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A glycosylated naphthalimide conjugate preferentially accumulates in metastatic hepatocellular carcinoma as ROS-mediated mitochondrial-targeted antimetastatic agent 糖基化萘酰亚胺缀合物优先在转移性肝癌中积累，作为ros介导的线粒体靶向抗转移剂
IF 1.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2025-03-24 Epub Date: 2025-03-04 DOI: 10.1080/07328303.2025.2468188
Na. Li , Bin Hu , Kexin Du , Yi. Cao , Zhongzhe Zhang , Binhao Guo , Chuanchuan Liu , Songshen Chu , Jinhua Gao , Chaojie Wang , Jing Ma , Lingling Di , Songqiang Xie
{"title":"A glycosylated naphthalimide conjugate preferentially accumulates in metastatic hepatocellular carcinoma as ROS-mediated mitochondrial-targeted antimetastatic agent","authors":"Na. Li ,&nbsp;Bin Hu ,&nbsp;Kexin Du ,&nbsp;Yi. Cao ,&nbsp;Zhongzhe Zhang ,&nbsp;Binhao Guo ,&nbsp;Chuanchuan Liu ,&nbsp;Songshen Chu ,&nbsp;Jinhua Gao ,&nbsp;Chaojie Wang ,&nbsp;Jing Ma ,&nbsp;Lingling Di ,&nbsp;Songqiang Xie","doi":"10.1080/07328303.2025.2468188","DOIUrl":"10.1080/07328303.2025.2468188","url":null,"abstract":"<div><div>For patients with hepatocellular carcinoma (HCC), recurrence and metastasis lead to approximately 90% deaths, even after various standard therapies, indicating the need for novel therapies and antimetastatic drugs. Recently, mitochondrial dysfunction has been shown to be closely associated with HCC recurrence and metastasis. Herein, a novel glycosylated naphthalimide conjugate <strong>4a</strong> was explored to target HCC and HCC metastasis by inducing ROS-mediated mitochondrial metabolic programs in HCC, remarkably improving the efficacy of amonafide and prolonging the survival of mice. Mechanistically, <strong>4a</strong>, as a potential fluorescent chemical probe, could target mitochondria, which is completely different from amonafide. Preliminary investigation into the mechanism of <strong>4a</strong> indicates that it localizes in the mitochondria and selectively causes reactive oxygen species (ROS) overproduction in HCC instead of the matched normal liver cells, leading to HCC cell apoptosis and migration inhibition <em>via</em> multiple ROS-mediated signaling pathways. In addition to exposing a previously undefined mitochondrial metabolic program in HCC, our study further illuminates an unrecognized naphthalimide-based tumor therapeutic strategy to prolong the life of terminal HCC in a completely new field.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"44 1","pages":"Pages 63-80"},"PeriodicalIF":1.2,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716018","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
Lectins: Versatile proteins in plant life with diverse applications in immunomodulation, antibacterial defense, and disease-fighting 凝集素：植物生命中的多功能蛋白质，在免疫调节、抗菌防御和抗病方面具有多种应用
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-11-21 Epub Date: 2024-10-07 DOI: 10.1080/07328303.2024.2410792
Sivakamavalli Jeyachandran , Prachi Vibhute
{"title":"Lectins: Versatile proteins in plant life with diverse applications in immunomodulation, antibacterial defense, and disease-fighting","authors":"Sivakamavalli Jeyachandran ,&nbsp;Prachi Vibhute","doi":"10.1080/07328303.2024.2410792","DOIUrl":"10.1080/07328303.2024.2410792","url":null,"abstract":"<div><div>Lectins, diverse proteins adept at detecting and binding carbohydrates without altering them, are pivotal in plant life. They facilitate cell communication, development, and defense mechanisms. This article explores lectins’ varied biological roles, focusing on their versatility and significance. Plant lectins exhibit diverse biochemical traits, impacting immune regulation and possessing antibacterial properties vital in plant defense. Additionally, they showcase disease-fighting potential. Their multifaceted nature, spanning biochemical properties, and functional roles underscores their importance in intricate biological processes. This concise review highlights wide-ranging applications of plant lectins, emphasizing their crucial role in immunomodulation, antibacterial functions, and contributions to plant health and defense mechanisms.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 7","pages":"Pages 243-288"},"PeriodicalIF":2.2,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145875077","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
On the relevance of glycosyl oxonium ions to 1,2-cis-selective O-glycosylation in ether solvents 乙醚溶剂中糖基氧鎓离子与1,2-顺式选择性o糖基化的相关性
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-11-21 Epub Date: 2024-10-10 DOI: 10.1080/07328303.2024.2410800
Varad Agarkar , Ava E. Hart , Justin R. Ragains
{"title":"On the relevance of glycosyl oxonium ions to 1,2-cis-selective O-glycosylation in ether solvents","authors":"Varad Agarkar ,&nbsp;Ava E. Hart ,&nbsp;Justin R. Ragains","doi":"10.1080/07328303.2024.2410800","DOIUrl":"10.1080/07328303.2024.2410800","url":null,"abstract":"<div><div>Since no later than the 1970s, organic chemists have speculated on the role of glycosyl oxonium ions in chemical <em>O</em>-glycosylation. Such species result from the attack of ethers on glycosyl oxocarbenium ions and are invoked to explain 1,2-<em>cis</em>-selectivity in ether solvents. However, a systematic study to probe this phenomenon appears to be lacking in the chemical literature. Herein, we study the effects of solvent, counteranion, protecting group electron-withdrawing effects, and acceptor on <em>O</em>-glycosylation stereoselectivity with D-glucosyl trichloroacetimidate donors. While many of these transformations proceed with 1,2-<em>cis</em>-selectivity, our results suggest that glycosyl oxonium ions play minimal, if any, role in <em>O</em>-glycosylation.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 7","pages":"Pages 302-322"},"PeriodicalIF":2.2,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145875078","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
Stereoselective synthesis of phomopsolidone B from L-Arabinose l -阿拉伯糖立体选择性合成硫固酮B
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-11-21 Epub Date: 2024-09-25 DOI: 10.1080/07328303.2024.2407803
Jun Liu , Minhao Chen , Pengpeng Nie , Yuanfang Liu , Yuguo Du
{"title":"Stereoselective synthesis of phomopsolidone B from L-Arabinose","authors":"Jun Liu ,&nbsp;Minhao Chen ,&nbsp;Pengpeng Nie ,&nbsp;Yuanfang Liu ,&nbsp;Yuguo Du","doi":"10.1080/07328303.2024.2407803","DOIUrl":"10.1080/07328303.2024.2407803","url":null,"abstract":"<div><div>An efficient and concise synthesis of phomopsolidone B was accomplished in nine longest linear steps from readily available chiral template, <em>L</em>-arabinose and <em>L</em>-ethyl lactate. The synthesis features rapid access to the key chiral backbone from chiral pools and the formation of furanone skeleton employing a late-stage olefin cross-metathesis.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 7","pages":"Pages 349-359"},"PeriodicalIF":2.2,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145875080","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
Mercury(II) triflate catalyzed direct α-stereoselective synthesis of 2-deoxyglycosides from glycals 三酸汞催化糖基直接α-立体选择性合成2-脱氧糖苷
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-11-21 Epub Date: 2025-02-06 DOI: 10.1080/07328303.2025.2451830
Miaomiao Zhang , Haoru Zhuang , Yongshun Qiu , Yuanyuan Li , Shuting Liu , Tong Li , Tianlu Li , Peng Peng
{"title":"Mercury(II) triflate catalyzed direct α-stereoselective synthesis of 2-deoxyglycosides from glycals","authors":"Miaomiao Zhang ,&nbsp;Haoru Zhuang ,&nbsp;Yongshun Qiu ,&nbsp;Yuanyuan Li ,&nbsp;Shuting Liu ,&nbsp;Tong Li ,&nbsp;Tianlu Li ,&nbsp;Peng Peng","doi":"10.1080/07328303.2025.2451830","DOIUrl":"10.1080/07328303.2025.2451830","url":null,"abstract":"<div><div>A novel and efficient approach was established for the formation of α-2-deoxyglycosidic bonds directly from glycals, utilizing catalytic amounts of Hg(OTf)<sub>2</sub>. This robust method enabled the synthesis of corresponding 2-deoxyglycosides with excellent yields and high α-selectivity rapidly (within 10 min) under mild conditions, employing various glycal donors and alcohol acceptors. The versatility of this methodology was demonstrated in the synthesis of saponins, glycosyl amino acids, and oligosaccharides. Mechanistic investigations and DFT calculations revealed that Hg(II) played a pivotal role in facilitating efficient catalysis and stereoselectivity by activating both the glycal donors and the acceptors.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 7","pages":"Pages 289-301"},"PeriodicalIF":2.2,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145875081","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 and validation of clickable multimeric mannose ligands for dendritic cell targeting 树突状细胞靶向可点击多聚甘露糖配体的合成与验证
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-11-21 Epub Date: 2024-10-23 DOI: 10.1080/07328303.2024.2418524
Luis Montiel , Fabio Spada , Sergey Bessonov , Antony Crisp , Christin Berger , Stefan Wiedemann , Thomas Carell , Thomas Frischmuth
{"title":"Synthesis and validation of clickable multimeric mannose ligands for dendritic cell targeting","authors":"Luis Montiel ,&nbsp;Fabio Spada ,&nbsp;Sergey Bessonov ,&nbsp;Antony Crisp ,&nbsp;Christin Berger ,&nbsp;Stefan Wiedemann ,&nbsp;Thomas Carell ,&nbsp;Thomas Frischmuth","doi":"10.1080/07328303.2024.2418524","DOIUrl":"10.1080/07328303.2024.2418524","url":null,"abstract":"<div><div>The efficacy of therapeutics can be enhanced with their off-target effects being minimized through targeted delivery. In vaccination and cancer immunotherapy, targeting dendritic cells (DCs) and macrophages (Mφs) is crucial for the activation of the immune system. To this end, we have developed a set of carbohydrate-based ligands targeting C-type lectins (CTLs) present on the surface of DCs for receptor-mediated uptake. Branched structures functionalized with up to four mannose units were synthesized through Cu<sup>I</sup>-catalysed click chemistry, and the products were further functionalized with the DBCO group to facilitate their conjugation with cargos of interest via Cu-free click chemistry. Thus, the ligands were conjugated with fluorescein azide, and the fluorescent conjugates were assessed for their internalization in CTL expressing immature DCs. The results showed that high-mannose branched structures were efficiently internalized through the endocytic pathway, with a positive qualitative correlation between branching degree of sugar-based ligands and internalization. As evidence for payload delivery, conjugating with a mannotriose ligand quantitatively increased the uptake of a fluorescently labeled oligonucleotide by immature DCs. Our work supports the use of click chemistry to synthesize and conjugate promising ligands for efficient delivery of nucleic acid-based drugs.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 7","pages":"Pages 323-348"},"PeriodicalIF":2.2,"publicationDate":"2024-11-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145875079","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
Chemical synthesis of rhynchosporosides 蛇尾草皂苷的化学合成
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-07-23 Epub Date: 2024-10-10 DOI: 10.1080/07328303.2024.2410798
Xiufang Wang , Guozhi Xiao
{"title":"Chemical synthesis of rhynchosporosides","authors":"Xiufang Wang ,&nbsp;Guozhi Xiao","doi":"10.1080/07328303.2024.2410798","DOIUrl":"10.1080/07328303.2024.2410798","url":null,"abstract":"<div><div>Chemical synthesis of rhynchosporosides that cause scald diseases in barley has been summarized in this review. The synthesis features two different strategies, namely, two-stage activation and one-pot glycosylation. Comparing with the stepwise synthesis, the one-pot assembly strategy based on glycosyl <em>ortho</em>-(1-phenylvinyl)benzoates can highly streamline carbohydrates synthesis, avoiding such problems as aglycone transfer associated with traditional one-pot glycosylation based on thioglycosides.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 4","pages":"Pages 115-124"},"PeriodicalIF":2.2,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145861085","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 a cell wall-associated polysaccharide of Nocardia rubra FIM-21 and its immunostimulatory activity 红诺卡菌细胞壁相关多糖FIM-21的结构特征及其免疫刺激活性
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-07-23 Epub Date: 2024-10-09 DOI: 10.1080/07328303.2024.2410794
Huang-jian Yang , Zhu-lan Zhang , Zhou-qin Chen , Xian Cheng , Juan Wang , Ling-bin Yan , Xiao-jing Gao , Xian-ju Lin , Yun-yang Lian
{"title":"Structural characterization of a cell wall-associated polysaccharide of Nocardia rubra FIM-21 and its immunostimulatory activity","authors":"Huang-jian Yang ,&nbsp;Zhu-lan Zhang ,&nbsp;Zhou-qin Chen ,&nbsp;Xian Cheng ,&nbsp;Juan Wang ,&nbsp;Ling-bin Yan ,&nbsp;Xiao-jing Gao ,&nbsp;Xian-ju Lin ,&nbsp;Yun-yang Lian","doi":"10.1080/07328303.2024.2410794","DOIUrl":"10.1080/07328303.2024.2410794","url":null,"abstract":"<div><div>In this work, a neutral polysaccharide named NP-1 was obtained from the cell wall of <em>Nocardia rubra</em> FIM-21 by column chromatography. Its chemical structure was characterized by methylation analysis, 2D NMR spectroscopic study, and other techniques. It was shown that NP-1 contained five types of monosacchrides, including mannose (Man), glucose (Glc), <em>N</em>-acetylglucosamine (Glc<em>p</em>NAc), galactose (Gal) and arabinose (Ara) in a molar ratio of 7.7:3:2:1:1.5. According to linkage analysis and NMR spectra, the backbone contains 1,6-linked Man<em>p</em>, 1,4-linked Glc<em>p</em>, and 1,6-linked Gal<em>p</em>, with branches substituted at the C-6 of 1,4-linked Glc<em>p</em> and the C-2 of 1,6-linked Gal<em>p</em> by Glc<em>p</em>NAc, and at C-2 of 1,6-linked Man<em>p</em> by Ara<em>f</em>, Ara<em>f</em>-1,5-Ara<em>f</em> or Glc<em>p</em>NAc. Biological activity research showed that NP-1 could stimulate the proliferation of RAW264.7 cells and enhance their phagocytosis and release of NO.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 4","pages":"Pages 222-242"},"PeriodicalIF":2.2,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145861084","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 2-amino-2-deoxy-1,3-dithioglucosides as N-acetyl muramyl dipeptide analogues via organocatalyzed relay reactions 通过有机催化反应合成n -乙酰甲基二肽类似物的2-氨基-2-脱氧-1,3-二硫代葡萄糖苷
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-07-23 Epub Date: 2024-10-09 DOI: 10.1080/07328303.2024.2414304
Yongyong Wan , Liming Wang , Jian-Song Sun , Qingju Zhang
{"title":"Synthesis of 2-amino-2-deoxy-1,3-dithioglucosides as N-acetyl muramyl dipeptide analogues via organocatalyzed relay reactions","authors":"Yongyong Wan ,&nbsp;Liming Wang ,&nbsp;Jian-Song Sun ,&nbsp;Qingju Zhang","doi":"10.1080/07328303.2024.2414304","DOIUrl":"10.1080/07328303.2024.2414304","url":null,"abstract":"<div><div>Herein, we report a novel method for highly efficient and stereoselective construction of bioactive 2-amino-2-deoxy-1,3-dithioglucosides as <em>N</em>-acetyl muramyl dipeptide analogues via organocatalyzed relay reactions with 3-<em>O</em>-acetyl-2-nitroglucal as the glycosyl donor. The method enjoys mild reaction conditions, efficient one-pot relay reaction, good to excellent yield, and broad substrate scope.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 4","pages":"Pages 186-200"},"PeriodicalIF":2.2,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145861094","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
Antigenicity evaluation of synthetic α-(1,3)-linked D, D-heptoglycan of Helicobacter pylori serotype O6 lipopolysaccharide 幽门螺旋杆菌血清型 O6 脂多糖合成α-(1,3)-连接 D、D-庚聚糖的抗原性评估
IF 2.2 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2024-07-23 Epub Date: 2024-04-17 DOI: 10.1080/07328303.2024.2341716
Lei Xiao , Xiaopeng Zou , Guangzong Tian , Chunjun Qin , Hui Zhao , Junjie Fu , Jing Hu , Jian Yin
{"title":"Antigenicity evaluation of synthetic α-(1,3)-linked D, D-heptoglycan of Helicobacter pylori serotype O6 lipopolysaccharide","authors":"Lei Xiao ,&nbsp;Xiaopeng Zou ,&nbsp;Guangzong Tian ,&nbsp;Chunjun Qin ,&nbsp;Hui Zhao ,&nbsp;Junjie Fu ,&nbsp;Jing Hu ,&nbsp;Jian Yin","doi":"10.1080/07328303.2024.2341716","DOIUrl":"10.1080/07328303.2024.2341716","url":null,"abstract":"<div><div><em>Helicobacter pylori</em>, a gram‐negative bacterium, is known to be associated with various gastric pathologies including chronic gastritis, peptic ulcers and gastric carcinoma. Despite the emerging issue of bacterial resistance to antibiotic-based combination therapy, there is currently no vaccine available for <em>H. pylori</em> infection in the market. Here, we report the synthesis of α-(1,3)-D,D-heptoglycan with different chain length from the lipopolysaccharide of <em>H. pylori</em> serogroup O6. The [n + 1] iterative glycosylation strategy was used for heptoglycan chain elongation. The trifluoroacetimidate heptoside donor exhibited much higher efficiency than thioglycoside donor during glycosylation. An antigenicity evaluation using glycan microarrays indicated that α-(1,3)-D,D-hepto-disaccharide, pentasaccharide and hexasaccharide showed stronger binding affinity to IgG antibodies of <em>H. pylori</em> O6 LPS immunized rabbit serum or serum <em>of H. pylori</em> infected patients. These findings provide significant structure − activity relationship information for developing carbohydrate-based vaccines against <em>H. pylori</em> containing α-(1,3)-D,D-heptoglycan.</div></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"43 4","pages":"Pages 125-152"},"PeriodicalIF":2.2,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140693519","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
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