合成糖原的研究
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 Epub Date: 2021-07-27 DOI: 10.1080/07328303.2021.1955129
Mireia Díaz-Lobo , Josep Maria Fernández-Novell
{"title":"Glycogen synthesis from dihydroxyacetone in isolated rat hepatocytes","authors":"Mireia Díaz-Lobo ,&nbsp;Josep Maria Fernández-Novell","doi":"10.1080/07328303.2021.1955129","DOIUrl":"10.1080/07328303.2021.1955129","url":null,"abstract":"<div><p>Glycogenolysis and gluconeogenesis are sensitive to nutritional state and their balances are disrupted in the liver by different pathological states. The regulation of the balance between glucose production and synthesis of glycogen continues to be a matter of investigation because of its implications in diseases and its value for therapeutics. We used the gluconeogenic precursor dihydroxyacetone (DHA) to study glycogen synthesis in isolated rat hepatocytes under gluconeogenic conditions. We used a glycogen phosphorylase (GP) inhibitor, 2-deoxy-2-fluoro-α-D-glucopyranosyl fluoride (F<sub>2</sub>Glc) to prevented GP from breaking up glycogen into glucose subunits and had a pool of glucose in the medium. Therefore, we evaluated the contribution of DHA as a unique source of carbohydrates on glycogen metabolism. We showed that DHA increased G6P levels that induced both GS activation and its translocation and, thus, an increment of glycogen deposition in a similar way as glucose did.</p><p><span><figure><span><img><ol><li><span>Download : <span>Download high-res image (417KB)</span></span></li><li><span>Download : <span>Download full-size image</span></span></li></ol></span></figure></span></p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 4","pages":"Pages 197-210"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2021.1955129","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48171620","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: 1
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