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Gour Chand Daskhan, Carlo Pifferi, Olivier Renaudet
The synthesis of heteroglycoclusters (hGCs) is being subjected to rising interest, owing to their potential applications in glycobiology. In this paper, we report an efficient and straightforward convergent protocol based on orthogonal chemoselective ligations to prepare structurally well-defined cyclopeptide-based homo- and heterovalent glycoconjugates displaying 5-N-acetyl-neuraminic acid (Neu5Ac), galactose (Gal), and/or N-acetyl glucosamine (GlcNAc). We first used copper-catalyzed azide-alkyne cycloaddition and/or thiol-ene coupling to conjugate propargylated α-sialic acid 3, β-GlcNAc thiol 5, and β-Gal thiol 6 onto cyclopeptide scaffolds 7-9 to prepare tetravalent homoglycoclusters (10-12) and hGCs (13-14) with 2:2 combinations of sugars...
October 2016: ChemistryOpen
Akimasa Someya, Takako Ikegami, Koji Sakamoto, Isao Nagaoka
Osteoarthritis (OA) is one of the major joint diseases, and the synovial inflammation is involved in the pathogenesis and progression of OA. Glucosamine (GlcN) is widely used as a dietary supplement for OA, and is expected to exert the antiinflammatory action in OA. However, the detailed mechanism for the antiinflammatory action of GlcN remains poorly understood. In this study, to elucidate the molecular mechanism involved in the GlcN-medicated regulation of synovial cell activation, we comprehensively analyzed the effect of GlcN on the gene expression using a human synovial cell line MH7A by DNA microarray...
2016: PloS One
Vijay M Dhurandhare, Yuh-Sheng Wen, Sachin D Gawande, Pin-Hsuan Liao, Cheng-Chung Wang
We report a microwave-assisted intramolecular anomeric protection (iMAP) of glucosamine, which facilitates concise transformation of 1,6-anhydroglucosamine into 1,6-anhydrogalactosamine and 1,6-anhydroallosamine. The iMAP simultaneously obviates both the O1 and O6 protection, and the differentiation between O3 and O4 can be well-controlled by the N2 functionality because of the hydrogen bonding between N2 and O4. Epimerization of O4 afforded the galactosamine derivative and that of O3 yielded allosamine.
October 24, 2016: Journal of Organic Chemistry
Chatchai Muanprasat, Varanuj Chatsudthipong
Chitosan oligosaccharide (COS) is an oligomer of β-(1➔4)-linked D-glucosamine. COS can be prepared from the deacetylation and hydrolysis of chitin, which is commonly found in the exoskeletons of arthropods and insects and the cell walls of fungi. COS is water soluble, non-cytotoxic, readily absorbed through the intestine and mainly excreted in the urine. Of particular importance, COS and its derivatives have been demonstrated to possess several biological activities including anti-inflammation, immunostimulation, anti-tumor, anti-obesity, anti-hypertension, anti-Alzheimer's disease, tissue regeneration promotion, drug and DNA delivery enhancement, anti-microbial, anti-oxidation and calcium-absorption enhancement...
October 20, 2016: Pharmacology & Therapeutics
M I Boguś, E Włóka, A Wrońska, A Kaczmarek, M Kazek, K Zalewska, M Ligęza-Żuber, M Gołębiowski
Entomopathogenic fungi infect insects via penetration through the cuticle, which varies remarkably in chemical composition across species and life stages. Fungal infection involves the production of enzymes that hydrolyse cuticular proteins, chitin and lipids. Host specificity is associated with fungus-cuticle interactions related to substrate utilization and resistance to host-specific inhibitors. The soil fungus Conidiobolus coronatus (Constantin) (Entomophthorales: Ancylistaceae) shows virulence against susceptible species...
October 22, 2016: Medical and Veterinary Entomology
H Esfandiari, M Pakravan, Z Zakeri, S Ziaie, P Pakravan, V Ownagh
PurposeThe purpose of the study was to investigate ocular hypertensive effect of exogenous glucosamine in comparison with placebo in patients with osteoarthritis.Patients and methodsIn this double-masked randomized clinical trial, 88 patients with osteoarthritis were included. Forty-four patients were randomized into either glucosamine sulfate or the placebo group.Comprehensive ophthalmologic exam including intraocular pressure (IOP) at baseline, month 1, and 3 was performed. Ocular response analyzer parameters were also checked at baseline and month 3...
October 21, 2016: Eye
Seonghoon Kim, Dhilon S Patel, Soohyung Park, Joanna Slusky, Jeffery B Klauda, Göran Widmalm, Wonpil Im
Lipid A is the lipid anchor of a lipopolysaccharide in the outer leaflet of the outer membrane of Gram-negative bacteria. In general, lipid A consists of two phosphorylated N-acetyl glucosamine and several acyl chains that are directly linked to the two sugars. Depending on the bacterial species and environments, the acyl chain number and length vary, and lipid A can be chemically modified with phosphoethanolamine, aminoarabinose, or glycine residues, which are key to bacterial pathogenesis. In this work, homogeneous lipid bilayers of 21 distinct lipid A types from 12 bacterial species are modeled and simulated to investigate the differences and similarities of their membrane properties...
October 18, 2016: Biophysical Journal
Lola Corzo, Susana Rodríguez, Ramón Alejo, Lucía Fernández-Novoa, Gjumrakch Aliev, Ramón Cacabelos
Menopause is a natural event in women´s lives leading to the cessation of menstruation and the reproductive function due to loss of the ovarian follicular function. Menopause-derived estrogen deprivation and related endocrine factors are linked to some symptoms of middle-aged women, such as hot flashes, aches, joint pain, stiffness, depressed mood, bone degeneration, nutritional dysfunction, or difficulty to maintain body mass. Clinical approaches to these problems often involve hormone replacement therapy (HRT) and other modalities of therapeutic intervention...
October 14, 2016: Current Drug Metabolism
Varsha R Jumde, Niek N H M Eisink, Martin D Witte, Adriaan J Minnaard
Palladium catalysed oxidation is able to single out the secondary hydroxyl group at C3 in glucose, circumventing the more readily accessible hydroxyl at C6 and the more reactive anomeric hydroxyl. Oxidation followed by reduction results in either allose or allitol, rare sugars that are important in biotechnology. Also N-acetyl glucosamine is selectively oxidized at C3. These results demonstrate that glucose and N-acetyl glucosamine, the most readily available chiral building blocks, can be versatile substrates in homogeneous catalysis...
October 18, 2016: Journal of Organic Chemistry
Charlene Babra Waryah, Kelsi Wells, Dulantha Ulluwishewa, Nigel Chen-Tan, Jully Gogoi-Tiwari, Joshua Ravensdale, Paul Costantino, Anke Gökçen, Andreas Vilcinskas, Jochen Wiesner, Trilochan Mukkur
Staphylococcus aureus in biofilms is highly resistant to the treatment with antibiotics, to which the planktonic cells are susceptible. This is likely to be due to the biofilm creating a protective barrier that prevents antibiotics from accessing the live pathogens buried in the biofilm. S. aureus biofilms consist of an extracellular matrix comprising, but not limited to, extracellular bacterial DNA (eDNA) and poly-β-1, 6-N-acetyl-d-glucosamine (PNAG). Our study revealed that despite inferiority of dispersin B (an enzyme that degrades PNAG) to DNase I that cleaves eDNA, in dispersing the biofilm of S...
October 18, 2016: Microbial Drug Resistance: MDR: Mechanisms, Epidemiology, and Disease
Ana M F Tovar, Gustavo R C Santos, Nina V Capillé, Adriana A Piquet, Bianca F Glauser, Mariana S Pereira, Eduardo Vilanova, Paulo A S Mourão
Heparins extracted from different animal sources have been conventionally considered effective anticoagulant and antithrombotic agents despite of their pharmacological dissimilarities. We performed herein a systematic analysis on the physicochemical properties, disaccharide composition, in vitro anticoagulant potency and in vivo antithrombotic and bleeding effects of several batches of pharmaceutical grade heparins obtained from porcine intestine, bovine intestine and bovine lung. Each of these three heparin types unambiguously presented differences in their chemical structures, physicochemical properties and/or haemostatic effects...
October 18, 2016: Scientific Reports
Francesco Caso, Luisa Costa, Antonio Del Puente, Dario Sorbo, Umberto Balestrieri, Rosario Peluso, Raffaele Scarpa
September 7, 2016: Clinical and Experimental Rheumatology
Ramanujam Saravanan, Muthuvel Bharathselvi, Aravind C Babu, Jyothirmay Biswas, Konerirajapuram N Sulochana
PURPOSE: Eales' disease (ED), an enigmatic inflammatory disease affects peripheral retinal veins and thereby vision, in males. This study was aimed at identifying and deciphering the role of a novel 88 kDa protein reported in the serum and vitreous of patients with ED. EXPERIMENTAL DESIGN: The purified 88 kDa protein was identified by UPLC coupled ESI-QTOF-MS. The identified proteins were quantified in the serum from 20 ED patients and controls (age and sex matched), respectively by ELISA...
October 14, 2016: Proteomics. Clinical Applications
Luis A Estrella, Javier Quinones, Matthew Henry, Ryan M Hannah, Robert K Pope, Theron Hamilton, Nimfa Teneza-Mora, Eric Hall, Biswas Biswajit
Skin and soft tissue infections (SSTI) caused by methicillin resistant Staphylococcus aureus (MRSA) are difficult to treat. Bacteriophage (phage) represent a potential alternate treatment for antibiotic resistant bacterial infections. In this study, 7 novel phage with broad lytic activity for S. aureus were isolated and identified. Screening of a diverse collection of 170 clinical isolates by efficiency of plating (EOP) assays shows that the novel phage are virulent and effectively prevent growth of 70-91% of MRSA and methicillin sensitive S...
July 2016: Bacteriophage
Lidong Cao, Jinlong Wu, Xiuhuan Li, Li Zheng, Miaomiao Wu, Pingping Liu, Qiliang Huang
An efficient and sensitive analytical method based on high-performance anion exchange chromatography with pulsed amperometric detection (HPAEC-PAD) was established for the simultaneous separation and determination of glucosamine (GlcN)₁ and chitooligosaccharides (COS) ranging from (GlcN)₂ to (GlcN)₆ without prior derivatization. Detection limits were 0.003 to 0.016 mg/L (corresponding to 0.4-0.6 pmol), and the linear range was 0.2 to 10 mg/L. The optimized analysis was carried out on a CarboPac-PA100 analytical column (4 × 250 mm) using isocratic elution with 0...
October 10, 2016: International Journal of Molecular Sciences
Jianbing Zhu, Meiling Xiao, Kui Li, Changpeng Liu, Xiao Zhao, Wei Xing
Highly active and durable oxygen reduction reaction (ORR) electrocatalysts are extremely important for fuel cell applications. In this work, we provide a one-step method for the controlled synthesis of icosahedral Pt3M nanocrystals with twenty active Pt3M (111) facets using glucosamine as both reducing and structure-directing agent. Among the investigated catalysts, the icosahedral Pt3Ni with nano-segregated Pt-skin displays an unexpected 32-fold and 12-fold improvement in specific and mass activity relative to the commercial Pt/C catalyst...
October 13, 2016: ACS Applied Materials & Interfaces
Jiyeon Ko, Qiang Wan, S D N K Bathige, Jehee Lee
Lysozymes are a family of enzymes that catalyze the hydrolysis of bacterial cell wall, acting as antimicrobial effectors of the innate immune system. In the present study, an ortholog of goose-type lysozyme (ShLysG) from the big-belly seahorse (Hippocampus abdominalis) was identified and characterized structurally and functionally. The full-length cDNA sequence (1213 bp) of ShLysG is comprised of an open reading frame made up of 552 bp, encoding a polypeptide of 184 amino acid (aa) with a predicted molecular mass of 20 kDa...
October 11, 2016: Fish & Shellfish Immunology
Jatupon Kongtharvonskul, Patarawan Woratanarat, Mark McEvoy, John Attia, Siwadol Wongsak, Viroj Kawinwonggowit, Ammarin Thakkinstian
BACKGROUND: Patented crystalline glucosamine sulfate (pCGS) and diacerein monotherapy have been recommended for treatment of mild to moderate osteoarthritis (OA), but evidence of efficacy for combined treatments is lacking. Therefore, the aim of this study was to compare clinical outcomes (i.e., pain and Western Ontario and McMaster Universities Osteoarthritis Index [WOMAC] score) at 6 months as well as the safety profile of treatment with combined pCGS and diacerein versus pCGS alone...
October 12, 2016: Arthritis Research & Therapy
Masahiro Kimura, Satoshi Wakita, Kotarou Ishikawa, Kazutaka Sekine, Satoshi Yoshikawa, Akira Sato, Kazuaki Okawa, Akinori Kashimura, Masayoshi Sakaguchi, Yasusato Sugahara, Daisuke Yamanaka, Naohito Ohno, Peter O Bauer, Fumitaka Oyama
Chitotriosidase (Chit1) is an enzyme associated with various diseases, including Gaucher disease, chronic obstructive pulmonary disease, Alzheimer disease and cystic fibrosis. In this study, we first expressed mouse mature Chit1 fused with V5 and (His)6 tags at the C-terminus (Chit1-V5-His) in the cytoplasm of Escherichia coli and found that most of the expressed protein was insoluble. In contrast, Chit1 tagged with Protein A at the N-terminus and V5-His at the C-terminus, was expressed in the periplasmic space of E...
2016: PloS One
Lan V Pham, Jerry L Bryant, Richard Mendez, Juan Chen, Archito T Tamayo, Zijun Y Xu-Monette, Ken H Young, Ganiraju C Manyam, David Yang, L Jeffrey Medeiros, Richard J Ford
The hexosamine biosynthetic pathway (HBP) requires two key nutrients glucose and glutamine for O-linked N-acetylglucosamine (O-GlcNAc) cycling, a post-translational protein modification that adds GlcNAc to nuclear and cytoplasmic proteins. Increased GlcNAc has been linked to regulatory factors involved in cancer cell growth and survival. However, the biological significance of GlcNAc in diffuse large B-cell lymphoma (DLBCL) is not well defined. This study is the first to show that both the substrate and the endpoint O-GlcNAc transferase (OGT) enzyme of the HBP were highly expressed in DLBCL cell lines and in patient tumors compared with normal B-lymphocytes...
October 3, 2016: Oncotarget
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