首页 > 最新文献

Carbohydrate Research最新文献

英文 中文
In silico approaches for better understanding cysteine cathepsin-glycosaminoglycan interactions 更好地理解半胱氨酸螯合蛋白-氨基糖相互作用的硅学方法
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-07-06 DOI: 10.1016/j.carres.2024.109201

Cysteine cathepsins constitute the largest cathepsin family, with 11 proteases in human that are present primarily within acidic endosomal and lysosomal compartments. They are involved in the turnover of intracellular and extracellular proteins. They are synthesized as inactive procathepsins that are converted to mature active forms. Cathepsins play important roles in physiological and pathological processes and, therefore, receive increasing attention as potential therapeutic targets. Their maturation and activity can be regulated by glycosaminoglycans (GAGs), long linear negatively charged polysaccharides composed of recurring dimeric units. In this review, we summarize recent computational progress in the field of (pro)cathepsin-GAG complexes analyses.

半胱氨酸酪蛋白构成了最大的酪蛋白家族,在人类中有 11 种蛋白酶,主要存在于酸性内体和溶酶体内。它们参与细胞内和细胞外蛋白质的周转。它们合成为无活性的前胰蛋白酶,然后转化为成熟的活性形式。胰凝乳蛋白在生理和病理过程中发挥着重要作用,因此作为潜在的治疗靶点受到越来越多的关注。它们的成熟和活性可受糖胺聚糖(GAGs)的调节,糖胺聚糖是由重复出现的二聚单位组成的带负电荷的长线性多糖。在这篇综述中,我们总结了(原)胰蛋白酶-GAG 复合物分析领域的最新计算进展。
{"title":"In silico approaches for better understanding cysteine cathepsin-glycosaminoglycan interactions","authors":"","doi":"10.1016/j.carres.2024.109201","DOIUrl":"10.1016/j.carres.2024.109201","url":null,"abstract":"<div><p>Cysteine cathepsins constitute the largest cathepsin family, with 11 proteases in human that are present primarily within acidic endosomal and lysosomal compartments. They are involved in the turnover of intracellular and extracellular proteins. They are synthesized as inactive procathepsins that are converted to mature active forms. Cathepsins play important roles in physiological and pathological processes and, therefore, receive increasing attention as potential therapeutic targets. Their maturation and activity can be regulated by glycosaminoglycans (GAGs), long linear negatively charged polysaccharides composed of recurring dimeric units. In this review, we summarize recent computational progress in the field of (pro)cathepsin-GAG complexes analyses.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-07-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0008621524001800/pdfft?md5=65a3e2ba2fe717908a4a73cc72c3fe61&pid=1-s2.0-S0008621524001800-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141623194","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Anti-virus activity and mechanisms of natural polysaccharides from medicinal herbs 药材中天然多糖的抗病毒活性和机制。
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-07-06 DOI: 10.1016/j.carres.2024.109205
Xiaoyan Huang, Xingyin Chen, Yuanhua Xian, Faming Jiang

There has been a sudden increase in viral diseases, such as coronavirus disease 2019 (COVID-19), causing significant harm to human and animal well-being, as well as economic development. Medicinal herbs, with a history of thousands of years in clinical use, contain versatile polysaccharides as one of their primary compounds. This review offers an overview of the antiviral effects of polysaccharides from medicinal herbs on viruses in humans, poultry, swine and aquaculture in recent years. The mechanism of these antiviral polysaccharides, involved in hindering various stages of the viral life cycle thereby blocking virus infection, is summarized. The review also explores other underlying mechanisms of antiviral effects, such as enhancing the immune response, regulating inflammatory reactions, balancing gut flora, reducing oxidative stress, and suppressing apoptosis through various corresponding signaling pathways. The structure-function relationships discussed in this article also aid in understanding the antiviral mechanism of natural polysaccharides, indicating the need for more in-depth research and analysis. Natural polysaccharides from medicinal herbs have emerged as valuable resources in the fight against viral infections, exhibiting high effectiveness. This review emphasizes the promising role of polysaccharides from medicinal herbs as potential candidates for blocking viral infections in humans and animals.

病毒性疾病突然增多,如 2019 年冠状病毒病(COVID-19),对人类和动物的福祉以及经济发展造成了重大危害。具有数千年临床应用历史的药用草本植物,其主要化合物之一含有多功能多糖。本综述概述了近年来药材多糖对人类、家禽、猪和水产养殖中病毒的抗病毒作用。综述了这些抗病毒多糖阻碍病毒生命周期各个阶段从而阻断病毒感染的机制。综述还探讨了抗病毒作用的其他潜在机制,如通过各种相应的信号通路增强免疫反应、调节炎症反应、平衡肠道菌群、减少氧化应激和抑制细胞凋亡。本文所讨论的结构-功能关系也有助于理解天然多糖的抗病毒机制,表明有必要进行更深入的研究和分析。药材中的天然多糖已成为抗病毒感染的宝贵资源,表现出很高的有效性。本综述强调了药材多糖作为阻断人类和动物病毒感染的潜在候选物质所具有的广阔前景。
{"title":"Anti-virus activity and mechanisms of natural polysaccharides from medicinal herbs","authors":"Xiaoyan Huang,&nbsp;Xingyin Chen,&nbsp;Yuanhua Xian,&nbsp;Faming Jiang","doi":"10.1016/j.carres.2024.109205","DOIUrl":"10.1016/j.carres.2024.109205","url":null,"abstract":"<div><p>There has been a sudden increase in viral diseases, such as coronavirus disease 2019 (COVID-19), causing significant harm to human and animal well-being, as well as economic development. Medicinal herbs, with a history of thousands of years in clinical use, contain versatile polysaccharides as one of their primary compounds. This review offers an overview of the antiviral effects of polysaccharides from medicinal herbs on viruses in humans, poultry, swine and aquaculture in recent years. The mechanism of these antiviral polysaccharides, involved in hindering various stages of the viral life cycle thereby blocking virus infection, is summarized. The review also explores other underlying mechanisms of antiviral effects, such as enhancing the immune response, regulating inflammatory reactions, balancing gut flora, reducing oxidative stress, and suppressing apoptosis through various corresponding signaling pathways. The structure-function relationships discussed in this article also aid in understanding the antiviral mechanism of natural polysaccharides, indicating the need for more in-depth research and analysis. Natural polysaccharides from medicinal herbs have emerged as valuable resources in the fight against viral infections, exhibiting high effectiveness. This review emphasizes the promising role of polysaccharides from medicinal herbs as potential candidates for blocking viral infections in humans and animals.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-07-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141562640","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 hexasaccharide arabinan domain of mycobacterial arabinogalactan 分枝杆菌阿拉伯半乳聚糖六糖阿拉伯聚糖结构域的全合成。
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-07-04 DOI: 10.1016/j.carres.2024.109204
Sixian Fang , Cai Huang , Jiaming Ao , Qian Xiao, Siai Zhou, Wenbin Deng, Hui Cai, Feiqing Ding

The hexasaccharide arabinan domain of Mycobacterial Arabinogalactan was provided with the versatile methodology toward β-selective arabinofuranosylation directed by B(C6F5)3, demonstrating the effectiveness of the β-arabinofuranosylation strategy. Derivatization of the amino moiety at the reducing end are essential prerequisites for elucidating the biosynthetic pathway and conjugating of this compound to a protein carrier for vaccine generation.

通过 B(C6F5)3 引导的多用途方法,对分枝杆菌阿拉伯半乳聚糖的阿拉伯呋喃六糖结构域进行了 β-选择性阿拉伯呋喃基化,证明了 β-阿拉伯呋喃基化策略的有效性。还原端氨基的衍生化是阐明该化合物的生物合成途径以及将其与蛋白质载体共轭以生成疫苗的必要前提。
{"title":"Total synthesis of the hexasaccharide arabinan domain of mycobacterial arabinogalactan","authors":"Sixian Fang ,&nbsp;Cai Huang ,&nbsp;Jiaming Ao ,&nbsp;Qian Xiao,&nbsp;Siai Zhou,&nbsp;Wenbin Deng,&nbsp;Hui Cai,&nbsp;Feiqing Ding","doi":"10.1016/j.carres.2024.109204","DOIUrl":"10.1016/j.carres.2024.109204","url":null,"abstract":"<div><p>The hexasaccharide arabinan domain of <em>Mycobacterial Arabinogalactan</em> was provided with the versatile methodology toward β-selective arabinofuranosylation directed by B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>, demonstrating the effectiveness of the β-arabinofuranosylation strategy. Derivatization of the amino moiety at the reducing end are essential prerequisites for elucidating the biosynthetic pathway and conjugating of this compound to a protein carrier for vaccine generation.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-07-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141562641","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
pH-responsive chitosan copolymer synthesized via click chemistry for design of polymeric nanoparticles for targeted drug delivery 通过点击化学合成的 pH 响应壳聚糖共聚物,用于设计靶向给药的聚合物纳米颗粒。
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-07-02 DOI: 10.1016/j.carres.2024.109200
Mariya Gover Antoniraj, Henry Linda Jeeva Kumari, A. Shanmugarathinam, Ruckmani Kandasamy

The polymeric nanoparticles (PNPs) loaded with prednisolone were developed to exhibit pH-responsive properties owing to the attachment of a hydrazone linkage between the copolymer chitosan and mPEG. In the diseased cellular environment, the hydrazone bond tends to break due to reduced pH, leading to the release of the drug from the PNPs at the required site of action. The fabricated PNPs exhibit spherical morphology, optimum size (∼200 nm), negative surface charge, and monodispersed particle size distribution. The encapsulation efficiency of the PNPs was determined to be 71.1 ± 0.79 % and two experiments (polymer weight loss and drug release) confirmed the pH-responsive properties of the PNPs. The cellular study cytotoxicity assay showed biocompatibility of PNPs and drug molecule-mediated toxicity to A549 cells. The ligand atrial natriuretic peptide-attached PNPs internalized into A549 cells via natriuretic peptide receptor-A to achieve target specificity. The PNPs cytotoxicity and pH-response medicated inflammation reduction functionality was studied in inflammation-induced RAW264.7 cell lines. The study observed the PNPs effectively reduced the inflammatory mediators NO and ROS levels in RAW264.7. The results showed that pH-responsive properties of PNPs and this novel fabricated delivery system effectively treat inflammatory and cancer diseases.

由于共聚物壳聚糖和 mPEG 之间的腙连接具有 pH 响应特性,因此开发出了负载泼尼松龙的聚合物纳米粒子(PNPs)。在病变的细胞环境中,由于 pH 值降低,腙键容易断裂,导致药物从 PNPs 释放到所需的作用部位。制备的 PNPs 呈球形,具有最佳尺寸(200 nm)、负表面电荷和单分散粒度分布。经测定,PNPs 的封装效率为 71.1 ± 0.79 %,两项实验(聚合物失重和药物释放)证实了 PNPs 的 pH 响应特性。细胞研究细胞毒性测定显示了 PNPs 的生物相容性和药物分子介导的对 A549 细胞的毒性。配体心房钠尿肽附着的 PNPs 通过钠尿肽受体-A 内化到 A549 细胞中,实现了靶向特异性。在炎症诱导的 RAW264.7 细胞系中研究了 PNPs 的细胞毒性和 pH 响应药物消炎功能。研究发现,PNPs 能有效降低 RAW264.7 细胞中的炎症介质 NO 和 ROS 水平。研究结果表明,PNPs 的 pH 响应特性和这种新型制造的递送系统能有效治疗炎症和癌症疾病。
{"title":"pH-responsive chitosan copolymer synthesized via click chemistry for design of polymeric nanoparticles for targeted drug delivery","authors":"Mariya Gover Antoniraj,&nbsp;Henry Linda Jeeva Kumari,&nbsp;A. Shanmugarathinam,&nbsp;Ruckmani Kandasamy","doi":"10.1016/j.carres.2024.109200","DOIUrl":"10.1016/j.carres.2024.109200","url":null,"abstract":"<div><p>The polymeric nanoparticles (PNPs) loaded with prednisolone were developed to exhibit pH-responsive properties owing to the attachment of a hydrazone linkage between the copolymer chitosan and mPEG. In the diseased cellular environment, the hydrazone bond tends to break due to reduced pH, leading to the release of the drug from the PNPs at the required site of action. The fabricated PNPs exhibit spherical morphology, optimum size (∼200 nm), negative surface charge, and monodispersed particle size distribution. The encapsulation efficiency of the PNPs was determined to be 71.1 ± 0.79 % and two experiments (polymer weight loss and drug release) confirmed the pH-responsive properties of the PNPs. The cellular study cytotoxicity assay showed biocompatibility of PNPs and drug molecule-mediated toxicity to A549 cells. The ligand atrial natriuretic peptide-attached PNPs internalized into A549 cells via natriuretic peptide receptor-A to achieve target specificity. The PNPs cytotoxicity and pH-response medicated inflammation reduction functionality was studied in inflammation-induced RAW264.7 cell lines. The study observed the PNPs effectively reduced the inflammatory mediators NO and ROS levels in RAW264.7. The results showed that pH-responsive properties of PNPs and this novel fabricated delivery system effectively treat inflammatory and cancer diseases.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-07-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141533677","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
Films based on TEMPO-oxidized chitosan nanoparticles: Obtaining and potential application as wound dressings 基于 TEMPO 氧化壳聚糖纳米颗粒的薄膜:伤口敷料的获得与潜在应用。
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-07-01 DOI: 10.1016/j.carres.2024.109203
Matea Korica , Katarina Mihajlovski , Tamilselvan Mohan , Mirjana Kostić

A series of novel films based on TEMPO-oxidized chitosan nanoparticles were prepared by casting method. Fourier transform infrared spectroscopy (FTIR) was employed to ascertain the chemical structure of TEMPO-oxidized chitosan. The surface morphology of the TEMPO-oxidized chitosan nanoparticles was analyzed by atomic force microscopy (AFM). The physicochemical (area density, thickness, iodine sorption, roughness), functional (moisture sorption, liquid absorption capacity, weight loss upon contact with the liquid, and water vapor transmission rate), antibacterial, and antioxidant properties of films based on TEMPO-oxidized chitosan nanoparticles were also investigated. The physicochemical properties of the films varied widely: area density ranged from 77.83 ± 0.06 to184.46 ± 0.05 mg/cm2, thickness varied between 80.5 ± 1.6 and 200.5 ± 1.6 μm, iodine sorption spanned from 333.7 ± 2.1 to166.4 ± 2.2 mg I2/g, and roughness ranged from 4.1 ± 0.2 to 5.6 ± 0.3 nm. Similarly, the functional properties also varied significantly: moisture sorption ranged from 4.76 ± 0.03 to 9.62 ± 0.11 %, liquid absorption capacity was between 129.04 ± 0.24 and 159.33 ± 0.73 % after 24 h, weight loss upon contact with the liquid varied between 31.06 ± 0.35 and 45.88 ± 0.58 % after 24 h and water vapor transmission rate ranged from 1220.10 ± 2.91to1407.77 ± 5.22 g/m2 day. Despite the wide variations in physicochemical and functional properties, all films showed maximum bacterial reduction of Staphylococcus aureus and Escherichia coli, although they exhibited low antioxidant activity. The results suggest that the films could be effectively utilized as antibacterial wound dressings.

采用浇铸法制备了一系列基于 TEMPO 氧化壳聚糖纳米粒子的新型薄膜。利用傅立叶变换红外光谱(FTIR)确定了TEMPO氧化壳聚糖的化学结构。原子力显微镜(AFM)分析了 TEMPO 氧化壳聚糖纳米粒子的表面形貌。此外,还研究了基于 TEMPO 氧化壳聚糖纳米粒子的薄膜的理化(面积密度、厚度、碘吸附、粗糙度)、功能(水分吸附、液体吸收能力、与液体接触后的重量损失和水蒸气透过率)、抗菌和抗氧化性能。薄膜的理化性质差异很大:面积密度在 77.83 ± 0.06 至 184.46 ± 0.05 mg/cm2 之间,厚度在 80.5 ± 1.6 至 200.5 ± 1.6 μm 之间,碘吸附量在 333.7 ± 2.1 至 166.4 ± 2.2 mg I2/g 之间,粗糙度在 4.1 ± 0.2 至 5.6 ± 0.3 nm 之间。同样,功能特性也有很大差异:吸湿率从 4.76 ± 0.03 % 到 9.62 ± 0.11 %,24 小时后的液体吸收能力从 129.04 ± 0.24 % 到 159.33 ± 0.73 %,24 小时后与液体接触后的重量损失从 31.06 ± 0.35 % 到 45.88 ± 0.58 %,水蒸气透过率从 1220.10 ± 2.91 到 1407.77 ± 5.22 g/m2 天。尽管理化和功能特性差异很大,但所有薄膜都能最大程度地减少金黄色葡萄球菌和大肠杆菌的细菌数量,尽管它们的抗氧化活性较低。结果表明,这些薄膜可有效用作抗菌伤口敷料。
{"title":"Films based on TEMPO-oxidized chitosan nanoparticles: Obtaining and potential application as wound dressings","authors":"Matea Korica ,&nbsp;Katarina Mihajlovski ,&nbsp;Tamilselvan Mohan ,&nbsp;Mirjana Kostić","doi":"10.1016/j.carres.2024.109203","DOIUrl":"10.1016/j.carres.2024.109203","url":null,"abstract":"<div><p>A series of novel films based on TEMPO-oxidized chitosan nanoparticles were prepared by casting method. Fourier transform infrared spectroscopy (FTIR) was employed to ascertain the chemical structure of TEMPO-oxidized chitosan. The surface morphology of the TEMPO-oxidized chitosan nanoparticles was analyzed by atomic force microscopy (AFM). The physicochemical (area density, thickness, iodine sorption, roughness), functional (moisture sorption, liquid absorption capacity, weight loss upon contact with the liquid, and water vapor transmission rate), antibacterial, and antioxidant properties of films based on TEMPO-oxidized chitosan nanoparticles were also investigated. The physicochemical properties of the films varied widely: area density ranged from 77.83 ± 0.06 to184.46 ± 0.05 mg/cm<sup>2</sup>, thickness varied between 80.5 ± 1.6 and 200.5 ± 1.6 μm, iodine sorption spanned from 333.7 ± 2.1 to166.4 ± 2.2 mg I<sub>2</sub>/g, and roughness ranged from 4.1 ± 0.2 to 5.6 ± 0.3 nm. Similarly, the functional properties also varied significantly: moisture sorption ranged from 4.76 ± 0.03 to 9.62 ± 0.11 %, liquid absorption capacity was between 129.04 ± 0.24 and 159.33 ± 0.73 % after 24 h, weight loss upon contact with the liquid varied between 31.06 ± 0.35 and 45.88 ± 0.58 % after 24 h and water vapor transmission rate ranged from 1220.10 ± 2.91to1407.77 ± 5.22 g/m<sup>2</sup> day. Despite the wide variations in physicochemical and functional properties, all films showed maximum bacterial reduction of <em>Staphylococcus aureus</em> and <em>Escherichia coli</em>, although they exhibited low antioxidant activity. The results suggest that the films could be effectively utilized as antibacterial wound dressings.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141533676","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
Catalytic action of alternansucrase on sucrose under in vitro simulated gastric conditions 在体外模拟胃条件下,交替琥珀酸酶对蔗糖的催化作用
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-06-28 DOI: 10.1016/j.carres.2024.109202
Rutuja Vaze, Sriteja Gadde, Abhijit Rathi, V.L. Rathi, Swati Jadhav

Alternansucrase, a glucosyltransferase, is currently used to produce slowly digestible alternan oligosaccharides or maltooligosaccharides from sucrose. These oligosaccharides are popular for food fortification to lower postprandial glucose levels. This study aimed to explore the enzymatic reaction of alternansucrase in simulated in vitro gastric reaction conditions. Under the studied conditions, SucroSEB (a model enzyme for alternansucrase) hydrolyzed the sucrose and transglycosylated the glucose to produce glucans, both in the absence and presence of acceptors. The preference of the acceptor was maltose˃ raffinose˃ lactose. The rate of sucrose hydrolysis was significantly higher in the presence of maltose (p = 0.024). The glucans formed during the reaction included oligomers (DP 3–10) and polymers (DP ≥ 11), both of which increased over time. These glucans contained α-1,3 and α-1,6 glycosidic linkages, confirmed by 1H and 13C NMR. They were slowly and partially digestible in the presence of rat intestinal extract in contrast to the complete and rapid digestion of starch. The glucans formed after a longer gastric reaction time exhibited higher dietary fiber potential (19.145 ± 4.77 %; 60 min) compared to those formed during the initial phase (2.765 ± 0.19 %; 15 min). Overall, this study demonstrated the efficacy of SucroSEB in converting sucrose to slowly and partially digestible glucans under simulated in vitro gastric conditions.

Alternansucrase 是一种葡萄糖基转移酶,目前用于从蔗糖中生产可缓慢消化的交替低聚糖或麦芽寡糖。这些低聚糖常用于食品添加剂,以降低餐后血糖水平。本研究旨在探索交链蔗糖酶在模拟体外胃反应条件下的酶促反应。在所研究的条件下,SucroSEB(交替蔗糖酶的一种模型酶)在没有和有接受体的情况下水解蔗糖并转糖基化葡萄糖生成葡聚糖。接受体的偏好是麦芽糖˃棉子糖˃乳糖。在有麦芽糖存在的情况下,蔗糖的水解速率明显更高(p = 0.024)。反应过程中形成的葡聚糖包括低聚物(DP 3-10)和聚合物(DP ≥ 11),两者都随着时间的推移而增加。1H 和 13C NMR 证实,这些葡聚糖含有 α-1,3 和 α-1,6 糖苷键。在有大鼠肠提取物存在的情况下,这些葡聚糖的消化速度很慢,而且只能部分消化,这与淀粉的完全快速消化形成了鲜明对比。与初始阶段形成的葡聚糖(2.765 ± 0.19 %;15 分钟)相比,经过较长胃反应时间后形成的葡聚糖具有更高的膳食纤维潜力(19.145 ± 4.77 %;60 分钟)。总之,这项研究证明了 SucroSEB 在模拟体外胃条件下将蔗糖转化为缓慢消化和部分消化葡聚糖的功效。
{"title":"Catalytic action of alternansucrase on sucrose under in vitro simulated gastric conditions","authors":"Rutuja Vaze,&nbsp;Sriteja Gadde,&nbsp;Abhijit Rathi,&nbsp;V.L. Rathi,&nbsp;Swati Jadhav","doi":"10.1016/j.carres.2024.109202","DOIUrl":"https://doi.org/10.1016/j.carres.2024.109202","url":null,"abstract":"<div><p>Alternansucrase, a glucosyltransferase, is currently used to produce slowly digestible alternan oligosaccharides or maltooligosaccharides from sucrose. These oligosaccharides are popular for food fortification to lower postprandial glucose levels. This study aimed to explore the enzymatic reaction of alternansucrase in simulated <em>in vitro</em> gastric reaction conditions. Under the studied conditions, SucroSEB (a model enzyme for alternansucrase) hydrolyzed the sucrose and transglycosylated the glucose to produce glucans, both in the absence and presence of acceptors. The preference of the acceptor was maltose˃ raffinose˃ lactose. The rate of sucrose hydrolysis was significantly higher in the presence of maltose (<em>p</em> = 0.024). The glucans formed during the reaction included oligomers (DP 3–10) and polymers (DP ≥ 11), both of which increased over time. These glucans contained α-1,3 and α-1,6 glycosidic linkages, confirmed by <sup>1</sup>H and <sup>13</sup>C NMR. They were slowly and partially digestible in the presence of rat intestinal extract in contrast to the complete and rapid digestion of starch. The glucans formed after a longer gastric reaction time exhibited higher dietary fiber potential (19.145 ± 4.77 %; 60 min) compared to those formed during the initial phase (2.765 ± 0.19 %; 15 min). Overall, this study demonstrated the efficacy of SucroSEB in converting sucrose to slowly and partially digestible glucans under simulated <em>in vitro</em> gastric conditions.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141487109","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: An overview of biological activities, derivatives, properties, and current advancements in biomedical applications 壳聚糖:生物活性、衍生物、特性和当前生物医学应用进展概述。
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-06-27 DOI: 10.1016/j.carres.2024.109199
Great Iruoghene Edo, Emad Yousif, Mohammed H. Al-Mashhadani

The second and most often utilized natural polymer is chitosan (CS), a naturally existing amino polysaccharide that is produced by deacetylating chitin. Numerous applications have been the subject of in-depth investigation due to its non-hazardous, biologically compatible, and biodegradable qualities. Chitosan's characteristics, such as mucoadhesion, improved permeability, controlled release of drugs, in situ gelation process, and antibacterial activity, depend on its amino (-NH2) and hydroxyl groups (-OH). This study examines the latest findings in chitosan research, including its characteristics, derivatives, preliminary research, toxic effects, pharmaceutical kinetics and chitosan nanoparticles (CS-NPs) based for non-parenteral delivery of drugs. Chitosan and its derivatives have a wide range of physical and chemical properties that make them highly promising for use in the medicinal and pharmaceutical industries. The characteristics and biological activities of chitosan and its derivative-based nanomaterials for the delivery of drugs, therapeutic gene transfer, delivery of vaccine, engineering tissues, evaluations, and other applications in medicine are highlighted in detail in the current review. Together with the techniques for binding medications to nanoparticles, the application of the nanoparticles was also dictated by their physical properties that were classified and specified. The most recent research investigations on delivery of drugs chitosan nanoparticle-based medication delivery methods applied topically, through the skin, and through the eyes were considered.

第二种也是最常用的天然聚合物是壳聚糖(CS),它是一种天然存在的氨基多糖,由甲壳素脱乙酰基而成。由于壳聚糖具有无公害、生物相容性和可生物降解的特性,其众多应用已成为深入研究的主题。壳聚糖的粘附性、渗透性、药物控释、原位凝胶过程和抗菌活性等特性取决于其氨基(-NH2)和羟基(-OH)。本研究探讨了壳聚糖研究的最新发现,包括壳聚糖的特性、衍生物、初步研究、毒性作用、制药动力学以及基于壳聚糖纳米颗粒(CS-NPs)的非肠道给药。壳聚糖及其衍生物具有广泛的物理和化学特性,因此在医疗和制药业中具有很高的应用前景。本综述详细介绍了以壳聚糖及其衍生物为基础的纳米材料在药物输送、治疗性基因转移、疫苗输送、工程组织、评估及其他医药应用方面的特性和生物活性。除了将药物与纳米颗粒结合的技术外,纳米颗粒的应用还取决于其分类和指定的物理性质。本综述对基于壳聚糖纳米粒子的局部、皮肤和眼睛给药方法的最新研究进行了探讨。
{"title":"Chitosan: An overview of biological activities, derivatives, properties, and current advancements in biomedical applications","authors":"Great Iruoghene Edo,&nbsp;Emad Yousif,&nbsp;Mohammed H. Al-Mashhadani","doi":"10.1016/j.carres.2024.109199","DOIUrl":"10.1016/j.carres.2024.109199","url":null,"abstract":"<div><p>The second and most often utilized natural polymer is chitosan (CS), a naturally existing amino polysaccharide that is produced by deacetylating chitin. Numerous applications have been the subject of in-depth investigation due to its non-hazardous, biologically compatible, and biodegradable qualities. Chitosan's characteristics, such as mucoadhesion, improved permeability, controlled release of drugs, in situ gelation process, and antibacterial activity, depend on its amino (-NH<sub>2</sub>) and hydroxyl groups (-OH). This study examines the latest findings in chitosan research, including its characteristics, derivatives, preliminary research, toxic effects, pharmaceutical kinetics and chitosan nanoparticles (CS-NPs) based for non-parenteral delivery of drugs. Chitosan and its derivatives have a wide range of physical and chemical properties that make them highly promising for use in the medicinal and pharmaceutical industries. The characteristics and biological activities of chitosan and its derivative-based nanomaterials for the delivery of drugs, therapeutic gene transfer, delivery of vaccine, engineering tissues, evaluations, and other applications in medicine are highlighted in detail in the current review. Together with the techniques for binding medications to nanoparticles, the application of the nanoparticles was also dictated by their physical properties that were classified and specified. The most recent research investigations on delivery of drugs chitosan nanoparticle-based medication delivery methods applied topically, through the skin, and through the eyes were considered.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141466335","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 and glycosidase inhibition of 3,4,5-trihydroxypiperidines using a one-pot amination-cyclisation cascade reaction 利用单锅氨基化-环化级联反应合成 3,4,5-三羟基哌啶并抑制糖苷酶。
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-06-27 DOI: 10.1016/j.carres.2024.109198
Emma M. Dangerfield , Michael A. Meijlink , Alex A. Hunt-Painter , Seyed A. Nasseri , Stephen G. Withers , Bridget L. Stocker , Mattie S.M. Timmer

Trihydroxypiperidines are a therapeutically valuable class of iminosugar. We applied a one-pot amination-cyclisation cascade reaction to synthesise 3,4,5-trihydroxypiperidine stereoisomers in three steps from commercially available pentoses and in excellent overall yields. Using our methodology, the yields of the syntheses of meso-1, meso-2 and 3L are the highest reported to date. The synthetic methodology was readily extended to the three-step synthesis of N-alkyl derivatives by replacing the ammonia nitrogen source with a primary amine. The trihydroxypiperidines and N-alkyl analogues were screened for enzyme inhibitory activity using Fabrazyme (Fabry disease), GCase (Gaucher's disease), Agrobacterium sp. β-glucosidase, and Escherichia coli β-galactosidase. N-Phenylethyl 3,4,5-trihydroxypiperidine (N-phenylethyl-1-(3R,4R,5S)-piperidine-3,4,5-triol) showed good inhibitory activity of Fabrazyme (Ki = 46 μM). This activity was abolished when the N-phenylethyl group was removed or replaced with a non-aromatic alkyl chain.

三羟基哌啶是一类具有治疗价值的亚氨基糖。我们采用一锅胺化-环化级联反应,从市售的戊糖出发,分三步合成了 3,4,5-三羟基哌啶立体异构体,而且总收率极高。使用我们的方法合成介-1、介-2 和 3L 的收率是迄今为止所报道的最高的。通过用伯胺代替氨氮源,合成方法很容易扩展到三步合成 N-烷基衍生物。利用法布雷酶(法布雷病)、GCase(戈谢病)、农杆菌β-葡萄糖苷酶和大肠杆菌β-半乳糖苷酶对三羟基哌啶和 N-烷基类似物的酶抑制活性进行了筛选。N- 苯乙基 3,4,5-三羟基哌啶(N-苯乙基-1-(3R,4R,5S)-哌啶-3,4,5-三醇)对法布拉酶具有良好的抑制活性(Ki = 46 μM)。当 N-苯基乙基被移除或被非芳香族烷基链取代时,这种活性就会消失。
{"title":"Synthesis and glycosidase inhibition of 3,4,5-trihydroxypiperidines using a one-pot amination-cyclisation cascade reaction","authors":"Emma M. Dangerfield ,&nbsp;Michael A. Meijlink ,&nbsp;Alex A. Hunt-Painter ,&nbsp;Seyed A. Nasseri ,&nbsp;Stephen G. Withers ,&nbsp;Bridget L. Stocker ,&nbsp;Mattie S.M. Timmer","doi":"10.1016/j.carres.2024.109198","DOIUrl":"10.1016/j.carres.2024.109198","url":null,"abstract":"<div><p>Trihydroxypiperidines are a therapeutically valuable class of iminosugar. We applied a one-pot amination-cyclisation cascade reaction to synthesise 3,4,5-trihydroxypiperidine stereoisomers in three steps from commercially available pentoses and in excellent overall yields. Using our methodology, the yields of the syntheses of <strong><em>meso</em>-1</strong>, <strong><em>meso</em>-2</strong> and <strong>3L</strong> are the highest reported to date. The synthetic methodology was readily extended to the three-step synthesis of <em>N</em>-alkyl derivatives by replacing the ammonia nitrogen source with a primary amine. The trihydroxypiperidines and <em>N</em>-alkyl analogues were screened for enzyme inhibitory activity using Fabrazyme (Fabry disease), GCase (Gaucher's disease), <em>Agrobacterium</em> sp. β-glucosidase, and <em>Escherichia coli</em> β-galactosidase. <em>N</em>-Phenylethyl 3,4,5-trihydroxypiperidine (<em>N</em>-phenylethyl-1-(3<em>R</em>,4<em>R</em>,5<em>S</em>)-piperidine-3,4,5-triol) showed good inhibitory activity of Fabrazyme (<em>K</em><sub>i</sub> = 46 μM). This activity was abolished when the <em>N</em>-phenylethyl group was removed or replaced with a non-aromatic alkyl chain.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0008621524001770/pdfft?md5=d0a10f2048fed1a52bbd104f83b6ed34&pid=1-s2.0-S0008621524001770-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141598535","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
In vitro and in silico approach towards antimicrobial and antioxidant behaviour of water-soluble chitosan dialdehyde biopolymers 研究水溶性壳聚糖二醛生物聚合物抗菌和抗氧化性能的体外和硅学方法。
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-06-25 DOI: 10.1016/j.carres.2024.109192
Monica Denise R , Nagarajan Usharani , Natarajan Saravanan , Swarna V. Kanth

Chitosan dialdehyde (ChDA) was prepared from a three-step process initiated by thermal organic acid hydrolysis, periodate oxidization, and precipitation from native chitosan (NCh). The developed ChDA resulted in an aldehydic content of about 82 % with increased solubility (89 %) and maximum yield (97 %). The functional alteration of the aldehydic (-CHO) group in ChDA was established using vibrational stretching at 1744 cm−1. The increase in the zone of inhibition of ChDA compared to NCh has confirmed the inherent antimicrobial effect against bacterial and fungal species. ChDA showed better antioxidant activity of about 97.4 % (DPPH) and 31.1 % (ABTS) compared to NCh, measuring 45.3 % (DPPH) and 15.9 % (ABTS), respectively. The novel insilico predictions of the ChDA's biocidal activity were confirmed through molecular docking studies. The amino acid moiety such as ARG 110 (A), ASN 206 (A), SER 208 (A), THR 117 (B), ASN 118 (B), and LYS 198 (B) residues of 7B53 peptide from E. coli represents the binding pockets responsible for interaction with aldehyde group of ChDA. Whereas PHE 115 (E), ALA 127 (H), TYR 119 (C), GLN 125 (H), ASN 175 (E), ARG 116 (E), LYS 101 (H), and LYS 129 (H) of 1IYL A peptide from Candida albicans makes possible for binding with ChDA. Hence, the synergistic effect of ChDA as a biocidal compound is found to be plausible in the drug delivery system for therapeutic applications.

壳聚糖二甲醛(ChDA)是通过热有机酸水解、高碘酸氧化和从原生壳聚糖(NCh)沉淀三步法制备而成的。所制备的 ChDA 的醛含量约为 82%,溶解度(89%)和最高产率(97%)均有所提高。ChDA 中醛(-CHO)基的功能变化是通过 1744 cm-1 处的振动伸展确定的。与 NCh 相比,ChDA 的抑菌区增大,这证实了它对细菌和真菌具有固有的抗菌作用。ChDA 的抗氧化活性比 NCh 更强,分别达到约 97.4 %(DPPH)和 31.1 %(ABTS),而 NCh 的抗氧化活性分别为 45.3 %(DPPH)和 15.9 %(ABTS)。分子对接研究证实了 ChDA 生物杀灭活性的新的内部预测。来自大肠杆菌的 7B53 肽的 ARG 110 (A)、ASN 206 (A)、SER 208 (A)、THR 117 (B)、ASN 118 (B) 和 LYS 198 (B) 等氨基酸残基代表了与 ChDA 的醛基相互作用的结合口袋。而来自白色念珠菌的 1IYL A 肽的 PHE 115 (E)、ALA 127 (H)、TYR 119 (C)、GLN 125 (H)、ASN 175 (E)、ARG 116 (E)、LYS 101 (H)和 LYS 129 (H) 则有可能与 ChDA 结合。因此,ChDA 作为一种生物杀灭化合物,在治疗应用的给药系统中具有协同效应。
{"title":"In vitro and in silico approach towards antimicrobial and antioxidant behaviour of water-soluble chitosan dialdehyde biopolymers","authors":"Monica Denise R ,&nbsp;Nagarajan Usharani ,&nbsp;Natarajan Saravanan ,&nbsp;Swarna V. Kanth","doi":"10.1016/j.carres.2024.109192","DOIUrl":"10.1016/j.carres.2024.109192","url":null,"abstract":"<div><p>Chitosan dialdehyde (ChDA) was prepared from a three-step process initiated by thermal organic acid hydrolysis, periodate oxidization, and precipitation from native chitosan (NCh). The developed ChDA resulted in an aldehydic content of about 82 % with increased solubility (89 %) and maximum yield (97 %). The functional alteration of the aldehydic (-CHO) group in ChDA was established using vibrational stretching at 1744 cm<sup>−1</sup>. The increase in the zone of inhibition of ChDA compared to NCh has confirmed the inherent antimicrobial effect against bacterial and fungal species. ChDA showed better antioxidant activity of about 97.4 % (DPPH) and 31.1 % (ABTS) compared to NCh, measuring 45.3 % (DPPH) and 15.9 % (ABTS), respectively. The novel <em>insilico</em> predictions of the ChDA's biocidal activity were confirmed through molecular docking studies. The amino acid moiety such as ARG 110 (A), ASN 206 (A), SER 208 (A), THR 117 (B), ASN 118 (B), and LYS 198 (B) residues of 7B53 peptide from <em>E. coli</em> represents the binding pockets responsible for interaction with aldehyde group of ChDA. Whereas PHE 115 (E), ALA 127 (H), TYR 119 (C), GLN 125 (H), ASN 175 (E), ARG 116 (E), LYS 101 (H), and LYS 129 (H) of 1IYL A peptide from <em>Candida albicans</em> makes possible for binding with ChDA. Hence, the synergistic effect of ChDA as a biocidal compound is found to be plausible in the drug delivery system for therapeutic applications.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141466337","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
Editorial - VSI: CARBO XXXVI 编辑 - VSI: CARBO XXXVI.
IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Pub Date : 2024-06-24 DOI: 10.1016/j.carres.2024.109197
{"title":"Editorial - VSI: CARBO XXXVI","authors":"","doi":"10.1016/j.carres.2024.109197","DOIUrl":"10.1016/j.carres.2024.109197","url":null,"abstract":"","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141589648","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
期刊
Carbohydrate Research
全部 Acc. Chem. Res. ACS Applied Bio Materials ACS Appl. Electron. Mater. ACS Appl. Energy Mater. ACS Appl. Mater. Interfaces ACS Appl. Nano Mater. ACS Appl. Polym. Mater. ACS BIOMATER-SCI ENG ACS Catal. ACS Cent. Sci. ACS Chem. Biol. ACS Chemical Health & Safety ACS Chem. Neurosci. ACS Comb. Sci. ACS Earth Space Chem. ACS Energy Lett. ACS Infect. Dis. ACS Macro Lett. ACS Mater. Lett. ACS Med. Chem. Lett. ACS Nano ACS Omega ACS Photonics ACS Sens. ACS Sustainable Chem. Eng. ACS Synth. Biol. Anal. Chem. BIOCHEMISTRY-US Bioconjugate Chem. BIOMACROMOLECULES Chem. Res. Toxicol. Chem. Rev. Chem. Mater. CRYST GROWTH DES ENERG FUEL Environ. Sci. Technol. Environ. Sci. Technol. Lett. Eur. J. Inorg. Chem. IND ENG CHEM RES Inorg. Chem. J. Agric. Food. Chem. J. Chem. Eng. Data J. Chem. Educ. J. Chem. Inf. Model. J. Chem. Theory Comput. J. Med. Chem. J. Nat. Prod. J PROTEOME RES J. Am. Chem. Soc. LANGMUIR MACROMOLECULES Mol. Pharmaceutics Nano Lett. Org. Lett. ORG PROCESS RES DEV ORGANOMETALLICS J. Org. Chem. J. Phys. Chem. J. Phys. Chem. A J. Phys. Chem. B J. Phys. Chem. C J. Phys. Chem. Lett. Analyst Anal. Methods Biomater. Sci. Catal. Sci. Technol. Chem. Commun. Chem. Soc. Rev. CHEM EDUC RES PRACT CRYSTENGCOMM Dalton Trans. Energy Environ. Sci. ENVIRON SCI-NANO ENVIRON SCI-PROC IMP ENVIRON SCI-WAT RES Faraday Discuss. Food Funct. Green Chem. Inorg. Chem. Front. Integr. Biol. J. Anal. At. Spectrom. J. Mater. Chem. A J. Mater. Chem. B J. Mater. Chem. C Lab Chip Mater. Chem. Front. Mater. Horiz. MEDCHEMCOMM Metallomics Mol. Biosyst. Mol. Syst. Des. Eng. Nanoscale Nanoscale Horiz. Nat. Prod. Rep. New J. Chem. Org. Biomol. Chem. Org. Chem. Front. PHOTOCH PHOTOBIO SCI PCCP Polym. Chem.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1