New ganglioside analogs that inhibit influenza virus sialidase.


:Synthetic thioglycoside-analogs of gangliosides such as Neu5Ac alpha(2-S-6)Glc beta(1-1)Ceramide (1) and the GM3 analog Neu5Ac alpha(2-S-6)Gal beta(1-4)Glc beta(1-1)Ceramide (2), competitively inhibited GM3 hydrolysis by the sialidase of different subtypes of human and animal influenza viruses with an apparent Ki value of 2.8 x 10(-6) and 1.5 x 10(-5) M, respectively. The inhibitory activity of the ganglioside GM4 analog [Neu5Ac alpha(2-S-6)Gal beta(1-1)Ceramide (3)], in which the glucose of 1 was substituted by galactose, was lower than that of 1 (Ki = 1.0 x 10(-4) M). The thioglycoside-analogs (1, 2, 3) of the gangliosides were non-hydrolyzable substrates for influenza virus sialidase. The inhibitory activity of 1 to bacterial sialidases from Clostridium perfringens and Arthrobacter ureafaciens was considerably lower than that to influenza virus sialidase, indicating that the structure of the active site in bacterial and influenza virus sialidase may be different and the analogs may be useful to determine the orientation of the substrate to the active site of sialidases, especially of influenza viruses.


Glycoconj J


Glycoconjugate journal


Suzuki Y,Sato K,Kiso M,Hasegawa A




Has Abstract


1990-01-01 00:00:00












  • Specificity of human anti-carbohydrate IgG antibodies as probed with polyacrylamide-based glycoconjugates.

    abstract::The TF, Tn, and SiaTn glycotopes are frequently expressed in cancer-associated mucins. Antibodies to these glycotopes were found in human serum. A set of polyacrylamide (PAA)--based glycoconjugates was applied to the direct and competitive enzyme-linked immunosorbent assays (ELISA) to characterize the specificity of s...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Smorodin EP,Kurtenkov OA,Sergeyev BL,Pazynina GV,Bovin NV

    更新日期:2004-01-01 00:00:00

  • Rapid analysis of O-acetylated neuraminic acids by matrix assisted laser desorption/ionization time-of-flight mass spectrometry.

    abstract::N-Acetylneuraminic acid (a sialic acid) occurs mainly as a terminal substituent of oligosaccharides of glycoconjugates. Derivatives of neuraminic acid occur widely, substituted in the amino and hydroxy side chains, as well in the C-9 carbon skeleton. These derivatives are responsible for specific functions of sialic a...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Stehling P,Gohlke M,Fitzner R,Reutter W

    更新日期:1998-04-01 00:00:00

  • Epigenetic regulation of ganglioside expression in neural stem cells and neuronal cells.

    abstract::The structural diversity and localization of cell surface glycosphingolipids (GSLs), including gangliosides, in glycolipid-enriched microdomains (GEMs, also known as lipid rafts) render them ideally suited to play important roles in mediating intercellular recognition, interactions, adhesion, receptor function, and si...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章,评审


    authors: Itokazu Y,Tsai YT,Yu RK

    更新日期:2017-12-01 00:00:00

  • Flow cytofluorimetric analysis of young and senescent human erythrocytes probed with lectins. Evidence that sialic acids control their life span.

    abstract::Comparing the properties of 'young' and senescent ('aged') O+ erythrocytes isolated by applying ultracentrifugation in a self-forming Percoll gradient, we demonstrate that the sialic acids of membrane glycoconjugates control the life span of erythrocytes and that the desialylation of glycans is responsible for the cle...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Bratosin D,Mazurier J,Debray H,Lecocq M,Boilly B,Alonso C,Moisei M,Motas C,Montreuil J

    更新日期:1995-06-01 00:00:00

  • Utility of pentose colorimetric assay for the purification of potato lectin, an arabinose-rich glycoprotein.

    abstract::Potato lectin (Solanum tuberosum agglutinin, STA) is an unusual glycoprotein containing approximately 50% carbohydrates by weight. Of the total carbohydrates, 92% is contributed by L: -arabinose, which are O-linked to hydroxyproline residues. The ferric chloride-orcinol assay (Bial's test), which is specific for pento...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Pramod SN,Venkatesh YP

    更新日期:2006-11-01 00:00:00

  • Extraction and separation of proteoglycans.

    abstract::Proteoglycans contain a unique carbohydrate component, glycosaminoglycan, which consists of repeating, typically sulfated disaccharides, and is capable of interacting with diverse molecules. Specific, clustered arrangements of sulfate on the glycosaminoglycan backbone form binding sites for many biologically important...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Yanagishita M,Podyma-Inoue KA,Yokoyama M

    更新日期:2009-11-01 00:00:00

  • Protein-bound carbohydrates on cell-surface as targets of recognition: an odyssey in understanding them.

    abstract::Multidisciplinary approaches by a number of investigators have established that cell-surface carbohydrates are integral components of recognition systems regulating survival, migration, adhesion, growth and differentiation of various cells. Our own experience and contributions to this exciting field are described. We ...

    journal_title:Glycoconjugate journal

    pub_type: 传,历史文章,杂志文章


    authors: Muramatsu T

    更新日期:2000-07-01 00:00:00

  • Identification and characterization of the 4-epimerase AglW from the archaeon Methanococcus maripaludis.

    abstract::Archaea are ubiquitous single-cell microorganisms that have often adapted to harsh conditions and play important roles in biogeochemical cycles with potential applications in biotechnology. Methanococcus maripaludis, a methane-producing archaeon, is motile through multiple archaella on its cell surface. The major stru...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Sharma S,Ding Y,Jarrell KF,Brockhausen I

    更新日期:2018-12-01 00:00:00

  • An approach for fluorometric determination of glycosyltransferase activities.

    abstract::A new strategy for the fluorometric determination of glycosyltransferase activities is reported. The method involves dansyl chloride derivatization of the reduced form (pNH2phenyl) of a hydrophobic, aglycon moiety covalently linked to a number of acceptor substrates (pNO2phenyl). Focusing on the Golgi enzyme core 2 N-...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Palmerini CA,Datti A,Vanderelst IE,Minuti L,Orlacchio A

    更新日期:1996-08-01 00:00:00

  • Immunochemical characterization of synthetic hexa-, octa- and decasaccharide conjugate vaccines for Vibrio cholerae O:1 serotype Ogawa with emphasis on antigenic density and chain length.

    abstract::Cholera remains to be a global health problem without suitable vaccines for endemic control or outbreak relief. Here we describe a new parenteral vaccine based on neoglyco-conjugate of synthetic fragments of O-specific polysaccharide (O-SP) of Vibrio cholerae O1, serotype Ogawa. Hexa-, octa- and decasaccharides of the...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Ftacek P,Nelson V,Szu SC

    更新日期:2013-12-01 00:00:00

  • Glycan microarrays of fluorescently-tagged natural glycans.

    abstract::This review discusses the challenges facing research in 'functional glycomics' and the novel technologies that are being developed to advance the field. The structural complexity of glycans and glycoconjugates makes studies of both their structures and recognition difficult. However, these intricate structures can be ...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章,评审


    authors: Song X,Heimburg-Molinaro J,Smith DF,Cummings RD

    更新日期:2015-10-01 00:00:00

  • Inhibitory activity of sulphoglycolipid derivatives towards pancreatic trypsin.

    abstract::Amphipathic sulpholipids have been shown to inhibit pancreatic serine proteases due to their detergent-like properties. To evaluate the structural requirement for this inhibitory activity, we examined the effects of various derivatives of sulphoglycolipids, some of which were prepared by deacylation with sphingolipid ...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Suzuki H,Ito M,Kimura T,Iwamori Y,Iwamori M

    更新日期:2000-11-01 00:00:00

  • Enzymatic synthesis of fucose-containing galacto-oligosaccharides using β-galactosidase and identification of novel disaccharide structures.

    abstract::Fucosylated oligosaccharides have an important role in maintaining a healthy immune system and homeostatic gut microflora. This study employed a commercial β-galactosidase in the production of fucose-containing galacto-oligosaccharides (fGOS) from lactose and fucose. The production was optimized using experiment desig...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Usvalampi A,Maaheimo H,Tossavainen O,Frey AD

    更新日期:2018-02-01 00:00:00

  • Structure identification of natural rhamnolipid mixtures by fast atom bombardment tandem mass spectrometry.

    abstract::Two rhamnobiose-lipid preparations have been studied by fast atom bombardment (FAB) tandem mass spectrometry. The principal rhamnobiose-lipids contain the beta-hydroxydecanoyl-beta-hydroxydecanoate Rha-Rha-C10-C10 and the beta-hydroxytetradecanoyl-beta-hydroxytetradecanoate Rha-Rha-C14-C14. Both preparations contain m...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Manso Pajarron A,De Koster CG,Heerma W,Schmidt M,Haverkamp J

    更新日期:1993-06-01 00:00:00

  • Evaluation of an amino acid residue critical for the specificity and activity of human Gb3/CD77 synthase.

    abstract::Human Gb3/CD77 synthase (α1,4-galactosyltransferase) is the only known glycosyltransferase that changes acceptor specificity because of a point mutation. The enzyme, encoded by A4GALT locus, is responsible for biosynthesis of Gal(α1-4)Gal moiety in Gb3 (CD77, Pk antigen) and P1 glycosphingolipids. We showed before tha...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Kaczmarek R,Mikolajewicz K,Szymczak K,Duk M,Majorczyk E,Krop-Watorek A,Buczkowska A,Czerwinski M

    更新日期:2016-12-01 00:00:00

  • Nano-biosensor development for bacterial detection during human kidney infection: use of glycoconjugate-specific antibody-bound gold NanoWire arrays (GNWA).

    abstract::Infectious disease, commonly caused by bacterial pathogens, is now the world's leading cause of premature death and third overall cause behind cardiovascular disease and cancer. Urinary Tract Infection (UTI), caused by E. coli bacteria, is a very common bacterial infection, a majority in women (85%) and may result in ...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Basu M,Seggerson S,Henshaw J,Jiang J,del A Cordona R,Lefave C,Boyle PJ,Miller A,Pugia M,Basu S

    更新日期:2004-01-01 00:00:00

  • Preparation of heparin/heparan sulfate oligosaccharides with internal N-unsubstituted glucosamine residues for functional studies.

    abstract::The rare N-unsubstituted glucosamine (GlcNH (3)(+)) residues in heparan sulfate (HS) have important biological and pathophysiological roles. However, it is difficult to prepare naturally-occuring, GlcNH(3)(+)-containing oligosaccharides from HS because of their low abundance, as well as the inherent problems in both e...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Wei Z,Deakin JA,Blaum BS,Uhrín D,Gallagher JT,Lyon M

    更新日期:2011-12-01 00:00:00

  • Analysis of glycosphingolipid-derived oligosaccharides by high pH anion exchange chromatography.

    abstract::As an adjunct to existing thin layer and column chromatographic methods for the identification of glycolipids a method that utilizes the high pH anion chromatographic (HPAEC) analysis of the oligosaccharides released from the glycolipids by endoglycoceramidase has been developed. Using a Dionex Carbo Pak PA1 column an...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Ruan S,Lloyd KO

    更新日期:1994-06-01 00:00:00

  • Surface glycoprotein of human natural killer cells recognized by wheat germ agglutinin.

    abstract::We analyzed surface glycoproteins of human natural killer (NK) cells by utilizing lectins. Among the lectins tested, wheat germ agglutinin (WGA) was found to bind preferentially to CD16(Leu11)-positive lymphocytes as determined by two-colour flow cytometry. Analysis of glycoproteins in the lysate prepared from NK cell...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Harada K,Yamane H,Imai Y,Tsuji T,Toyoshima S,Osawa T

    更新日期:1992-08-01 00:00:00

  • Novel oligosaccharide has suppressive activity against human leukemia cell proliferation.

    abstract::Various oligosaccharides containing galactose(s) and one glucosamine (or N-acetylglucosamine) residues with beta1-4, alpha1-6 and beta1-6 glycosidic bond were synthesized; Galbeta1-4GlcNH(2), Galalpha1-6GlcNH(2), Galalpha1-6GlcNAc, Galbeta1-6GlcNH(2), Galbeta1-4Galbeta1-4GlcNH(2) and Galbeta1-4Galbeta1-4GlcNAc. Galalp...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Hosomi O,Misawa Y,Takeya A,Matahira Y,Sugahara K,Kubohara Y,Yamakura F,Kudo S

    更新日期:2009-02-01 00:00:00

  • Interaction of N-linked glycans, having multivalent GlcNAc termini, with GM3 ganglioside.

    abstract::GM3 ganglioside interacts specifically with complex-type N-linked glycans having multivalent GlcNAc termini, as shown for (1) and (2) below. (1) Oligosaccharides (OS) isolated from ConA-non-binding N-linked glycans of ovalbumin, whose structures were identified as penta-antennary complex-type with bisecting GlcNAc, ha...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Yoon SJ,Nakayama K,Takahashi N,Yagi H,Utkina N,Wang HY,Kato K,Sadilek M,Hakomori SI

    更新日期:2006-12-01 00:00:00

  • Clinicopathological significance of ganglioside DSGb5 expression in renal cell carcinoma.

    abstract::Disialosyl globopentaosylceramide (DSGb5) is a ganglioside originally isolated from tissue extracts of renal cell carcinoma (RCC) with metastasis. Previous in vitro experiments have suggested that DSGb5 promotes metastasis by enhancing the migration of RCC cells and downregulating NK cell cytotoxicity against RCC cell...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Itoh J,Ito A,Shimada S,Kawasaki Y,Kakoi N,Saito H,Mitsuzuka K,Watanabe M,Satoh M,Saito S,Arai Y

    更新日期:2017-04-01 00:00:00

  • Cloning and sequence analysis of the Maackia amurensis haemagglutinin cDNA.

    abstract::Maackia amurensis haemagglutinin (MAH) is a leguminous lectin which preferentially binds to a cluster of sialylated O-linked carbohydrate chains (Konami Y, Yamamoto K. Osawa T, Irimura T (1994) FEBS Lett 342:334-38). In the present study a 950 bp cDNA clone encoding MAH was isolated from a cDNA library constructed fro...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Yamamoto K,Ishida C,Saito M,Konami Y,Osawa T,Irimura T

    更新日期:1994-12-01 00:00:00

  • Polysaccharide-rich fraction of Termitomyces eurhizus accelerate healing of indomethacin induced gastric ulcer in mice.

    abstract::The current study aims to determine the healing activity of water soluble polysaccharide-rich fraction of a wild mushroom, Termitomyces eurhizus (TEps) against the indomethacin induced gastric ulceration in mice model. Gastric tissue histology, myeloperoxidase (MPO) activity, cyclooxygenases (COX) 1 and 2 expression, ...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Chatterjee A,Khatua S,Chatterjee S,Mukherjee S,Mukherjee A,Paloi S,Acharya K,Bandyopadhyay SK

    更新日期:2013-11-01 00:00:00

  • In vitro production of proteoglycans in the articular-epiphyseal cartilage of growing pigs.

    abstract::The failure of cartilage mineralization in osteochondrotic cartilage may be due to an impaired proteoglycan production. The in vitro production of proteoglycans was therefore studied in the joint cartilage of growing pigs, aged 9-18 weeks, after incubation of cartilage samples with 35S-sulfate. Cartilage was obtained ...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Ekman S,Unger E,Kjellén L

    更新日期:1994-04-01 00:00:00

  • Cell type-dependent alterations of binding of synthetic blood group antigen-related oligosaccharides in lung cancer.

    abstract::Blood group antigen-related oligosaccharides have been implicated in growth regulation, cell mobility control and adhesion; we are therefore interested in the localization of receptors for these oligosaccharides in tumour cells. Labelled neoglycoconjugates that carry synthetic sugar structures are suitable tools to de...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Kayser K,Bovin NV,Zemlyanukhina TV,Donaldo-Jacinto S,Koopmann J,Gabius HJ

    更新日期:1994-08-01 00:00:00

  • Synthetic substrate analogues for UDP-GlcNAc: Man alpha 1-3R beta 1-2-N-acetylglucosaminyltransferase I. Substrate specificity and inhibitors for the enzyme.

    abstract::UDP-GlcNAc:Man alpha 1-3R beta 1-2-N-acetylglucosaminyltransferase I (GlcNAc-T I; EC catalyses the conversion of [Man alpha 1-6(Man alpha 1-3)Man alpha 1-6][Man alpha 1-3]Man beta-O-R to [Man alpha 1-6(Man alpha 1-3)Man alpha 1-6] [GlcNAc beta 1-2Man alpha 1-3]Man beta-O-R (R = 1-4GlcNAc beta 1-4GlcNAc- Asn...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Reck F,Springer M,Meinjohanns E,Paulsen H,Brockhausen I,Schachter H

    更新日期:1995-12-01 00:00:00

  • Analysis of sugar chain-binding specificity of tomato lectin using lectin blot: recognition of high mannose-type N-glycans produced by plants and yeast.

    abstract::The sugar chain-binding specificity of tomato lectin (LEA) against glycoproteins was investigated qualitatively using lectin blot analysis. Glycoproteins containing tri- and tetra-antennary complex-type N-glycans were stained with LEA. Unexpectedly, glycoproteins containing high mannose-type N-glycans and a horseradis...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Oguri S

    更新日期:2005-11-01 00:00:00

  • One-step immunopurification and lectinochemical characterization of the Duffy atypical chemokine receptor from human erythrocytes.

    abstract::Duffy antigen/receptor for chemokines (DARC) is a glycosylated seven-transmembrane protein acting as a blood group antigen, a chemokine binding protein and a receptor for Plasmodium vivax malaria parasite. It is present on erythrocytes and endothelial cells of postcapillary venules. The N-terminal extracellular domain...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: Grodecka M,Bertrand O,Karolak E,Lisowski M,Waśniowska K

    更新日期:2012-04-01 00:00:00

  • Identification of lipid raft glycoproteins obtained from boar spermatozoa.

    abstract::The surface of the spermatozoa is coated with glycoproteins the redistribution of which during in vitro capacitation plays a key role in the subsequent fertilization process. Lipid rafts are membrane microdomains involved in signal transduction through receptors and include or recruit specific types of proteins and gl...

    journal_title:Glycoconjugate journal

    pub_type: 杂志文章


    authors: López-Salguero JB,Fierro R,Michalski JC,Jiménez-Morales I,Lefebvre T,Mondragón-Payne O,Baldini SF,Vercoutter-Edouart AS,González-Márquez H

    更新日期:2020-08-01 00:00:00