Synthesis of 2'-paclitaxel 2-deoxy-2-fluoro-glucopyranosyl carbonate for specific targeted delivery to cancer cells.
Abstract A novel 2-fluorodeoxyglucose conjugated derivative of paclitaxel was efficiently synthesized using a linker between 2'-OH of paclitaxel and C1-hydroxyl group of 2-fluorodeoxyglucose. In preparation of the prodrug, allyl carbonates were selected as the protective group and the efficient one-step removal of allyloxycarbonyl groups at the end of the synthesis using palladium chemistry gave the target molecule in good yield. The prodrug not only improved the pharmaceutical properties of paclitaxel, such as solubility and stability, but also demonstrated enhanced cytotoxicity and selectivity for cancer cells a...
Source: Carbohydrate Research - May 25, 2020 Category: Genetics & Stem Cells Authors: Meng X, Lian X, Li X, Ya Q, Li T, Zhang Y, Yang Y, Zhang Y Tags: Carbohydr Res Source Type: research

Novel bacterial cellulose membrane biosynthesized by a new and highly efficient producer Komagataeibacter rhaeticus TJPU03.
Abstract Bacterial cellulose(BC) is a kind of extracellular polymer synthesized by bacteria and it has very wide applications in many fields. However, the application of BC in a large commercial scale can still not be fulfilled due to the low yield and demanding for BC membranes with very different properties. To this end, a new BC-producer Komagataeibacter rhaeticus TJPU03 was isolated from rotten orange peel, which produced 8.28 ± 0.27 g/L(dry weight) in standard HS medium at the 10th day. The membrane is easier to be purified by one-step alkaline treatment and the produced BC(K-BC) membran...
Source: Carbohydrate Research - May 12, 2020 Category: Genetics & Stem Cells Authors: He X, Meng H, Song H, Deng S, He T, Wang S, Wei D, Zhang Z Tags: Carbohydr Res Source Type: research

Hyaluronan decoration of milk exosomes directs tumor-specific delivery of doxorubicin.
This study demonstrates the potential use of HA-displaying mExo for tumor cell-specific drug delivery and this strategy should prove to be feasible for targeted cancer therapy. PMID: 32417443 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - May 12, 2020 Category: Genetics & Stem Cells Authors: Li D, Yao S, Zhou Z, Shi J, Huang Z, Wu Z Tags: Carbohydr Res Source Type: research

Preparation and characterization of cellulose nanofiber cryogels as oil absorbents and enzymatic lipolysis scaffolds.
Abstract Cellulose nanofiber (CNF) materials have received much attention as sustainable "green" materials with high mechanical properties. Their application in oil absorption and enzymatic lipolysis makes them further attractive from the perspective of environmental issues including marine pollution preservation. Herein, we prepared CNF cryogels with various surface properties, evaluated their capacities as oil absorbents and applied them as lipase-lipolysis scaffolds. Their obtained cryogels consisted of various modified CNFs and their structure and properties were investigated. Moreover, lipase-suppor...
Source: Carbohydrate Research - May 4, 2020 Category: Genetics & Stem Cells Authors: Sato T, Mori S, Septiyanti M, Nakamura H, Hongo C, Matsumoto T, Nishino T Tags: Carbohydr Res Source Type: research

Rational targeting of Wzb phosphatase and Wzc kinase interaction inhibits extracellular polysaccharides synthesis and biofilm formation in Acinetobacter baumannii.
In this study, we have modelled the Wzb, and Wzc proteins and further validated using PSVS, ProSA, RAMPAGE, and PDBsum. The modelled proteins were used for protein-protein docking. The docked protein-protein complex was minimized by Schrodinger software using OPLS_2005 force field. The binding site of the minimized Wzb-Wzc complex was identified by Sitemap. The high throughput virtual screening identified Labetalol hydrochloride and 4-{1-hydroxy-2-[(1-methyl-3-phenylpropyl) amino] propyl} phenol from FDA-approved drug library based on their interaction at the interface of Wzb-Wzc complex. The inhibitor-protein complex was ...
Source: Carbohydrate Research - May 1, 2020 Category: Genetics & Stem Cells Authors: Tiwari M, Panwar S, Kothidar A, Tiwari V Tags: Carbohydr Res Source Type: research

A new strategy for the chemoenzymatic synthesis of glycopeptides by De-O-acetylation with an esterase and glycosylations with glycosyltransferases.
Abstract Glycopeptides are fragments of glycoproteins and are important in evaluating the biological roles of carbohydrates in glycoproteins. Fmoc solid-phase peptide synthesis using acetyl-protected glycosylated amino acids is a common strategy for the preparation of glycopeptides, but this approach normally requires chemical de-O-acetylation with a base that β-eliminates sugar residues and epimerizes the peptide backbone. Here we demonstrate a facile new chemoenzymatic synthetic strategy for glycopeptides, using an esterase for the de-O-acetylation of sugar residues and glycosyltransferases for successive s...
Source: Carbohydrate Research - April 29, 2020 Category: Genetics & Stem Cells Authors: Yoshimura Y, Nagashima I, Yokoe T, Kishimoto T, Shimizu H, Chiba Y Tags: Carbohydr Res Source Type: research

Direct formation and isolation of unprotected α-and β-d-ribopyranosyl urea, α-and β-d-ribofuranosyl urea, and a ribosyl-1,2-cyclic carbamate in carbohydrate melts.
Direct formation and isolation of unprotected α-and β-d-ribopyranosyl urea, α-and β-d-ribofuranosyl urea, and a ribosyl-1,2-cyclic carbamate in carbohydrate melts. Carbohydr Res. 2020 Apr 29;492:108021 Authors: Cheetham NWH, Tran TD Abstract Solvent-free melts of unprotected d-ribose and urea generated mainly C1- substituted ribosyl products. The remarkable resolving power of a graphitised-carbon HPLC column allowed products of the reaction formed over a range of heating times and temperatures to be monitored. Heating an uncatalysed mixture of d-ribose and urea at temperatures be...
Source: Carbohydrate Research - April 29, 2020 Category: Genetics & Stem Cells Authors: Cheetham NWH, Tran TD Tags: Carbohydr Res Source Type: research

Total synthesis of Myc-IV(C16:0, S) via automated electrochemical assembly.
Abstract Total synthesis of Myc-IV(C16:0, S) via automated electrochemical assembly has been accomplished. This tetrasaccharide has been studied as a symbiotic signal molecule of Arbuscular Mycorrhiza fungi. We have achieved stereoselective synthesis of a disaccharide building block using the mixed-electrolyte system for electrochemical glycosylation; 2 + 1+1 strategy enables us to access the tetrasaccharide precursor and complete the synthesis Myc-IV(C16:0, S) efficiently. PMID: 32339812 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - April 18, 2020 Category: Genetics & Stem Cells Authors: Yano K, Itoh T, Nokami T Tags: Carbohydr Res Source Type: research

Chemo-enzymatic route to bridged homolyxofuranosyl-pyrimidines.
Abstract Synthesis of 2'-O,5'-C-bridged-β-d-homolyxofuranosyl nucleosides U and T have been achieved starting from diacetone-d-glucose in overall yields 55.7 and 57.1%, respectively. Quantitative regioselective monoacetylation of the lone primary hydroxyl group in trihydroxy nucleoside intermediate, i.e. 3'-O-benzyl-β-d-glucofuranosyl nucleosides mediated by Novozyme®-435 has been utilized as the key step in the synthesis of homolyxofuranosyl nucleosides. The structure of the synthesized 2'-O,5'-C-bridged-β-d-homolyxofuranosyl uracil and -thymine has been established on the basis of their spectr...
Source: Carbohydrate Research - April 16, 2020 Category: Genetics & Stem Cells Authors: Kumar S, Singla H, Maity J, Mangla P, Prasad AK Tags: Carbohydr Res Source Type: research

Three new acylphloroglucinol glucosides from the roots of Lysidice rhodostegia and their antioxidant activities.
Abstract Three new acylphloroglucinol glucosides, rhodosides A-C (1-3), and three known ones (4-6) were isolated from the roots of Lysidice rhodostegia. The new structures were identified by MS, NMR, and acid hydrolysis. In addition, the antioxidant capacities of the isolated compounds were evaluated using DPPH radical-scavenging assay, and compounds 1-6 exhibited obvious antioxidant activities with IC50 values of 24.65 ± 1.27 to 38.11 ± 1.35 μM. PMID: 32305627 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - April 14, 2020 Category: Genetics & Stem Cells Authors: Wu C, Li Y, Yi X, Xu Y, Zhang Y, Wang G, Li Y Tags: Carbohydr Res Source Type: research

Formation of glyco-functionalized interfaces for protein binding using polyphenolic glycoside.
In this study, a polyphenolic glycoside (α-glucosyl rutin) was used to form glyco-functionalized interfaces for protein binding. α-Glucosyl rutin was coated onto precious metals, metal oxides, and synthetic polymers, including polyethylene and polytetrafluoroethylene with poor surface modifiability. The glyco-functionalized interfaces bound strongly and specifically to concanavalin A and Bauhinia purpurea lectin, which have different carbohydrate specificities. Competitive adsorption tests demonstrated that the binding sites for the abovementioned lectins were glucosyl and rhamnosyl residues, respectively. The ...
Source: Carbohydrate Research - April 3, 2020 Category: Genetics & Stem Cells Authors: Seto H, Harada M, Nagaura H, Taniguchi H, Murakami T, Kimura I, Hirohashi Y, Shinto H Tags: Carbohydr Res Source Type: research

Isolation and optimization of the method for industrial production of chitin and chitosan from Omani shrimp shell.
In conclusion, shrimp waste could be a natural alternative source for the production of chitin. Furthermore, it could be used in medical, pharmaceutical, and biotechnology sectors. PMID: 32259704 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - April 2, 2020 Category: Genetics & Stem Cells Authors: Said Al Hoqani HA, Al-Shaqsi N, Hossain MA, Al Sibani MA Tags: Carbohydr Res Source Type: research

Synthesis and biological evaluation of novel urea, thiourea and squaramide diastereomers possessing sugar backbone.
ml;rk M Abstract A series of novel chiral 14 urea, thiourea and squaramide stereoisomers possessing carbohydrate backbones as well as amide functional groups was synthesized and characterized by their, 1H NMR, 13C NMR, FT-IR, HRMS, optical rotation, and melting points. Their antiproliferative activities were investigated against HeLa and PC3 cell lines. The compounds 9, 11 and 12 showed better activities at 25 μM against PC3 cell line with respect to the standard 5-fluorouracil (5-FU). Especially, the compounds 9 and 11 showed higher activities than the standard 5-FU even at low concentration (5 μM...
Source: Carbohydrate Research - March 29, 2020 Category: Genetics & Stem Cells Authors: Işılar Ö, Bulut A, Sahin Yaglioglu A, Demirtaş İ, Arat E, Türk M Tags: Carbohydr Res Source Type: research

Design, synthesis, characterization and biological evaluation of Thieno[2,3-b]pyridines-chitosan nanocomposites as drug delivery systems for colon targeting.
Abstract Thieno[2,3-b]pyridine derivatives DATPa-c have been synthesized based on Thorpe-Ziegler Cyclization. The reaction of arylidene malononitrile derivatives (Ia-c) with thiocyanoacetamide (II) in basic medium (piperidine) followed by alkylation using ethyl chloroacetate and finally, cyclization in sodium ethoxide yielded DATPa-c. Thieno[2,3-b]pyridine-chitosan nanocomposites CS-DATPa-c were prepared from the DATPa-c and CS nanoparticles using sodium tripolyphosphate (TPP). CS-DATPa-c nanocomposites were characterized using FTIR, TEM and XRD techniques and showed a relatively narrow size distribution of monodi...
Source: Carbohydrate Research - March 29, 2020 Category: Genetics & Stem Cells Authors: Mansour H, Khodair AI, Elsiginy SM, Elghanam AE Tags: Carbohydr Res Source Type: research

The non-covalent complexes of α- or γ-cyclodextrin with divalent metal cations determined by mass spectrometry.
In this study, gas-phase binding of noncovalent complexes between α-, or γ-CD and divalent metal cations was investigated by electrospray ionization mass spectrometry (ESI-MS), demonstrating the formation of 1:1 stoichiometric noncovalent complexes. The binding of the complexes were furtherly confirmed by collision-induced dissociation (CID) with tandem mass spectrometry. The CID revealed the fragmentation pattern were strongly dependent on the electronic configuration of the cations and the charge separation reaction frequently took place in the cyclodextrin-complexes with transition metal cations. For the non...
Source: Carbohydrate Research - March 20, 2020 Category: Genetics & Stem Cells Authors: Chen X, Chu Y, Gu L, Zhou M, Ding CF Tags: Carbohydr Res Source Type: research

Synthesis of biomass-based carbon aerogels in energy and sustainability.
Abstract Carbon aerogels are 3D hierarchical multiscale porous materials with outstanding physicochemical properties such as high specific surface area, low density, high porosity, excellent electrical conductor, good chemical stability, hydrophobicity, and adjustable surface chemistry among others. Unlike conventional carbon aerogels, biomass-based carbon aerogels are economical, environmentally friendly and have nigh inexhaustible precursors, which have generated extensive interest and exhibited outstanding electrocatalysis and adsorption/absorption performance. In this review, we mainly summarized the four main...
Source: Carbohydrate Research - March 20, 2020 Category: Genetics & Stem Cells Authors: Sam DK, Sam EK, Durairaj A, Lv X, Zhou Z, Liu J Tags: Carbohydr Res Source Type: research

Multi-spectroscopic investigation on the inclusion complexation of α-cyclodextrin with long chain ionic liquid.
Multi-spectroscopic investigation on the inclusion complexation of α-cyclodextrin with long chain ionic liquid. Carbohydr Res. 2020 Mar 19;491:107982 Authors: Banjare MK, Behera K, Banjare RK, Pandey S, Ghosh KK Abstract Host-guest interaction of ionic liquid (IL) 1-decyl-3-methylimidazolium tetrafluoroborate [Dmim][BF4] within α-cyclodextrin (α-CD) has been studied by different spectroscopic techniques and our investigated system is significant in the field of supramolecular chemistry and medicine. Benesi-Hildebrand correlation is used to study the stoichiometry of the host-guest co...
Source: Carbohydrate Research - March 19, 2020 Category: Genetics & Stem Cells Authors: Banjare MK, Behera K, Banjare RK, Pandey S, Ghosh KK Tags: Carbohydr Res Source Type: research

Preparation of O-Glycopeptides from commercial bovine whey proteins using offline liquid chromatography-Mass spectrometry.
Abstract O-Glycopeptides derived from natural bioresources are an attractive material for a variety of purposes. Whey protein products are used as a human dietary supplement and in animal feed and are a readily available resource for the preparation of O-glycopeptides. The protein composition of bovine milk is well-studied, and many glycoproteins carrying N-glycans and O-glycans have been found in commercial whey protein products. In particular, κ-casein glycomacropeptide and lactophorin, which have several O-glycans, are known to exist in whey protein. Here, we report an isolation method of O-glycopeptides ...
Source: Carbohydrate Research - March 19, 2020 Category: Genetics & Stem Cells Authors: Kurogochi M, Matsuda A, Mizuno M Tags: Carbohydr Res Source Type: research

Structural and energetic investigation on the host/guest inclusion process of benzyl isothiocyanate into β-cyclodextrin using dispersion-corrected DFT calculations.
Structural and energetic investigation on the host/guest inclusion process of benzyl isothiocyanate into β-cyclodextrin using dispersion-corrected DFT calculations. Carbohydr Res. 2020 Mar 18;491:107980 Authors: Bouhadiba A, Rahali S, Belhocine Y, Allal H, Nouar L, Rahim M Abstract The formation of host-guest complex between benzyl isothiocyanate (BITC) and β-cyclodextrin (β-CD) was studied using dispersion-corrected density functional theory calculations. The complexation process was monitored using molecular docking simulations, natural bond orbital (NBO) technique, nuclear magnetic r...
Source: Carbohydrate Research - March 18, 2020 Category: Genetics & Stem Cells Authors: Bouhadiba A, Rahali S, Belhocine Y, Allal H, Nouar L, Rahim M Tags: Carbohydr Res Source Type: research

Statistical optimization and characterization of bacterial cellulose produced by isolated thermophilic Bacillus licheniformis strain ZBT2.
Abstract Bacterial cellulose (BC) is an excellent natural biopolymer with wide range of applications. The present study reports a potential BC producing thermophile, identified as Bacillus licheniformis strain ZBT2. The thermophile produced pellicle form of BC (3.0 g/l) under static conditions. Statistical optimization of BC was carried out by Plackett-Burman and central composite design. Results suggest that BC yield (9.2 g/l) was enhanced with 6.6-fold after optimization. BC-gelatin hydrogels composites were developed to assess various properties. The water retention capability and moisture content pro...
Source: Carbohydrate Research - March 7, 2020 Category: Genetics & Stem Cells Authors: Bagewadi ZK, Bhavikatti JS, Muddapur UM, Yaraguppi DA, Mulla SI Tags: Carbohydr Res Source Type: research

Design, synthesis and biological evaluation of acridone glycosides as selective BChE inhibitors.
Abstract Based on structure analyses of butyrylcholinesterase (BChE), a series of 21 acridone glycosides were designed, synthesized and evaluated in vitro for their BChE and acetylcholinesterase (AChE) inhibitory activities. d-ribose derivative 6f exhibited the greatest inhibitory activity on BChE (IC50 = 6.95 μM), and was the most selective inhibitor of BChE with the IC50 ratio of AChE/BChE was 20.59. d-glucose and d-galactose derivatives 6a and 6b showed inhibitory activities against both AChE and BChE. Moreover, compounds 6a, 6b, 6f and 5t were found nontoxic on SHSY5Y neuroblastoma and HepG2 ...
Source: Carbohydrate Research - March 5, 2020 Category: Genetics & Stem Cells Authors: Ma W, Bi J, Zhao C, Gao Y, Zhang G Tags: Carbohydr Res Source Type: research

A review on the properties of electrospun cellulose acetate and its application in drug delivery systems: A new perspective.
Abstract Cellulose acetate (CA) is a remarkable biomaterial most extensively used in biomedical applications due to their properties. This review highlighted the synthesis and chemical structure of CA polymer as well as focused on the mechanical, chemical, thermal, biocompatible, and biodegradable properties of electrospun CA nanofibers. These properties are essential in the evaluation of the CA nanofibers and provide information as a reference for the further utilization and improvement of CA nanofibers. Moreover, we have summarized the use of electrospun CA nanofibers in the drug delivery system as a carrier for...
Source: Carbohydrate Research - March 5, 2020 Category: Genetics & Stem Cells Authors: Wsoo MA, Shahir S, Mohd Bohari SP, Nayan NHM, Razak SIA Tags: Carbohydr Res Source Type: research

Mutarotation of aldoses: Getting a deeper knowledge of a classic equilibrium enabled by computational analyses.
, Babiano R Abstract The mutarotation equilibrium, by which reducing carbohydrates exist in solution as the α and β anomers of cyclic (furanoid and pyranoid) structures, along with open-chain (aldehyde and hydrate) forms, and whose ratios are depending on factors such as temperature, pH and solvent, portraits a phenomenon involved in numerous processes of chemical and biological importance. Herein, we have developed a DFT-based rationale that provides a broader landscape for anomerizations and ring-open chain interconversions, together with the pivotal role exerted not only by the aldehyde intermediate ...
Source: Carbohydrate Research - February 29, 2020 Category: Genetics & Stem Cells Authors: de la Concepción JG, Martínez RF, Cintas P, Babiano R Tags: Carbohydr Res Source Type: research

A visible light promoted O-glycosylation with glycosyl trichloroacetimidates using eosin Y as an organo photoacid.
Abstract A photoacid catalyzed O-glycosylation of alcohols with glycosyl trichloroacetimidates in the presence of commercially available phenolic photoacids, fluorescein, 4',5'-dibromo-fluorescein, and eosin Y under visible light irradiation by blue LEDs was developed. The method is operationally simple without neutralization and proceeds at room temperature. PMID: 32145534 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - February 28, 2020 Category: Genetics & Stem Cells Authors: Liu J, Yin S, Wang H, Li H, Ni G Tags: Carbohydr Res Source Type: research

Mass spectrometry in combination with a chiral column and multichannel-MRM allows comprehensive analysis of glycosphingolipid molecular species from mouse brain.
In conclusion, by combining IF-3 chiral column and the multichannel-MRM method various molecular species of GSLs were detected successfully, and a metabolomics approach based on this LC-MS method should facilitate functional analysis of GSLs and the discovery of early biomarkers of glycosphingolipidoses at the molecular level. PMID: 32120021 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - February 25, 2020 Category: Genetics & Stem Cells Authors: Fujiwara Y, Hama K, Yokoyama K Tags: Carbohydr Res Source Type: research

Structure of phosphorylated and sulfated polysaccharides from lipopolysaccharide of marine bacterium Marinicella litoralis KMM 3900T.
Abstract Two polysaccharide fractions were obtained by mild acid degradation of the lipopolysaccharide of the marine bacterium Marinicella litoralis KMM 3900T. The major polysaccharide was found to contain glycerol 1-phosphate (PGro) and methyl phosphate substituents (PMe), and the following structure of its disaccharide repeating unit was established by sugar analysis, dephosphorylation, Smith degradation, and 1D and 2D NMR spectroscopy: →4)-α-L-Rhap2PGro(~40%)-(1 → 3)-β-D-Manp6PMe(~80%)-(1 → . The minor polysaccharide was shown to consist of 4-O-sulfate-d-mannopyrano...
Source: Carbohydrate Research - February 22, 2020 Category: Genetics & Stem Cells Authors: Kokoulin MS, Lizanov IN, Romanenko LA, Chikalovets IV Tags: Carbohydr Res Source Type: research

Double helical order and functional properties of acid-hydrolyzed maize starches with different amylose content.
lvo G Abstract Two maize starches (Normal and Hylon VII) were hydrolyzed using HCL for 15 days at room temperature. The water holding capacity -WHC and oil holding capacity- OHC were evaluated to describe the changes during the reorganization of hydrolyzed material. The structure was assessed using differential scanning calorimetry (DSC) and Fourier transform infrared spectroscopy with attenuated total reflectance (FTIR-ATR). A hydrolysis degree of 20% was reached with a complete granular structure disruption. During acid hydrolysis, the rearrangement of decoupled double helices favored the order degree. The hydro...
Source: Carbohydrate Research - February 20, 2020 Category: Genetics & Stem Cells Authors: Soler A, Valenzuela-Díaz ED, Velazquez G, Huerta-Ruelas JA, Morales-Sanchez E, Hernandez-Gama R, Mendez-Montealvo G Tags: Carbohydr Res Source Type: research

A novel β-cyclodextrin-rhein conjugate for improving the water solubility and bioavailability of rhein.
A novel β-cyclodextrin-rhein conjugate for improving the water solubility and bioavailability of rhein. Carbohydr Res. 2020 Feb 19;490:107958 Authors: Wang J, Qian Y, Qian C, Shi F, Yao J, Bi X, Chen Z Abstract Rhein is a potential antitumor agent, but the poor water-solubility restricts its clinical applicability. β-cyclodextrin-drug conjugates provide a possibility to improve the water-solubility of rhein and thereby enhance its bioavailability. A novel β-cyclodextrin-rhein conjugate (β-CD-RH) was synthesized by covalently link β-cyclodextrin with rhein through a 1,8-diamino...
Source: Carbohydrate Research - February 19, 2020 Category: Genetics & Stem Cells Authors: Wang J, Qian Y, Qian C, Shi F, Yao J, Bi X, Chen Z Tags: Carbohydr Res Source Type: research

A new synthetic methodology for pyridinic sucrose esters and their antibacterial effects against Gram-positive and Gram-negative strains.
Abstract Described are the development of a new synthetic method using ultrasonic irradiation and sodium methoxide as catalyst for a series of pyridinic sucrose esters (py-SEs), derived from transesterification of sucrose with picolinic, nicotinic and isonicotinic methyl esters. The reaction was optimized using a 32 x 2 experimental design, the reaction time, temperature and sucrose: methyl ester molar ratio being evaluated. The method proved to be efficient for obtaining monosubstituted esters (≥83%) with high methyl ester consumption (≥79%). The monosubstituted py-SEs were isolated by semipreparative HPLC,...
Source: Carbohydrate Research - February 19, 2020 Category: Genetics & Stem Cells Authors: Mora Vargas JA, Ortega JO, Dos Santos MBC, Metzker G, Gomes E, Boscolo M Tags: Carbohydr Res Source Type: research

Synthesis of the tetrasaccharide repeating unit of the O-antigen from Pseudomonas putida BIM B-1100 having rare D-Quip3NAc.
Abstract Chemical synthesis of the complex tetrasaccharide repeating unit of the O-antigen from Pseudomonas putida BIM B-1100 is accomplished in the form of its 2-aminoethyl glycoside to leave the scope for further glycoconjugate formation without hampering the anomeric stereochemistry. A [2 + 2] strategy is followed to complete the total synthesis and a late stage TEMPO mediated oxidation is used to install the required uronic acid. A radical mediated 6-deoxygenation with subsequent protecting group manipulation strategy is used for the preparation of the rare D-FucpNAc and D-Quip3NAc derivatives from s...
Source: Carbohydrate Research - February 19, 2020 Category: Genetics & Stem Cells Authors: Bera M, Mukhopadhyay B Tags: Carbohydr Res Source Type: research

Cyclodextrin based palladium catalysts for Suzuki reaction: An overview.
Abstract The Suzuki reaction is one of the most effective methods for the formation of carbon-carbon bonds and is of great utility in organic synthesis. Recently, cyclodextrin based palladium catalysts were found to be very selective, convenient and efficient for Suzuki cross-coupling reactions. This review focuses on such cyclodextrin systems of palladium which act as efficient catalysts with high catalytic activity and recyclability in Suzuki reaction and covers literature up to 2019. PMID: 32087382 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - February 16, 2020 Category: Genetics & Stem Cells Authors: Kanchana US, Diana EJ, Mathew TV, Anilkumar G Tags: Carbohydr Res Source Type: research

Hyaluronic acid applications in ophthalmology, rheumatology, and dermatology.
Abstract Hyaluronic acid (HA) is a natural polymer of the body capable of reaching high molecular weights leading to a plethora of properties. The physico-chemical properties enable the use of HA in various fields of medicine such as ophthalmology, rheumatology, and dermatology. In the treatment of dry eye disease, HA provides water retention and lubricant properties that challenge current treatment. For osteoarthritis, HA applies its lubricant as well as anti-inflammatory properties for treatment. Additionally, HA has been a long-standing ingredient in dermatology and cosmetics for its benefit in revitalizing the...
Source: Carbohydrate Research - February 15, 2020 Category: Genetics & Stem Cells Authors: Huynh A, Priefer R Tags: Carbohydr Res Source Type: research

Chemo-selective Rh-catalysed hydrogenation of azides into amines.
Abstract Rh/Al2O3 can be used as an effective chemo-selective reductive catalyst that combines the mild conditions of catalytic hydrogenation with high selectivity for azide moieties in the presence of other hydrogenolysis labile groups such as benzyl and benzyloxycarbonyl functionalities. The practicality of this strategy is exemplified with a range of azide-containing carbohydrate and amino acid derivatives. PMID: 32062397 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - February 6, 2020 Category: Genetics & Stem Cells Authors: Ghirardello M, Ledru H, Sau A, Galan MC Tags: Carbohydr Res Source Type: research

Graft and crosslinked polymerization of polysaccharide gum to form hydrogel wound dressings for drug delivery applications.
Abstract The present article discusses the exploration of the potential of moringa gum (MOG) polysaccharides for developing a hydrogel dressing as a slow drug carrier to the enhanced wound healing. The polymer films were formed by grafting of carbomer onto MOG by radiation induced crosslinking technique. The polymers were characterized by cryo-SEM, AFM, FTIR, 13C NMR spectroscopy, and swelling studies. Drug delivery and biomedical properties of the dressings were also determined. Polymer dressing absorbed 4.20 ± 0.09 g/g simulated wound fluid. The release of levofloxacin was observed without ...
Source: Carbohydrate Research - February 6, 2020 Category: Genetics & Stem Cells Authors: Singh B, Kumar A Tags: Carbohydr Res Source Type: research

Comprehensive structural analysis of a set of various branched glucans by standard methylation analysis, 1H NMR spectroscopy, ESI-mass spectrometry, and capillary electrophoresis.
k P Abstract Various (semi)-synthetic non-digestible glucans (NDG) (resistant (malto)dextrin, isomaltooligosaccharide, soluble corn fiber, polydextrose) were analyzed by methylation analysis, 1H NMR spectroscopy, ESI-MSn, TLC, and capillary electrophoresis (CE/UV). Partly complementary and partly corroborative results were obtained by these methods yielding a comprehensive overview about the various degrees of complexity and special structural features. Methylation analysis enabled the most detailed quantitative evaluation of glycosidic linkage positions and branching pattern, and detection of furanosyl residues. ...
Source: Carbohydrate Research - February 4, 2020 Category: Genetics & Stem Cells Authors: Lämmerhardt N, Hashemi P, Mischnick P Tags: Carbohydr Res Source Type: research

O-specific polysaccharides structures of Pseudomonas strains isolated from the strawberry leaves.
Abstract Two Pseudomonas strains were isolated from the strawberry leaves. The O-antigens were obtained using phenol-water method and mild acid degradation. The following structures of the O-polysaccharides were established by sugar analysis and 2D NMR spectroscopy: OPS of Pseudomonas koreensis BIM B-970G →3)-α-D-FucNAcp-(1 → 2)-β-D-Quip3NAc-(1 → 3)-α-L-6dTalp4OAc-(1→ OPS of Pseudomonas oryzihabitans BIM B-1072G →4)-α-L-FucpNAm3OAc-(1 → 3)-α-D-QuipNAc-(1 → 4)-β-D-GlcpNAc3NAcA-(1→ Where Am - acetimidoyl...
Source: Carbohydrate Research - February 2, 2020 Category: Genetics & Stem Cells Authors: Zdorovenko EL, Kadykova AA, Shashkov AS, Kiseleva EP, Savich VV, Novik GI Tags: Carbohydr Res Source Type: research

Improved method for production of chitin and chitosan from shrimp shells.
In this study, pretreatment procedures have been investigated preceding the standard production of chitin and chitosan. These steps can be used in industrial processes to preserve raw shrimp shells as long as the amount of material is not enough for one production batch. After these treatments, shrimp shells are clean and are facile for further demineralization, deproteinization and deacetylation processes. The prepared chitin and chitosan show a high purity with very low ash (less than 0.3%) and protein residues (less than 0.5%), along with their high molecular weight and high crystallinity. This modified approach has pot...
Source: Carbohydrate Research - January 17, 2020 Category: Genetics & Stem Cells Authors: Trung TS, Tram LH, Van Tan N, Van Hoa N, Minh NC, Loc PT, Stevens WF Tags: Carbohydr Res Source Type: research

Antimicrobial, microscopic and spectroscopic properties of cellulose paper coated with chitosan sol-gel solution formulated by epsilon-poly-l-lysine and its application in active food packaging.
This study revealed an antimicrobial activity for CC films impregnated with ε-PL, to control foodborne pathogens in meat. PMID: 31978746 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - January 17, 2020 Category: Genetics & Stem Cells Authors: Razavi R, Tajik H, Moradi M, Molaei R, Ezati P Tags: Carbohydr Res Source Type: research

Structural characterisation of two medium molecular mass exopolysaccharides produced by the bacterium Lactobacillus fermentum Lf2.
Abstract Under optimized conditions, the lactic acid bacterium Lactobacillus fermentum Lf2 secretes up to 2 gL-1 of a mixture of polysaccharides into the fermentation medium when grown on sucrose. Earlier studies had shown that the mixture is biologically active and work was undertaken to characterise the polysaccharides. Preparative size exclusion chromatography was used to separate a high molecular mass β-glucan (weight average mass of 1.23 × 106 gmol-1) from two medium molecular mass polysaccharides (weight average mass of 8.8 × 104 gmol-1). Under optimized growth conditions...
Source: Carbohydrate Research - January 10, 2020 Category: Genetics & Stem Cells Authors: Ahmed HI, Ransom-Jones E, Sadiq S, Vitlic A, McLay N, Rojas MF, Ale EC, Binetti AG, Collett A, Humphreys PN, Laws AP Tags: Carbohydr Res Source Type: research

Kinetic investigation of dilute acid hydrolysis of hardwood pulp for microcrystalline cellulose production.
Abstract This work presents a kinetic investigation of dilute sulfuric acid hydrolysis of bleached hardwood kraft pulp. The temperature-time dependence shows fast xylose extraction during the initial period of the process, while the glucose content increases slowly and permanently over the period. A conversion of xylose into furfural and furfural-derived chromophores is observed. It is established that only a low-brightness microcrystalline cellulose when a degree of polymerization below 300 can be obtained from hardwood pulp. The study of the acid hydrolysis kinetics, with respect to the degree of polymerization ...
Source: Carbohydrate Research - January 8, 2020 Category: Genetics & Stem Cells Authors: Yavorov N, Valchev I, Radeva G, Todorova D Tags: Carbohydr Res Source Type: research

Thermal, morphological and structural characterization of a copolymer of starch and polyethylene.
The objective of this paper was to perform a copolymerization between polyethylene and starch in order to obtain new environmentally friendly materials. The copolymer obtained was characterized thermally, morphologically and structurally, including its pasting profile. The starch-g-PE copolymer showed lower thermal stability compared to the control materials. FTIR analysis determined that the chemical bond signal between the starch and polyethylene in the copolymer overlaps with the native starch signals. The signal from this chemical bond was assigned by proton NMR spectroscopy at δ 4.45 ppm. X-ray studies of t...
Source: Carbohydrate Research - January 8, 2020 Category: Genetics & Stem Cells Authors: Ramírez-Hernández A, Hernández-Mota CE, Páramo-Calderón DE, González-García G, Báez-García E, Rangel-Porras G, Vargas-Torres A, Aparicio-Saguilán A Tags: Carbohydr Res Source Type: research

Dermatan sulfate epimerase 1 expression and mislocalization may interfere with dermatan sulfate synthesis and breast cancer cell growth.
This study aimed to investigate the expression of DS-epi1 in multiple breast cancer cell lines, including MCF7 (luminal A), MDA-MB-231 (triple-negative) and SKBR3 (human epidermal growth factor receptor 2-positive), and its involvement in cancer progression. A SKBR3 variant, SKBR3m, presented the most erratic cell growth pattern when compared with those for MCF7 and MDA-MB-231. Moreover, SKBR3m cells demonstrated the highest level of DS-epi1 gene expression and higher 35S-DS content. However, at the protein level, MCF7 cells displayed the highest protein level for DS-epi1, whereas MDA-MB-231 cells had the lowest level...
Source: Carbohydrate Research - January 7, 2020 Category: Genetics & Stem Cells Authors: Listik E, Xavier EG, Silva Pinhal MAD, Toma L Tags: Carbohydr Res Source Type: research

New triacetic acid lactone glycosides from the fruits of Forsythia suspensa and their nitric oxide production inhibitory activity.
Abstract Three new triacetic acid lactone (TAL) glycosides, forsyphensides A-C (1-3) were isolated from the fruits of Forsythia suspensa. Their structures were elucidated by comprehensive spectroscopic techniques. The absolute configurations of their monosaccharides were determined by GC analysis. Notably, forsyphensides A-C were relatively rare TAL glycosides identified from plants. Compound 1 exhibited inhibitory activity against the lipopolysaccharide (LPS)-induced nitric oxide (NO) production in microglia BV2 cells with the inhibition rate of 69.40%. PMID: 31927345 [PubMed - as supplied by publisher] (Sou...
Source: Carbohydrate Research - January 7, 2020 Category: Genetics & Stem Cells Authors: Shao S, Yang Y, Feng Z, Jiang J, Zhang P Tags: Carbohydr Res Source Type: research

Nano co-immobilization of α-amylase and maltogenic amylase by nanomagnetic combi-cross-linked enzyme aggregates method for maltose production from corn starch.
Nano co-immobilization of α-amylase and maltogenic amylase by nanomagnetic combi-cross-linked enzyme aggregates method for maltose production from corn starch. Carbohydr Res. 2019 Dec 25;488:107904 Authors: Torabizadeh H Abstract Starch hydrolysis to maltose by nano-magnetic combined cross-linked enzyme aggregates of α-amylase and maltogenic amylase (NM-Combi-CLEAs) is an important step to open new perspectives for special food and pharmaceutic production. Improvement of mass transfer, thermostability, functional specificity, and reusability of combined enzymes was performed. The obtained ...
Source: Carbohydrate Research - December 25, 2019 Category: Genetics & Stem Cells Authors: Torabizadeh H Tags: Carbohydr Res Source Type: research

Synthesis of 2-azido-2-deoxy- and 2-acetamido-2-deoxy-D-manno derivatives as versatile building blocks.
Abstract Reported herein is the synthesis of a number of building blocks of 2-amino-2-deoxy-d-mannose from common d-glucose precursors. PMID: 31901454 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - December 23, 2019 Category: Genetics & Stem Cells Authors: Alex C, Visansirikul S, Zhang Y, Yasomanee JP, Codee J, Demchenko AV Tags: Carbohydr Res Source Type: research

Rhodium-catalyzed reductive modification of pyrimidine nucleosides, nucleotide phosphates, and sugar nucleotides.
Abstract Nucleosides and nucleotides are a group of small molecule effectors and substrates which include sugar nucleotides, purine and pyrimidine-based nucleotide phosphates, and diverse nucleotide antibiotics. We previously reported that hydrogenation of the nucleotide antibiotic tunicamycin leads to products with reduced toxicity on eukaryotic cells. We now report the hydrogenation of diverse sugar nucleosides, nucleotide phosphates, and pyrimidine nucleotides. UDP-sugars and other uridyl and thymidinyl nucleosides are quantitatively reduced to the corresponding 5,6-dihydro-nucleosides. Cytidyl pyrimidines are ...
Source: Carbohydrate Research - December 19, 2019 Category: Genetics & Stem Cells Authors: Price NPJ, Jackson MA, Vermillion KE, Blackburn JA, Hartman TM Tags: Carbohydr Res Source Type: research

Exploring anomeric glycosylation of phosphoric acid: Optimisation and scope for non-native substrates.
PMID: 31887633 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - December 19, 2019 Category: Genetics & Stem Cells Authors: Beswick L, Ahmadipour S, Hofman GJ, Wootton H, Dimitriou E, Reynisson J, Field RA, Linclau B, Miller GJ Tags: Carbohydr Res Source Type: research

New N-ribosides and N-mannosides of rhodanine derivatives with anticancer activity on leukemia cell line: Design, synthesis, DFT and molecular modelling studies.
Abstract N-ribosylation and N-mannosylation compounds have a great role in compounds activity as anticancer. The reaction of 2-thioxo-4-thiazolidinone (rhodanine) derivatives, as aglycon part, was done with ribofuranose and mannopyranose sugars (glycone part) followed by deacetylation without cleavage of the rhodanine under acidic medium. Conformational analysis has been studied using NMR methods (2D, DQF-COSY, HMQC and HMBC). All final the new deprotected nucleosides were screened against leukemia 1210, and were found to be considerably less potent (Ic50% 1.4-10.6 μM) than doxorubicin (Ic50% 0.02 &mu...
Source: Carbohydrate Research - December 14, 2019 Category: Genetics & Stem Cells Authors: Khodair AI, Awad MK, Gesson JP, Elshaier YAMM Tags: Carbohydr Res Source Type: research

On the electron withdrawing nature of ethers in glycosylation chemistry.
en HH Abstract The present paper is a commentary on the electronic effects that protecting groups exert on glycosylation chemistry. Specifically, its purpose is to rectify the misguided use of the term electron donating benzyl groups, which hardly makes sense in the context of protecting groups on alcohols in saturated systems such as carbohydrates. It is argued that benzyl ethers (OBn) should rightfully be referred to as being inductively electron withdrawing, even if they are less so than benzoyl esters (OBz). PMID: 31855794 [PubMed - as supplied by publisher] (Source: Carbohydrate Research)
Source: Carbohydrate Research - December 7, 2019 Category: Genetics & Stem Cells Authors: Marqvorsen MHS, Brinkø A, Jensen HH Tags: Carbohydr Res Source Type: research

Synthesis of a novel magnetic starch-alginic acid-based biomaterial for drug delivery.
Abstract The magnetic composite hydrogel was fabricated by the graft copolymerization of itaconic acid (IA) onto starch and Alginic acid in the presence graphene sheets (Gr) and Fe3O4 nanoparticles (Fe3O4@Gr-IA/St-Alg) for Guaifenesin (GFN) delivery and wound healing. The Fe3O4@Gr-IA/St-Alg biomaterial is a hydrogel network endowed the material with magnetic property. In addition, GFN not only achieved effectively bound to the magnetic hydrogel, but also released in a controlled manner. The using external magnetic field has significantly positive influence on the drug release rate. To close, these hydrogel drug ca...
Source: Carbohydrate Research - December 6, 2019 Category: Genetics & Stem Cells Authors: Forouzandehdel S, Forouzandehdel S, Rezghi Rami M Tags: Carbohydr Res Source Type: research