Carbohydrate Research最新文献

{"title":"Study on the role of alkali halides on the mutarotation and dehydration of d-xylose in aqueous solution","authors":"","doi":"10.1016/j.carres.2024.109258","DOIUrl":"10.1016/j.carres.2024.109258","url":null,"abstract":"<div><p>Although the xylose mutarotation and transformation have been investigated largely separately, their relationship has been rarely systematically elaborated. The effect of several factors such as xylose concentration, temperature, and salt concentration, affecting the mutarotation of xylose are discussed. Nine alkali halides (LiCl, NaCl, KCl, LiBr, NaBr, KBr, LiI, NaI, and KI) are used to test salt effects. The relationship between xylose rotation rate constant (<em>k</em>_<em>M</em>), specific optical rotation at equilibrium ([α]_eqm), α/β ratio, H chemical shift difference (ΔΔδ), Gibbs free energy difference (ΔG), hydrogen ion or hydroxide ion concentration ([H⁺] or [OH⁻]), and xylose conversion is discussed. Different salts dissolved in water result in different pH of the solutions, which affect the mutarotation of xylose, with the nature of both cation and anion. Shortly, the smaller the cation radius is and the larger the anion radius is, the greater the mutarotation rate is. In the dehydration of xylose to furfural in salty solutions, xylose conversion is positively correlated to mutarotation rate, H⁺ or OH⁻ concentration, and the energy difference between α-xylopyranose and β-xylopyranose. Although the [α]_eqm of xylose is positively correlated with α/β configuration ratio, there is no obvious correlation with xylose dehydration. The conversion to furfural in chlorides is superior to that in bromines and iodides, which is due to the fact that the pH of chloride salts is smaller than that of the corresponding bromide and iodized salts. Higher H⁺ concentration prefers to accelerate the formation of furfural. In basic salt solutions, the xylulose selectivity is higher than that of furfural at the initial stage of reaction. The furfural selectivity and carbon balance are better in acidic condition rather than in basic condition. In H₂O-MTHF (2-Methyltetrahydrofuran) biphasic system, the optimal furfural selectivity of 81.0 % is achieved at 190 °C in 1 h with the assistance of LiI and a little HCl (0.2 mmol, 8 mmol/L in aqueous phase). A high mutarotation rate represents rapid xylose conversion, but a high furfural selectivity prefers in acidic solutions, which would be perfect if organic solvents were available to form biphasic systems.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142232994","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}

{"title":"Exploring the promising role of chitosan delivery systems in breast cancer treatment: A comprehensive review","authors":"","doi":"10.1016/j.carres.2024.109271","DOIUrl":"10.1016/j.carres.2024.109271","url":null,"abstract":"<div><p>Breast cancer presents a significant global health challenge, driving the development of novel treatment strategies for therapeutic interventions. Nanotechnology has emerged as a promising avenue for addressing this challenge, with Chitosan (CS) nanoparticles receiving prominence due to their unique characteristics and multitude of potential applications. This review provides a comprehensive overview of the role of Chitosan nanoparticles in breast cancer therapy. The review begins by emphasizing the prevalence and importance of breast cancer as a major health issue, underscoring the necessity for effective treatments. It then delves into the application of Chitosan nanoparticles in breast cancer therapy. One key aspect discussed is their role as carriers for anticancer drugs, enabling targeted delivery and improved cellular uptake. Furthermore, the review explores modified Chitosan nanoparticles and strategies for enhancing their efficacy and specificity in breast cancer treatment. It also examines Chitosan conjugates and hybrids, which offer innovative approaches for combination therapy. Additionally, metal and magnetic Chitosan nanoparticles are discussed spanning their capacity to assist in imaging, hyperthermia, as well as targeted drug delivery. In conclusion, the review summarizes the current research landscape regarding Chitosan nanoparticles for breast cancer therapy and offers insights into future directions. Overall, the review highlights the versatility, potential benefits, and future prospects of Chitosan nanoparticles in combating breast cancer.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142167642","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}

{"title":"Synthesis of a deuterated disaccharide internal standard for LC-MS/MS quantitation of heparan sulfate in biological samples","authors":"","doi":"10.1016/j.carres.2024.109270","DOIUrl":"10.1016/j.carres.2024.109270","url":null,"abstract":"<div><p>High levels of heparan sulfate (HS) are a marker for several mucopolysaccharidosis (MPS) disorders which are lysosomal storage diseases caused by genetic defects in HS-degrading enzymes. Quantitation of HS in biological samples is therefore critical for diagnosis and evaluating the efficacy of new therapies. Herein we present the efficient synthesis of a butylated GlcN-GlcA disaccharide and its deuterated derivative for use as an internal standard in a quantitative mass spectrometry-based assay for analysis of HS following butanolysis. The synthesis features the stereoselective 1,2-<em>cis</em> glycosylation of a GlcA acceptor with a 6-<em>O</em>-benzoyl-2-deoxy-2-azido thioglucoside donor.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-09-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0008621524002490/pdfft?md5=b907954b03a55d5b604586d7cafdd595&pid=1-s2.0-S0008621524002490-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142167641","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}

{"title":"Structure of the O-specific polysaccharide of Asaia bogorensis ATCC BAA-21 lipopolysaccharide","authors":"","doi":"10.1016/j.carres.2024.109266","DOIUrl":"10.1016/j.carres.2024.109266","url":null,"abstract":"<div><p><em>Asaia bogorensis</em> is a Gram-negative bacterium isolated from flowers and fruits growing in tropical climate, reproductive system of mosquitoes, and rarely from immunocompromised patients. In Europe, <em>A. bogorensis</em> is responsible for the contamination of flavoured mineral waters. One of the important surface antigen and an element of the bacterial biofilm is lipopolysaccharide (LPS, endotoxin). To date, no data on <em>A. bogorensis</em> LPS structure has been reported. Chemical analysis and ¹H,¹³C nuclear magnetic resonance spectroscopy revealed the novel structure of the O-specific polysaccharide of <em>A. bogorensi</em>s ATCC BAA-21 LPS. It was concluded that the repeating unit of the O-antigen is a branched trisaccharide with the following structure: →6)-α-<span>d</span>-Glc<em>p</em>-(1→2)-[β-<span>d</span>-Glc<em>p</em>-(1→3)]-α-<span>l</span>-Rha<em>p</em>-(1→ .</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0008621524002453/pdfft?md5=b7f7a17a3e3c03e300135dd7a21cf923&pid=1-s2.0-S0008621524002453-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142161616","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}

{"title":"Identification of N-linked glycans recognized by WGA in saliva from patients with non-small cell lung cancer","authors":"","doi":"10.1016/j.carres.2024.109256","DOIUrl":"10.1016/j.carres.2024.109256","url":null,"abstract":"<div><p>Non-small cell lung cancer (NSCLC) is one of the leading causes of cancer-related deaths. Saliva diagnosis is an essential approach for clinical applications owing to its noninvasive and material-rich features. The purpose of this study was to investigate differences in <em>wheat germ agglutinin</em> (WGA)-based recognition of salivary protein N-linked glycan profiles to distinguish non-small cell lung cancer (NSCLC) patients from controls. We used WGA-magnetic particle conjugates to isolate glycoproteins in the pooled saliva of healthy volunteers (HV, n = 35), patients with benign pulmonary disease (BPD, n = 35), lung adenocarcinoma (ADC, n = 35), and squamous cell carcinoma (SCC, n = 35), following to release the N-linked glycans from the isolated proteins with PNGase F, and further identified and annotated the released glycans by MALDI-TOF/TOF-MS, respectively. The results showed that 34, 35, 39, and 44 N-glycans recognized by WGA were identified and annotated from pooled saliva samples of HV, BPD, ADC, and SCC, respectively. Furthermore, the proportion of N-glycans recognized by WGA in BPD (81.2 %), ADC (90.1 %), and SCC (88.7 %), increased compared to HV (71.9 %). Two N-glycan peaks (<em>m</em>/<em>z</em> 2286.799, and 3399.211) specifically recognized by WGA were present only in NSCLC. These findings suggest that altered salivary glycopatterns such as sialic acids and GlcNAc containing N-glycans recognized by WGA might serve as potential personalized biomarkers for the diagnosis of NSCLC patients.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142145257","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}

{"title":"5-Fluorouracil-loaded green chitosan nanoparticles/ guar gum nanocomposite hydrogel in controlled drug delivery","authors":"","doi":"10.1016/j.carres.2024.109257","DOIUrl":"10.1016/j.carres.2024.109257","url":null,"abstract":"<div><p>In recent years nanotechnologies have been applied to human health with promising results, especially in the field of drug delivery. Polymeric nanoparticles (NPs) have garnered much importance in controlled drug delivery owing to their size. Chitosan (Cs) is a well-recognized biopolymer and Cs NPs have been widely explored in drug delivery. Nonetheless, reports pertaining to green synthesis of Cs NPs are scarce. Thus, in this study, green synthesis of Cs NPs was accomplished from raw mango peel extract. Spherical Cs NPs with positively charged surface of 33.4 mV was accomplished by this process. Cs NPs, in varied content, were integrated in a guar gum network matrix resulting in a nanocomposite hydrogel. The mechanical and thermal stability of the hydrogel improved upon addition of Cs NPs. The hydrogel exhibited smart swelling, good antioxidant and anti-inflammatory propensities. Cs NPs encapsulating 5-Fluorouracil demonstrated a controlled release drug profile in the colorectum and the kinetics implied the anomalous nature of drug release mechanism. The exposure of the drug-loaded nanocomposite hydrogel displayed improved anticancer effects in HT-29 colon cancer cells. Taken altogether, this study puts forth the greater efficacy of Cs NPs in controlled drug delivery for anticancer therapy.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142139381","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}

{"title":"Synthesis and characterization of modified chitosan as a promising material for enterosorption of heavy metal ions","authors":"","doi":"10.1016/j.carres.2024.109255","DOIUrl":"10.1016/j.carres.2024.109255","url":null,"abstract":"<div><p>Currently, an important ecological problem is environmental pollution and its negative impact on living organisms, the consequences of which are deterioration in general health and the manifestation of various diseases, poisoning, endo- and exotoxicosis. Enterosorption method was proposed as a promising method for removing toxic substances from the living organisms using enterosorbents which can absorb various toxic substances of endogenous and exogenous nature in the lumen of the gastrointestinal tract. It has been proposed to use polymer-containing enterosorbents for eliminating of heavy metals from the organism. The purpose of this research was to synthesize a quaternized derivative of chitosan, specifically N-(2-hydroxybenzyl)-N-ethyl-N-methyl chitosan chloride (Q-CHS). The synthesis of Q-CHS involved the formation of a Schiff base, followed by the quaternization of the amino group of chitosan (CHS). The structures of both pure CHS and quaternized CHS were studied using various physico-chemical methods, including FTIR, NMR, XRD, SEM, DSC and TGA analyses in order to determine the structure and confirm the formation of the final product.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142139382","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}

{"title":"Stereocontrolled 1,2-trans-arabinofuranosylation in the absence of 2-O-acyl group in glycosyl donor","authors":"","doi":"10.1016/j.carres.2024.109252","DOIUrl":"10.1016/j.carres.2024.109252","url":null,"abstract":"<div><p>Stereocontrolled 1,2-<em>trans</em>-α-arabinofuranosylation using polysilylated mono- and disaccharide glycosyl donors was investigated. A complete α-stereoselectivity of 1,2-<em>trans</em>-arabinofuranosylation was found for Ara-β-(1 → 2)-Ara <em>disaccharide</em> glycosyl donors containing five triisopropylsilyl (TIPS) groups with arylthiol (<strong>1</strong>) (as shown in our previous publications) or <em>N</em>-phenyltrifluoroacetimidoyl (<strong>2</strong>) (this work) leaving groups. Conversely, in case of <em>monosaccharide</em> thioglycosides polysilylated with acyclic silyl groups (TIPS, TBDPS), stereoselectivity of glycosylation was lower (α:β = 7–8:1), although the desired α-isomer still dominated. Disaccharide glycosyl donor <strong>2</strong> was successfully used in the synthesis of linear α-(1 → 5)-, β-(1 → 2)-linked hexaarabinofuranoside useful for further preparation of conjugates thereof as antigens valuable for the diagnosis of mycobacterioses.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142095040","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}

{"title":"Galactosylation of glycoconjugates using Pacific oyster β-1,3-galactosyltransferases","authors":"","doi":"10.1016/j.carres.2024.109254","DOIUrl":"10.1016/j.carres.2024.109254","url":null,"abstract":"<div><p>The Pacific oyster (<em>Magallana gigas</em>) exhibits an extensive diversity of <em>N</em>- and O-linked glycoconjugates, offering significant potential for biotechnological applications. Through genomic data mining, we have identified and characterized a suite of β-1,3-galactosyltransferase enzymes, pivotal for the synthesis of glycan structures. Out of ten cloned gene candidates, six enzymes were successfully expressed recombinantly in <em>Escherichia coli</em>. Four of these enzymes exhibited measurable catalytic activity in the transfer of galactose to various acceptor substrates. Notably, MgB3GalT1 demonstrated the highest efficiency, achieving a 91.2 % conversion rate. This enzyme was proficient in glycosylating diverse glycan structures, including Core 2 <em>O</em>-glycans and several di-, tri-, and tetra-antennary complex <em>N</em>-glycan standards. Mass spectrometric analysis confirmed the successful modification of <em>N</em>-glycans. These findings open new approaches for utilizing oyster-derived enzymes in glycan-based therapeutics and molecular glycoengineering, highlighting their utility in synthetic applications and biotechnological advancements.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142095144","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}

{"title":"Synthesis of regioselectively protected building blocks of benzyl β-d-glucopyranoside","authors":"","doi":"10.1016/j.carres.2024.109250","DOIUrl":"10.1016/j.carres.2024.109250","url":null,"abstract":"<div><p>Reported herein is the synthesis of benzyl β-<span>d</span>-glucopyranoside and its derivatives that provide straightforward access to 3,4-branched glycans. Modes to diversify the synthetic intermediates via introduction of various temporary protecting groups have been demonstrated.</p></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142095142","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}