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Fucosylation

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https://www.readbyqxmd.com/read/29138114/the-%C3%AE-1-3-fucosyltransferase-fut7-regulates-il-1%C3%AE-induced-monocyte-endothelial-adhesion-via-fucosylation-of-endomucin
#1
Jun Zhang, Nana Ju, Xi Yang, Linmu Chen, Chao Yu
Monocyte-endothelial adhesion is a hallmark feature of atherosclerosis at early stage and emerging evidence suggests that the glycosylation of vascular adhesive molecules and its ligands is involved in this process. Nevertheless, the mechanism underlying this process remains incompletely elucidated. In this study, we reported that treatment with inflammatory factors interleukin-1β (IL-1β) pronouncedly upregulated α1,3-fucosyltransferase VII gene (FUT7) mRNA and protein expression level in EA.hy926 endothelial cells...
November 11, 2017: Life Sciences
https://www.readbyqxmd.com/read/29131431/synthesis-of-fucosylated-chondroitin-sulfate-glycoclusters-a-robust-route-to-novel-anticoagulant-agents
#2
Xiao Zhang, Wang Yao, Xiaojiang Xu, Huifang Sun, Jinhua Zhao, Xiangbao Meng, Mingyi Wu, Zhongjun Li
Fucosylated chondroitin sulfate (FuCS) is a structurally distinct glycosaminoglycan with excellent anticoagulant activity. Studies show that FuCS and its depolymerized fragments exhibit different anticoagulant mechanism from heparin derivatives, with decreased risks of adverse effects and bleeding. However, further exploitation has been hindered by the scarcity of structurally defined oligosaccharides. Herein we report a facile method to synthesize the repeating trisaccharide unit of FuCS based on the degradation of chondroitin sulfate polymers...
November 13, 2017: Chemistry: a European Journal
https://www.readbyqxmd.com/read/29129073/stage-dependence-cell-origin-independence-and-prognostic-capacity-of-serum-glycan-fucosylation-%C3%AE-1-4-branching-%C3%AE-1-6-branching-and-%C3%AE-2-6-sialylation-in-cancer
#3
Shadi Ferdosi, Douglas S Rehder, Paul Maranian, Erik P Castle, Thai H Ho, Harvey I Pass, Daniel W Cramer, Karen S Anderson, Lei Fu, David E C Cole, Tao Le, Xifeng Wu, Chad R Borges
Glycans represent a promising but only marginally accessed source of cancer markers. We previously reported the development of a molecularly bottom-up approach to plasma/serum (P/S) glycomics based on glycan linkage analysis that captures features such as α2-6 sialylation, β1-6 branching, and core fucosylation as single analytical signals. Based on the behavior of P/S glycans established to date, we hypothesized that the alteration of P/S glycans observed in cancer would be independent of the tissue in which the tumor originated yet exhibit stage dependence that varied little between cancers classified on the basis of tumor origin...
November 12, 2017: Journal of Proteome Research
https://www.readbyqxmd.com/read/29128696/concise-synthesis-of-2-7-anhydrosialic-acid-derivatives-and-its-application
#4
Kesatebrhan Haile Asressu, Cheng-Chung Wang
In N-acetylneuraminic acid, apart from O9 and O8, a possible glycosylation site is the O4 position. For example, gangliosides HLG-2 and HPG-7 are considered to be potential lead compounds for carbohydrate-based drug development to treat neural disorders. However, the construction of their α(1 → 4) fucosyl sialic acid and α(2 → 4) linkages between sialic acids is difficult because of the regioselectivity problem. Herein, N-acetyl-2,7-anhydroneuraminic acid was synthesized in three steps from Neu5Ac methyl ester through per-O-trimethylsilylation, heating-assisted intramolecular anomeric protection (iMAP) and desilylation...
October 19, 2017: Carbohydrate Research
https://www.readbyqxmd.com/read/29124933/total-synthesis-of-polycavernosides-a-and-b-two-lethal-toxins-from-red-alga
#5
Kotaro Iwasaki, Satori Sasaki, Yusuke Kasai, Yuki Kawashima, Shohei Sasaki, Takanori Ito, Mari Yotsu-Yamashita, Makoto Sasaki
Polycavernosides A and B are glycosidic macrolide natural products isolated as the toxins causing fatal human poisoning by the edible red alga Gracilaria edulis (Polycavernosa tsudai). Total synthesis of polycavernosides A and B has been achieved via a convergent approach. The synthesis of the macrolactone core structure is highlighted by the catalytic asymmetric syntheses of the two key fragments using hetero-Diels-Alder reaction and Kiyooka aldol reaction as the key steps, their union through Suzuki-Miyaura coupling, and Keck macrolactonization...
November 10, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/29118904/inhibiting-post-translational-core-fucosylation-protects-against-albumin-induced-proximal-tubular-epithelial-cell-injury
#6
Dapeng Wang, Ming Fang, Nan Shen, Longkai Li, Weidong Wang, Lingyu Wang, Hongli Lin
Albuminuria is an independent risk factor for renal interstitial fibrosis (RIF). Glomerular-filtered albumin in endocytic and non-endocytic pathways may injure proximal tubular epithelial cells (PTECs) via megalin and TGFβRII, respectively. Since megalin and TGFβRII are both modified by post-translational core fucosylation, which plays a critical role in RIF. Thus, we sought to identify whether core fucosylation is a potential target for reducing albumin-induced injury to PTECs. We constructed a human PTEC-derived cell line (HK-2 cells) and established an in vitro model of bovine serum albumin (BSA) injury...
2017: American Journal of Translational Research
https://www.readbyqxmd.com/read/29115405/alterations-of-protein-glycosylation-in-embryonic-stem-cells-during-adipogenesis
#7
Wenguang Liu, Xingrong Yan, Wei Liu, Yangyang Wang, Yang Rao, Hanjie Yu, Jihong Cui, Xin Xie, Mei Sun, Lu Yin, Hongmin Li, Fulin Chen
The understanding of adipose tissue development is crucial for the treatment of obesity-related diseases. Adipogenesis has been extensively investigated at the gene and protein levels in recent years. However, the alterations in protein glycosylation during this process remains unknown, particularly that of parthenogenetic embryonic stem cells (pESCs), a type of ESCs with low immunogenicity and no ethical concerns regarding their use. Protein glycosylation markedly affects cell growth and development, cell-to-cell communication, tumour growth and metastasis...
November 7, 2017: International Journal of Molecular Medicine
https://www.readbyqxmd.com/read/29104485/cell-recognition-molecule-l1-regulates-cell-surface-glycosylation-to-modulate-cell-survival-and-migration
#8
Gang Shi, Yue Du, Yali Li, Yue An, Zhenwei He, Yingwei Lin, Rui Zhang, Xiaofei Yan, Jianfeng Zhao, Shihua Yang, Pang Nghee Kheem Brendan, Fang Liu
Background: Cell recognition molecule L1 (L1) plays an important role in cancer cell differentiation, proliferation, migration and survival, but its mechanism remains unclear. Methodology/Principal: Our previous study has demonstrated that L1 enhanced cell survival and migration in neural cells by regulating cell surface glycosylation. In the present study, we show that L1 affected cell migration and survival in CHO (Chinese hamster ovary) cell line by modulation of sialylation and fucosylation at the cell surface via the PI3K (phosphoinositide 3-kinase) and Erk (extracellularsignal-regulated kinase) signaling pathways...
2017: International Journal of Medical Sciences
https://www.readbyqxmd.com/read/29102626/unveiling-the-structure-of-sulfated-fucose-rich-polysaccharides-via-nuclear-magnetic-resonance-spectroscopy
#9
REVIEW
Paulo As Mourão, Eduardo Vilanova, Paulo Ag Soares
Sulfated fucans from marine invertebrates are composed of regular repetitive fucose building-blocks with sulfation patterns differing in a species-specific manner. These polysaccharides can act as mediators of the acrosome reaction of sea-urchins or play a structural role in the body-wall of sea-cucumbers. Other fucose-rich polysaccharides found in the body-wall of sea-cucumbers are the fucosylated chondroitin sulfates composed of a vertebrate-like chondroitin sulfate decorated with species-specific fucose branches...
November 2, 2017: Current Opinion in Structural Biology
https://www.readbyqxmd.com/read/29090617/preparation-and-biological-activities-of-anti-her2-monoclonal-antibodies-with-fully-core-fucosylated-homogeneous-bi-antennary-complex-type-glycans
#10
Wataru Tsukimura, Masaki Kurogochi, Masako Mori, Kenji Osumi, Akio Matsuda, Kaoru Takegawa, Kiyoshi Furukawa, Takashi Shirai
Recently, the absence of a core-fucose residue in the N-glycan has been implicated to be important for enhancing antibody-dependent cellular cytotoxicity (ADCC) activity of immunoglobulin G monoclonal antibodies (mAbs). Here, we first prepared anti-HER2 mAbs having two core-fucosylated N-glycan chains with the single G2F, G1aF, G1bF, or G0F structure, together with those having two N-glycan chains with a single non-core-fucosylated corresponding structure for comparison, and determined their biological activities...
November 1, 2017: Bioscience, Biotechnology, and Biochemistry
https://www.readbyqxmd.com/read/29070974/an-fc-double-engineered-cd20-antibody-with-enhanced-ability-to-trigger-complement-dependent-cytotoxicity-and-antibody-dependent-cell-mediated-cytotoxicity
#11
Tim Wirt, Sophia Rosskopf, Thies Rösner, Klara Marie Eichholz, Anne Kahrs, Sebastian Lutz, Anna Kretschmer, Thomas Valerius, Katja Klausz, Anna Otte, Martin Gramatzki, Matthias Peipp, Christian Kellner
BACKGROUND: Engineering of the antibody's fragment crystallizable (Fc) by modifying the amino acid sequence (Fc protein engineering) or the glycosylation pattern (Fc glyco-engineering) allows enhancing effector functions of tumor targeting antibodies. Here, we investigated whether complement-dependent cytotoxicity (CDC) and antibody-dependent cell-mediated cytotoxicity (ADCC) of CD20 antibodies could be improved simultaneously by combining Fc protein engineering and glyco-engineering technologies...
September 2017: Transfusion Medicine and Hemotherapy
https://www.readbyqxmd.com/read/29066631/advancing-a-high-throughput-glycotope-centric-glycomics-workflow-based-on-nanolc-ms-2-product-dependent-ms-3-analysis-of-permethylated-glycans
#12
Cheng-Te Hsiao, Po-Wei Wang, Hua-Chien Chang, Yen-Ying Chen, Shui-Hua Wang, Yijuang Chern, Kay-Hooi Khoo
The intrinsic nature of glycosylation, namely non-template encoded, stepwise elongation and termination with a diverse range of isomeric glyco-epitopes (glycotopes), translates into ambiguity in most cases of mass spectrometry (MS)-based glycomic mapping. It is arguable that whether one needs to delineate every single glycomic entity, which may be counterproductive. Instead, one should focus on identifying as many structural features as possible that would collectively define the glycomic characteristics of a cell or tissue, and how these may change in response to self-programmed development, immuno-activation, and malignant transformation...
October 24, 2017: Molecular & Cellular Proteomics: MCP
https://www.readbyqxmd.com/read/29062024/conformational-effects-of-n-glycan-core-fucosylation-of-immunoglobulin-g-fc-region-on-its-interaction-with-fc%C3%AE-receptor-iiia
#13
Yoshitake Sakae, Tadashi Satoh, Hirokazu Yagi, Saeko Yanaka, Takumi Yamaguchi, Yuya Isoda, Shigeru Iida, Yuko Okamoto, Koichi Kato
Antibody-dependent cellular cytotoxicity (ADCC) is promoted through interaction between the Fc region of immunoglobulin G1 (IgG1) and Fcγ receptor IIIa (FcγRIIIa), depending on N-glycosylation of these glycoproteins. In particular, core fucosylation of IgG1-Fc N-glycans negatively affects this interaction and thereby compromises ADCC activity. To address the mechanisms of this effect, we performed replica-exchange molecular dynamics simulations based on crystallographic analysis of a soluble form of FcγRIIIa (sFcγRIIIa) in complex with IgG1-Fc...
October 23, 2017: Scientific Reports
https://www.readbyqxmd.com/read/29050879/one-pot-synthesis-of-gdp-l-fucose-by-a-four-enzyme-cascade-expressed-in-lactococcus-lactis
#14
Ling Li, Seul-Ah Kim, Ji Eun Heo, Tae-Jip Kim, Jin-Ho Seo, Nam Soo Han
GDP-l-fucose is an l-fucose donor to synthesize fucosylated compounds such as human milk oligosaccharides or Lewis antigen. In this study, we used Lactococcus lactis subsp. cremoris NZ9000 to express 4 enzymes, ManB, ManC, Gmd, and WcaG and produced GDP-l-fucose by using one-pot synthesis method with mannose-6-phosphate as substrate and the enzymes as biocatalyst. For preparation of enzyme mixture, 4 genes (manB, manC, gmd, and wcaG) cloned from Escherichia coli were transformed into L. lactis strains using pNZ8008 and the recombinant cell lysates were obtained after cultivation...
October 16, 2017: Journal of Biotechnology
https://www.readbyqxmd.com/read/29050584/molecular-size-is-important-for-the-safety-and-selective-inhibition-of-intrinsic-factor-xase-for-fucosylated-chondroitin-sulfate
#15
Lufeng Yan, Junhui Li, Danli Wang, Tian Ding, Yaqin Hu, Xingqian Ye, Robert J Linhardt, Shiguo Chen
Fucosylated chondroitin sulfate from sea cucumber Isostichopus badionotus (FCS-Ib) showed potent anticoagulant activities without selectivity. The present study focused on developing safe FCS-Ib oligomers showing selective inhibition of intrinsic factor Xase (anti-FXase) prepared through partial N-deacetylation-deaminative cleavage. The N-deacetylation degree was regulated by reaction time, controlling the resulting oligomer distribution. Structure analysis confirmed the selectivity of degradation, and 12 high purity fractions with trisaccharide-repeating units were separated...
December 15, 2017: Carbohydrate Polymers
https://www.readbyqxmd.com/read/29046051/characterization-of-the-skin-mucus-in-the-common-octopus-octopus-vulgaris-cuvier-reared-paralarvae
#16
Gianluca Accogli, Giovanni Scillitani, Donatella Mentino, Salvatore Desantis
The Octopus vulgaris farming is impaired by the high mortality of the paralarvae during the first month of life. Several factors have been investigated in this regard, but no data exist on the body surface mucus, which represents the interface with the outside environment. This study included morphometric analysis and glycoconjugates characterization of skin mucus in reared Octopus vulgaris paralarvae during the first month of life. Four types of mucous cells were distinguished:  mucous 1 (m1) and mucous 2 (m2) cells were scattered in the mantle epidermis, mucous 3 (m3) and mucous 4 (m4) in the epithelium surrounding the sucker...
September 12, 2017: European Journal of Histochemistry: EJH
https://www.readbyqxmd.com/read/29042829/kinetics-of-n-glycan-release-from-human-immunoglobulin-g-igg-by-pngase-f-all-glycans-are-not-created-equal
#17
Yining Huang, Ron Orlando
The biologic activity of IgG molecules is modulated by its crystallizable fragment N-glycosylation, and thus, the analysis of IgG glycosylation is critical. A standard approach to analyze glycosylation of IgGs involves the release of the N-glycans by the enzyme peptide N-glycosidase F, which cleaves the linkage between the asparagine residue and innermost N-acetylglucosamine (GlcNAc) of all N-glycans except those containing a 3-linked fucose attached to the reducing terminal GlcNAc residue. The importance of obtaining complete glycan release for accurate quantitation led us to investigate the kinetics of this de-glycosylation reaction for IgG glycopeptides and to determine the effect of glycan structure and amino acid sequence on the rate of glycan release from glycopeptides of IgGs...
October 9, 2017: Journal of Biomolecular Techniques: JBT
https://www.readbyqxmd.com/read/29036637/examining-the-contribution-of-cell-wall-polysaccharides-to-the-mechanical-properties-of-apple-parenchyma-tissue-using-exogenous-enzymes
#18
Pauline Videcoq, Adelin Barbacci, Carole Assor, Vincent Magnenet, Olivier Arnould, Sophie Le Gall, Marc Lahaye
The viscoelastic mechanical properties of water-rich plant tissues are fundamental for many aspects of organ physiology and plant functioning. These properties are determined partly by the water in cellular vacuole and partly by the mechanical properties of the cell wall, the latter varying according to the composition and organization of its polysaccharides. In this study, relationships between the viscoelastic properties of apple cortex parenchyma tissue and cell wall pectin, hemicelluloses, and cellulose structures were studied by infusing the tissue with selected sets of purified enzymes in a controlled osmoticum...
September 23, 2017: Journal of Experimental Botany
https://www.readbyqxmd.com/read/29033318/an-alkynyl-fucose-halts-hepatoma-cell-migration-and-invasion-by-inhibiting-gdp-fucose-synthesizing-enzyme-fx-tsta3
#19
Yasuhiko Kizuka, Miyako Nakano, Yoshiki Yamaguchi, Kazuki Nakajima, Ritsuko Oka, Keiko Sato, Chien-Tai Ren, Tsui-Ling Hsu, Chi-Huey Wong, Naoyuki Taniguchi
Fucosylation is a glycan modification critically involved in cancer and inflammation. Although potent fucosylation inhibitors are useful for basic and clinical research, only a few inhibitors have been developed. Here, we focus on a fucose analog with an alkyne group, 6-alkynyl-fucose (6-Alk-Fuc), which is used widely as a detection probe for fucosylated glycans, but is also suggested for use as a fucosylation inhibitor. Our glycan analysis using lectin and mass spectrometry demonstrated that 6-Alk-Fuc is a potent and general inhibitor of cellular fucosylation, with much higher potency than the existing inhibitor, 2-fluoro-fucose (2-F-Fuc)...
September 19, 2017: Cell Chemical Biology
https://www.readbyqxmd.com/read/29032524/patterns-and-levels-of-platelet-glycosylation-in-patients-with-coronary-heart-disease-and-type-2-diabetes-mellitus
#20
Liping Li, Chenxue Qu, Xuelian Wu, Juhua Dai, Yao Lu, Yan Gong, Ran You, Yaqi Liu
Coronary heart disease (CHD) and diabetes mellitus (DM) have high reactivity of platelets and an increased risk of thrombosis. Platelet glycosylation is closely related to platelet function and survival. However, the alteration of platelet glycosylation in CHD and T2DM still remains unknown. Platelet samples were obtained from 55 healthy controls and 102 patients, including 33 CHD, 30 T2DM and 39 CHD complicated with T2DM (CHD + T2DM). Platelet glycosylation was detected using eight-lectin based assay by flow cytometry...
October 14, 2017: Journal of Thrombosis and Thrombolysis
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