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Fucosylation

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https://www.readbyqxmd.com/read/28739506/glycosaminoglycans-from-marine-sources-as-therapeutic-agents
#1
REVIEW
Jesus Valcarcel, Ramón Novoa-Carballal, Ricardo Pérez-Martín, Rui L Reis, José Antonio Vázquez
Glycosaminoglycans (GAGs) in marine animals are different to those of terrestrial organisms, mainly in terms of molecular weight and sulfation. The therapeutic properties of GAGs are related to their ability to interact with proteins, which is very much influenced by sulfation position and patterns. Since currently GAGs cannot be chemically synthesized, they are sourced from natural products, with high intra- but also inter-species variability, in terms of chain length, disaccharide composition and sulfation pattern...
July 21, 2017: Biotechnology Advances
https://www.readbyqxmd.com/read/28738267/gram-scale-synthesis-of-a-type-2-and-b-type-2-blood-group-tetrasaccharides-through-1-6-anhydro-n-acetyl-%C3%AE-d-glucosamine
#2
Tatiana V Tyrtysh, Elena Yu Korchagina, Ivan M Ryzhov, Nicolai V Bovin
Gram scale synthesis of A (type 2) and B (type 2) tetrasaccharides in the form of 3-aminopropyl glycosides is proposed starting from 3-O-benzoyl-1,6-anhydro-N-acetylglucosamine. Its galactosylation followed by re-protection gave lactosamine derivative with single free 2'-OH group in total yield 75%. Standard fucosylation and next run of re-protection in total yield 88% gave a trisaccharide Fuc-Gal-anhydroGlcNAc with single free 3'-OH group. Its standard α-galactosylation gave protected B (type 2) tetrasaccharide...
June 27, 2017: Carbohydrate Research
https://www.readbyqxmd.com/read/28732873/macromolecular-properties-and-hypolipidemic-effects-of-four-sulfated-polysaccharides-from-sea-cucumbers
#3
Shan Li, Junhui Li, Zijian Zhi, Chaoyang Wei, Wenjun Wang, Tian Ding, Xingqian Ye, Yaqin Hu, Robert J Linhardt, Shiguo Chen
The present study investigates the relationship between the high-order structure and hypolipidemic activity of four well-defined sulfated fucans from sea cucumber. The chain conformation, determined by a combination of AFM and SEC-MALLS-RI, indicate that fucosylated chondroitin sulfate (fCS) from Pearsonothuria graeffei (fCS-Pg) and Isostichopus badionotus (fCS-Ib), and fucoidan from P.graeffei (fuc-Pg) were assigned as a random coil conformation with polysaccharide chain outstretched, while I. badionotus (fuc-Ib) was assigned as a spherical conformation and exhibited high viscosity...
October 1, 2017: Carbohydrate Polymers
https://www.readbyqxmd.com/read/28729420/revisiting-the-substrate-specificity-of-mammalian-%C3%AE-1-6-fucosyltransferase-fut8-reveals-that-it-catalyzes-core-fucosylation-of-n-glycans-lacking-%C3%AE-1-3-arm-glcnac
#4
Qiang Yang, Roushu Zhang, Hui Cai, Lai-Xi Wang
The mammalian α1,6-fucosyltransferase (FUT8) catalyzes the core fucosylation of N-glycans in the biosynthesis of glycoproteins. Previously, intensive in vitro studies with crude extract or purified enzyme concluded that the attachment of a GlcNAc on the α1,3 mannose arm of N-glycan is essential for FUT8 catalyzed core fucosylation. In contrast, we have recently shown that expression of erythropoietin (EPO) in a GnTI-knockout, FUT8 overexpressing cell line results in the production of fully core-fucosylated glycoforms of the oligomannose substrate Man5GlcNAc2, suggesting that FUT8 can catalyze core fucosylation of N-glycans lacking an α1,3arm GlcNAc in cells...
July 20, 2017: Journal of Biological Chemistry
https://www.readbyqxmd.com/read/28726512/human-milk-oligosaccharide-categories-define-the-microbiota-composition-in-human-colostrum
#5
J Aakko, H Kumar, S Rautava, A Wise, C Autran, L Bode, E Isolauri, S Salminen
Human milk oligosaccharides (HMOs) are structurally diverse unconjugated glycans with a composition unique to each lactating mother. While HMOs have been shown to have an impact on the development of infant gut microbiota, it is not well known if HMOs also already affect milk microbial composition. To address this question, we analysed eleven colostrum samples for HMO content by high-pressure liquid chromatography and microbiota composition by quantitative PCR. Higher total HMO concentration was associated with higher counts of Bifidobacterium spp...
July 20, 2017: Beneficial Microbes
https://www.readbyqxmd.com/read/28720358/prognostic-significance-of-neutrophilic-infiltration-in-benign-lymph-nodes-in-patients-with-muscle-invasive-bladder-cancer
#6
Sumanta K Pal, Anh Pham, Winston Vuong, Xueli Liu, Yulan Lin, Nora Ruel, Bertram E Yuh, Kevin Chan, Timothy Wilson, Seth P Lerner, David McConkey, Richard Jove, Wei Liang
BACKGROUND: Preclinical studies suggest that signal transducer and activator of transcription 3 (STAT3)-mediated recruitment of neutrophils to premetastatic tissue occurs prior to metastatic progression. OBJECTIVE: We sought to determine if neutrophilic infiltration in benign nodal tissue is associated with poor clinical outcome in patients with muscle-invasive bladder cancer. DESIGN, SETTING, AND PARTICIPANTS: Formalin-fixed, paraffin-embedded tissue was secured from 55 patients with muscle-invasive bladder cancer who had undergone cystectomy at our institution...
February 2017: European Urology Focus
https://www.readbyqxmd.com/read/28706275/novel-function-of-pregnancy-associated-plasma-protein-a-promotes-endometrium-receptivity-by-up-regulating-n-fucosylation
#7
Ming Yu, Jiao Wang, Shuai Liu, Xiaoqi Wang, Qiu Yan
Glycosylation of uterine endometrial cells plays important roles to determine their receptive function to blastocysts. Trophoblast-derived pregnancy-associated plasma protein A (PAPPA) is specifically elevated in pregnant women serum, and is known to promote trophoblast cell proliferation and adhesion. However, the relationship between PAPPA and endometrium receptivity, as well as the regulation of N-fucosylation remains unclear. We found that rhPAPPA and PAPPA in the serum samples from pregnant women or conditioned medium of trophoblast cells promoted endometrium receptivity in vitro...
July 13, 2017: Scientific Reports
https://www.readbyqxmd.com/read/28700952/nicotine-facilitates-nicotinic-acetylcholine-receptor-targeting-to-mitochondria-but-makes-them-less-susceptible-to-selective-ligands
#8
Kateryna Uspenska, Olena Lykhmus, Galyna Gergalova, Volodymyr Chernyshov, Hugo R Arias, Sergiy Komisarenko, Maryna Skok
Several nicotinic acetylcholine receptor (nAChR) subtypes are expressed in mitochondria to regulate the internal pathway of apoptosis in ion channel-independent manner. However, the mechanisms of nAChR activation in mitochondria and targeting to mitochondria are still unknown. Nicotine has been shown to favor nAChR pentamer assembly, folding, and maturation on the way of biosynthesis. The idea of the present work was to determine whether nicotine affects the content, glycosylation, and function of mitochondrial nAChRs...
July 9, 2017: Neuroscience Letters
https://www.readbyqxmd.com/read/28692034/mir-200b-inhibits-proliferation-and-metastasis-of-breast-cancer-by-targeting-fucosyltransferase-iv-and-%C3%AE-1-3-fucosylated-glycans
#9
Q Zheng, X Cui, D Zhang, Y Yang, X Yan, M Liu, B Niang, F Aziz, S Liu, Q Yan, J Liu
Aberrant protein fucosylation is associated with cancer malignancy. Fucosyltransferase IV (FUT4) is the key enzyme catalyzing the biosynthesis of α1,3-linkage fucosylated glycans carried by glycoproteins on the cell surface, such as the tumor-associated sugar antigen Lewis Y (LeY). An abnormal increase in the levels of FUT4 and LeY is observed in many cancers and correlated with cell proliferation and metastasis. Some microRNAs (miRNAs) are known to negatively regulate gene expression. FUT4 is an oncogenic glycogene, and thus it is important to identify the specific miRNA targeting FUT4...
July 10, 2017: Oncogenesis
https://www.readbyqxmd.com/read/28684356/sauromatum-guttatum-lectin-spectral-studies-lectin-carbohydrate-interaction-molecular-cloning-and-in-silico-analysis
#10
Kshema Thakur, Tarnjeet Kaur, Jatinder Singh, Gulam Rabbani, Rizwan H Khan, Rachna Hora, Manpreet Kaur
Non-immune carbohydrate binding proteins are broadly defined as lectins. Having been reported from all kingdoms of life, phytolectins are the most widely studied group of lectins. Sauromatum guttatum agglutinin (SGA) was isolated from the plant tubers and characterized for structural variations due to solvent perturbation using polarimetry, fluorescence and light scattering. For the β-sheet rich SGA, a pH and temperature induced molten globule like intermediate was identified. In isothermal titration microcalorimetry, SGA demonstrated cooperative binding to a complex glycoprotein in enthalpically driven mechanism...
July 3, 2017: International Journal of Biological Macromolecules
https://www.readbyqxmd.com/read/28681696/mass-spectrometric-profiling-reveals-association-of-n-glycan-patterns-with-epithelial-ovarian-cancer-progression
#11
Huanhuan Chen, Zaian Deng, Chuncui Huang, Hongmei Wu, Xia Zhao, Yan Li
Aberrant changes of N-glycan modifications on proteins have been linked to various diseases including different cancers, suggesting possible avenue for exploring their etiologies based on N-glycomic analysis. Changes in N-glycan patterns during epithelial ovarian cancer development have so far been investigated mainly using serum, plasma, ascites, and cell lines. However, changes in patterns of N-glycans in tumor tissues during epithelial ovarian cancer progression have remained largely undefined. To investigate whether changes in N-glycan patterns correlate with oncogenesis and progression of epithelial ovarian cancer, we profiled N-glycans from formalin-fixed paraffin-embedded tissue slides using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and quantitatively compared among different pathological grades of epithelial ovarian cancer and healthy controls...
July 2017: Tumour Biology: the Journal of the International Society for Oncodevelopmental Biology and Medicine
https://www.readbyqxmd.com/read/28681122/lewis-x-antigen-is-associated-to-head-and-neck-squamous-cell-carcinoma-survival
#12
Martín E Rabassa, Adrian Pereyra, Liliana Pereyra, Amada Segal-Eiras, Martín C Abba, Maria V Croce
Head and neck squamous cell carcinoma (HNSCC) is an aggressive disease with poor prognosis without appropriate prognostic markers. Previous research shows that Lewis antigens have been involved in carcinoma dissemination and patients´ survival. Fucosyl and sialyltransferases are the enzymes implicated in the Lewis antigens synthesis. The purpose of this study was to evaluate the prognostic utility of Lewis antigens in HNSCC. We conducted a prospective research including histological samples from 79 patients with primary HNSCC...
July 5, 2017: Pathology Oncology Research: POR
https://www.readbyqxmd.com/read/28681077/direct-analysis-of-site-specific-n-glycopeptides-of-serological-proteins-in-dried-blood-spot-samples
#13
Na Young Choi, Heeyoun Hwang, Eun Sun Ji, Gun Wook Park, Ju Yeon Lee, Hyun Kyoung Lee, Jin Young Kim, Jong Shin Yoo
Dried blood spot (DBS) samples have a number of advantages, especially with respect to ease of collection, transportation, and storage and to reduce biohazard risk. N-glycosylation is a major post-translational modification of proteins in human blood that is related to a variety of biological functions, including metastasis, cell-cell interactions, inflammation, and immunization. Here, we directly analyzed tryptic N-glycopeptides from glycoproteins in DBS samples using liquid chromatography-tandem mass spectrometry (LC-MS/MS) without centrifugation of blood samples, depletion of major proteins, desalting of tryptic peptides, and enrichment of N-glycopeptides...
July 6, 2017: Analytical and Bioanalytical Chemistry
https://www.readbyqxmd.com/read/28680402/molecular-simulations-of-carbohydrates-with-a-fucose-binding-burkholderia-ambifaria-lectin-suggest-modulation-by-surface-residues-outside-the-fucose-binding-pocket
#14
Tamir Dingjan, Anne Imberty, Serge Pérez, Elizabeth Yuriev, Paul A Ramsland
Burkholderia ambifaria is an opportunistic respiratory pathogen belonging to the Burkholderia cepacia complex, a collection of species responsible for the rapidly fatal cepacia syndrome in cystic fibrosis patients. A fucose-binding lectin identified in the B. ambifaria genome, BambL, is able to adhere to lung tissue, and may play a role in respiratory infection. X-ray crystallography has revealed the bound complex structures for four fucosylated human blood group epitopes (blood group B, H type 1, H type 2, and Le(x) determinants)...
2017: Frontiers in Pharmacology
https://www.readbyqxmd.com/read/28678517/substrate-preference-and-interplay-of-fucosyltransferase%C3%A2-8-and-n-acetylglucosaminyltransferases
#15
Tzu-Hao Tseng, Tzu-Wen Lin, Chien-Yu Chen, Chein-Hung Chen, Jung-Lee Lin, Tsui-Ling Hsu, Chi-Huey Wong
The core fucosylation of N-glycans on glycoproteins is catalyzed by fucosyltransferase 8 (FUT8) in mammalian cells and is involved in various biological functions, such as protein function, cancer progression, and postnatal development. The substrate specificity of FUT8 toward bi-antennary N-glycans has been reported, but it is unclear with regard to tri-antennary and tetra-antennary glycans. Here, we examined the specificity and activity of human FUT8 toward tri- and tetra-antennary N-glycans in the forms of glycopeptides...
July 11, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28674882/identification-of-core-fucosylated-glycoproteome-in-human-plasma
#16
Qichen Cao, Qing Zhao, Xiaohong Qian, Wantao Ying
The core-fucosylated (CF) glycoproteins are widely distributed in mammalian tissues and regulated under pathological conditions, especially in cancer progression. The Food and Drug Administration (FDA) has approved the core-fucosylated α-fetoprotein as a biomarker for the early diagnosis of hepatocellular carcinoma (HCC). An approach for identifying CF glycoproteins has significantly practical value. Here we introduce a novel method for identification of CF glycoproteome in human plasma. The method integrates tandem glycopeptide enrichment, stepped fragmentation, and "glycan diagnostic ion"-based spectrum refinement...
2017: Methods in Molecular Biology
https://www.readbyqxmd.com/read/28672164/n-glycan-structures-of-%C3%AE-hlh-subunit-of-helix-lucorum-hemocyanin
#17
Lyudmila Velkova, Pavlina Dolashka, Jozef Van Beeumen, Bart Devreese
The carbohydrate structures of molluscan hemocyanins have recently received particular interest due to their specific monosaccharide composition, as well as their immunostimulatory properties and application in clinical studies. For the first time, we investigated N-glycans of the structural subunit β-HlH of hemocyanin isolated from Helix lucorum. In total, 32 different glycans were enzymatically liberated and characterized by tandem mass spectrometry using a Q-Trap mass spectrometer. Our study revealed a highly heterogeneous mixture of glycans with composition Hex3-7HexNAc2-5MeHex0-4Pent0-1Fuc0-1...
June 22, 2017: Carbohydrate Research
https://www.readbyqxmd.com/read/28670741/structural-mutagenic-and-in-silico-studies-of-xyloglucan-fucosylation-in-arabidopsis-thaliana-suggest-a-water-mediated-mechanism
#18
Breeanna R Urbanowicz, Vivek S Bharadwaj, Markus Alahuhta, Maria J Peña, Vladimir V Lunin, Yannick J Bomble, Shuo Wang, Jeong-Yeh Yang, Sami T Tuomivaara, Michael E Himmel, Kelley W Moremen, William S York, Michael F Crowley
The mechanistic underpinnings of the complex process of plant polysaccharide biosynthesis are poorly understood, largely due to the resistance of glycosyltransferase (GT) enzymes to structural characterization. In Arabidopsis thaliana, a glycosyl transferase family 37 (GT37) fucosyltransferase-1 (AtFUT1) catalyzes the regiospecific transfer of terminal 1,2-fucosyl residues to xyloglucan side chains - a key step in the biosynthesis of fucosylated sidechains of galactoxyloglucan. We unravel the mechanistic basis for fucosylation by AtFUT1 with a multipronged approach involving protein expression, X-ray crystallography, mutagenesis experiments and molecular simulations...
July 3, 2017: Plant Journal: for Cell and Molecular Biology
https://www.readbyqxmd.com/read/28669498/imaging-of-protein-specific-glycosylation-by-glycan-metabolic-tagging-and-in-situ-proximity-ligation
#19
Xuexia Li, Xuecheng Jiang, Xiaoyan Xu, Chenggang Zhu, Wen Yi
Glycosylation is an important posttranslational modification, which regulates a number of critical biological processes including cell-cell recognition, signal transduction and disease progression. Probing the glycosylation status on a specific protein of interest enables an in-depth understanding of the role of glycosylation on protein structure and function. However, methods for monitoring protein-specific glycosylation are largely lacking. Here we describe a highly sensitive fluorescence imaging strategy to visualize the protein-specific glycosylation by combining glycan metabolic tagging and in situ proximity ligation (termed GPLA)...
June 27, 2017: Carbohydrate Research
https://www.readbyqxmd.com/read/28654715/a-secondary-structure-element-present-in-a-wide-range-of-fucosylated-glycoepitopes
#20
Mario Schubert, Thomas Aeschbacher, Mirko Zierke, Martin Smieško, Mayeul Collot, Jean-Maurice Mallet, Beat Ernst, Frédéric H-T Allain
The increasing understanding of the essential role of carbohydrates in development, and in a wide range of diseases fuels a rapidly growing interest in the basic principles governing carbohydrate-protein interactions. A still heavily debated issue regarding the recognition process is the degree of flexibility or rigidity of oligosaccharides. Combining NMR structure determination based on extensive experimental data with density functional theory (DFT) and database searches, we have identified a set of trisaccharide motifs with a similar conformation that is characterized by a non-conventional C-H⋅⋅⋅O hydrogen bond...
June 27, 2017: Chemistry: a European Journal
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