O-antigen structure of Shigella flexneri serotype Yv and effect of the lpt-O gene variation on phosphoethanolamine modification of S. flexneri O-antigens.

Abstract:

:Shigella flexneri is the major human pathogen causing shigellosis. O-antigens of all S. flexneri serotypes (except for serotype 6) share the →2)-α-l-Rhap(III)-(1 → 2)-α-l-Rhap(II)-(1 → 3)-α-l-Rhap(I)-(1 → 3)-β-d-GlcpNAc-(1→ basic O-unit, whereas differences between the serotypes are conferred by phage-encoded glucosylation and/or O-acetylation at various positions. Recently, in serotype X and 4a variants called Xv and 4av, respectively, O-antigen modification with phosphoethanolamine (PEtN) has been identified, which is encoded by a plasmid-borne gene (lpt-O) for a PEtN-transferase and confers the monoclonal antibody IV-1(MASF IV-1) determinant to the bacteria. In this study, we elucidated the O-antigen structure of serotype Yv, another MASF IV-1-positive novel variant of S. flexneri. The serotype Yv O-antigen has the same basic carbohydrate backbone structure as that of the "classical" serotype Y, but differs in the presence of PEtN at position 3 of Rha(III) (major) or both Rha(II) and Rha(III) (minor). This pattern is similar to that of serotype 4av, but different from the pattern of serotype Xv, which is characterized by major PEtN modification on Rha(II). In serotype Yv, mono- and bisphosphorylated O-units generate a block-copolymeric structure, the former being partially O-acetylated at position 6 of GlcNAc and the latter lacking O-acetylation. Functional analysis revealed a correlation between the serotype-specific PEtN modification pattern and the lpt-O variation in different serotypes: lpt-O(RII) in serotype Xv is better tuned for phosphorylation of Rha(II) and lpt-O(RIII) in serotypes Yv and 4av for phosphorylation of Rha(III). These data enhance our knowledge of S. flexneri serotype conversion mechanisms and help to understand the biosynthesis process of the new O-antigen variants.

journal_name

Glycobiology

journal_title

Glycobiology

authors

Knirel YA,Lan R,Senchenkova SN,Wang J,Shashkov AS,Wang Y,Perepelov AV,Xiong Y,Xu J,Sun Q

doi

10.1093/glycob/cws222

subject

Has Abstract

pub_date

2013-04-01 00:00:00

pages

475-85

issue

4

eissn

0959-6658

issn

1460-2423

pii

cws222

journal_volume

23

pub_type

杂志文章
  • Expression of a functional Drosophila melanogaster N-acetylneuraminic acid (Neu5Ac) phosphate synthase gene: evidence for endogenous sialic acid biosynthetic ability in insects.

    abstract::In this study, we report the first cloning and characterization of a N-acetylneuraminic acid phosphate synthase gene from Drosophila melanogaster, an insect in the protostome lineage. The gene is ubiquitously expressed at all stages of Drosophila development and in Schneider cells. Similar to the human homologue, the ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/12.2.73

    authors: Kim K,Lawrence SM,Park J,Pitts L,Vann WF,Betenbaugh MJ,Palter KB

    更新日期:2002-02-01 00:00:00

  • A novel 4-methylumbelliferyl-beta-D-xyloside derivative, sulfate-O-3-xylosylbeta1-(4-methylumbelliferone), isolated from culture medium of human skin fibroblasts, and its role in methylumbelliferone-initiated glycosaminoglycan biosynthesis.

    abstract::Human skin fibroblasts were incubated in the presence of 4-methylumbelliferyl-beta-D-xyloside (Xyl-MU). The culture medium was recovered and Xyl-MU derivatives which were initiated by the Xyl-MU acting as a primer were purified. As a result, a novel Xyl-MU derivative was isolated, in addition to previously reported Xy...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/8.9.879

    authors: Tazawa T,Takagaki K,Matsuya H,Nakamura T,Sasaki M,Endo M

    更新日期:1998-09-01 00:00:00

  • Preparation and application of biologically active fluorescent hyaluronan oligosaccharides.

    abstract::We report the production of biologically active hyaluronan (HA) oligosaccharides labeled with the fluorophore 2-aminobenzoic acid (2AA). Oligosaccharides from 4 to 40 residues in length were purified to homogeneity by ion exchange chromatography using a logarithmic gradient. Molecular weight and purity characterizatio...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwi008

    authors: Seyfried NT,Blundell CD,Day AJ,Almond A

    更新日期:2005-03-01 00:00:00

  • Coordinated binding of sugar, calcium, and antibody to macrophage C-type lectin.

    abstract::Mouse macrophage galactose/N-acetylgalactosamine-specific C-type lectin (MMGL) is a type II transmembrane glycoprotein belonging to the C-type lectin family. Our development of monoclonal antibodies led us to discover that a calcium-dependent conformational change is detected by an antibody (termed mAb LOM-11) and tha...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/8.8.791

    authors: Hosoi T,Imai Y,Irimura T

    更新日期:1998-08-01 00:00:00

  • The expanding beta 4-galactosyltransferase gene family: messages from the databanks.

    abstract::From a systematic search of the UniGene and dbEST databanks, using human beta 4-galactosyltransferase (beta 4GalT-I), which is recognized to function in lactose biosynthesis, as the query sequence, we have identified five additional gene family members denoted as beta 4GalT-II, -III, -IV, -V, and -VI. Complementary DN...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/8.5.517

    authors: Lo NW,Shaper JH,Pevsner J,Shaper NL

    更新日期:1998-05-01 00:00:00

  • CMP substitutions preferentially inhibit polysialic acid synthesis.

    abstract::It is widely reported that derivatives of sugar moieties can be used to metabolically label cell surface carbohydrates or inhibit a particular glycosylation. However, few studies address the effect of substitution of the cytidylmonophosphate (CMP) portion on sialyltransferase activities. Here we first synthesized 2'-O...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwm132

    authors: Miyazaki T,Angata K,Seeberger PH,Hindsgaul O,Fukuda M

    更新日期:2008-02-01 00:00:00

  • Expression of two different sulfated fucans by females of Lytechinus variegatus may regulate the seasonal variation in the fertilization of the sea urchin.

    abstract::The egg jellies of sea urchins contain sulfated polysaccharides with unusual structures, composed of linear chains of l-fucose or l-galactose with well-defined repetitive units. The specific pattern of sulfation and the position of the glycosidic bond vary among sulfated polysaccharides from different species. These p...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwm058

    authors: Cinelli LP,Castro MO,Santos LL,Garcia CR,Vilela-Silva AC,Mourão PA

    更新日期:2007-08-01 00:00:00

  • A sequencing strategy for the localization of O-glycosylation sites of MUC1 tandem repeats by PSD-MALDI mass spectrometry.

    abstract::It is demonstrated with glycopeptides of the polymorphic epithelial mucin (MUC1) that post-source decay matrix-assisted laser desorption ionization (PSD-MALDI) is a fast, highly sensitive, and reproducible method for the localization of O-glycosylation sites by reflectron time-of-flight (TOF) mass spectrometry. We hav...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/7.7.881

    authors: Goletz S,Thiede B,Hanisch FG,Schultz M,Peter-Katalinic J,Müller S,Seitz O,Karsten U

    更新日期:1997-10-01 00:00:00

  • Effects of the sugar headgroup of a glycoglycerolipid on the phase behavior of phospholipid model membranes in the dry state.

    abstract::Glycolipids are important components of almost all biological membranes. They possess unique properties that have only been incompletely characterized so far. The plant glycolipid digalactosyldiacylglycerol (DGDG) strongly influences the physical behavior of phospholipid model membranes in both the dry and hydrated st...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwj001

    authors: Popova AV,Hincha DK

    更新日期:2005-11-01 00:00:00

  • The binding of VIP36 and alpha-amylase in the secretory vesicles via high-mannose type glycans.

    abstract::Vesicular integral protein of 36 kDa (VIP36) is an intracellular lectin recognizing high-mannose type glycans and is highly expressed in salivary glands, especially the parotid gland, which secretes alpha-amylase in large quantities. Here immunoelectron microscopy demonstrated that VIP36 was primarily localized to sec...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwh082

    authors: Hara-Kuge S,Seko A,Shimada O,Tosaka-Shimada H,Yamashita K

    更新日期:2004-08-01 00:00:00

  • A sialidase activity in the midgut of the insect Triatoma infestans is responsible for the low levels of sialic acid in Trypanosoma cruzi growing in the insect vector.

    abstract::Trypanosoma cruzi expresses a unique trans-sialidase that is responsible for the transfer of sialic acid from host glycoproteins and glycolipids to mucin-like glycoprotein acceptors on the parasite surface. The enzyme and the sialic acid acceptors are present in the mammalian forms of the parasite and in the parasite ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/5.6.625

    authors: Amino R,Serrano AA,Morita OM,Pereira-Chioccola VL,Schenkman S

    更新日期:1995-09-01 00:00:00

  • Genetic and structural relationships of Salmonella O55 and Escherichia coli O103 O-antigens and identification of a 3-hydroxybutanoyltransferase gene involved in the synthesis of a Fuc3N derivative.

    abstract::O-antigen (O-polysaccharide), a part of the outer membrane of Gram-negative bacteria, is one of the most variable cell constituents and is related to bacterial virulence. O-antigen diversity is almost entirely due to genetic variations in O-antigen gene clusters. In this study, the O-polysaccharide structures of Salmo...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwq015

    authors: Liu B,Perepelov AV,Svensson MV,Shevelev SD,Guo D,Senchenkova SN,Shashkov AS,Weintraub A,Feng L,Widmalm G,Knirel YA,Wang L

    更新日期:2010-06-01 00:00:00

  • The effect of oral treatment with 6-O-butanoyl castanospermine (MDL 28,574) in the murine zosteriform model of HSV-1 infection.

    abstract::Oral treatment of mice, cutaneously infected with herpes simplex virus type 1 (HSV-1) (strain SC16), with the alpha-glucosidase 1 inhibitor 6-O-butanoyl castanospermine (MDL 28,574) produced a significant delay in lesion development and reduced the amount of virus recovered from the brain. Virus load in the brains of ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/5.2.249

    authors: Bridges CG,Ahmed SP,Kang MS,Nash RJ,Porter EA,Tyms AS

    更新日期:1995-03-01 00:00:00

  • Inhibition of glycoprotein processing by L-fructose and L-xylulose.

    abstract::A number of unusual and rare carbohydrates were tested as potential inhibitors of various glycosidases, as well as inhibitors of N-linked oligosaccharide processing. The best inhibitors of several arylglycosidases and of glucosidase I were L-xylulose and L-fructose. Both of these sugars showed some inhibitory activity...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/6.8.795

    authors: Muniruzzaman S,Pan YT,Zeng Y,Atkins B,Izumori K,Elbein AD

    更新日期:1996-12-01 00:00:00

  • Transcriptional regulation of the human GD3 synthase gene expression in Fas-induced Jurkat T cells: a critical role of transcription factor NF-kappaB in regulated expression.

    abstract::The transcriptional regulation mechanisms involved in the up-regulation of Fas-induced GD3 synthase gene have not yet been elucidated. 5'-Rapid amplification of cDNA end (5'-RACE) using mRNA prepared from Fas-induced Jurkat T cells revealed the presence of multiple transcription start sites of human GD3 synthase gene,...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwj087

    authors: Kang NY,Kang SK,Lee YC,Choi HJ,Lee YS,Cho SY,Kim YS,Ko JH,Kim CH

    更新日期:2006-05-01 00:00:00

  • Core oligosaccharide structure from the highly phytopathogenic Agrobacterium tumefaciens TT111 and conformational analysis of the putative rhamnan epitope.

    abstract::The structure of the complex mixture of the core oligosaccharide components of the lipooligosaccharide (LOS) fraction of Agrobacterium tumefaciens strain TT111 was determined directly on the deacetylated products by means of spectroscopical methods. The rhamnan oligosaccharide elongating the inner Kdo residue shares s...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwl033

    authors: De Castro C,Carannante A,Lanzetta R,Liparoti V,Molinaro A,Parrilli M

    更新日期:2006-12-01 00:00:00

  • N-linked oligosaccharide processing enzyme glucosidase II produces 1,5-anhydrofructose as a side product.

    abstract::alpha-1,4-Glucan lyase cleaves alpha-1,4-linkages of nonreducing termini of alpha-1,4-glucans to produce 1,5-anhydrofructose (1,5-AnFru). The enzymes isolated from fungi and algae show high homology with glycoside hydrolase family 31. Purification of alpha-1,4-glucan lyase from rat liver using DEAE Cellulose chromatog...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/10.12.1283

    authors: Hirano K,Ziak M,Kamoshita K,Sukenaga Y,Kametani S,Shiga Y,Roth J,Akanuma H

    更新日期:2000-12-01 00:00:00

  • Cytosolic glycosidases: do they exist?

    abstract::The substrate specificity of the alpha-D-mannosidases of rat liver lysosome and cytosol was examined using oligosaccharides of the oligomannosidic type. The hydrolysis products were characterized by 400 MHz 1H-NMR spectroscopy. Both catabolic pathways occur in ordered ways, but are quite different. In fact, the lysoso...

    journal_title:Glycobiology

    pub_type: 杂志文章,评审

    doi:10.1093/glycob/1.5.487

    authors: Haeuw JF,Michalski JC,Strecker G,Spik G,Montreuil J

    更新日期:1991-11-01 00:00:00

  • SR proteins and galectins: what's in a name?

    abstract::Although members of the serine (S)- and arginine (R)-rich splicing factor family (SR proteins) were initially purified on the basis of their splicing activity in the nucleus, there is recent documentation that they exhibit carbohydrate-binding activity at the cell surface. In contrast, galectins were isolated on the b...

    journal_title:Glycobiology

    pub_type: 杂志文章,评审

    doi:10.1093/glycob/cwq097

    authors: Haudek KC,Patterson RJ,Wang JL

    更新日期:2010-10-01 00:00:00

  • Characterization of the meningococcal serogroup X capsule N-acetylglucosamine-1-phosphotransferase.

    abstract::Neisseria meningitidis serogroups A, B, C, Y, W135 and X are responsible for most cases of meningococcal meningitis. Neisseria meningitidis serogroup X has recently emerged as a contributor to outbreaks of disease in Africa, but there is currently no vaccine against serogroup X. Understanding of the biosynthesis of th...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwt091

    authors: Muindi KM,McCarthy PC,Wang T,Vionnet J,Battistel M,Jankowska E,Vann WF

    更新日期:2014-02-01 00:00:00

  • Advancing glycomics: implementation strategies at the consortium for functional glycomics.

    abstract::Glycomics-an integrated approach to study structure-function relationships of complex carbohydrates (or glycans)-is an emerging field in this age of post-genomics. Realizing the importance of glycomics, many large scale research initiatives have been established to generate novel resources and technologies to advance ...

    journal_title:Glycobiology

    pub_type: 杂志文章,评审

    doi:10.1093/glycob/cwj080

    authors: Raman R,Venkataraman M,Ramakrishnan S,Lang W,Raguram S,Sasisekharan R

    更新日期:2006-05-01 00:00:00

  • Functional expression of the capsule polymerase of Neisseria meningitidis serogroup X: a new perspective for vaccine development.

    abstract::Neisseria meningitidis (Nm) is a leading cause of bacterial meningitis and sepsis. A key feature in pathogenicity is the capsular polysaccharide (CPS) that prevents complement activation and thus supports bacterial survival in the host. Twelve serogroups characterized by immunologically and structurally different CPSs...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwt102

    authors: Fiebig T,Berti F,Freiberger F,Pinto V,Claus H,Romano MR,Proietti D,Brogioni B,Stummeyer K,Berger M,Vogel U,Costantino P,Gerardy-Schahn R

    更新日期:2014-02-01 00:00:00

  • Beta1,4-N-Acetylglucosaminyltransferase III down-regulates neurite outgrowth induced by costimulation of epidermal growth factor and integrins through the Ras/ERK signaling pathway in PC12 cells.

    abstract::A rat pheochromocytoma cell line (PC12), when transfected with beta1,4-N-acetylglucosaminyltransferase III (GnT-III), which catalyzes the formation of a bisecting GlcNAc structure in N-glycans, resulted in the suppression of neurite outgrowth induced by costimulation of epidermal growth factor (EGF) and integrins. The...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwh016

    authors: Gu J,Zhao Y,Isaji T,Shibukawa Y,Ihara H,Takahashi M,Ikeda Y,Miyoshi E,Honke K,Taniguchi N

    更新日期:2004-02-01 00:00:00

  • Incorporation of orally applied (13)C-galactose into milk lactose and oligosaccharides.

    abstract::Biosynthesis and functions of human milk oligosaccharides (HMO) are not well known. A typical housekeeping enzyme, beta1,4-galactosyltransferase, links galactose to glucose to form lactose which is then used as backbone for the assembly of HMO. We investigated whether milk lactose and HMO may be labeled in vivo by an ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwj092

    authors: Rudloff S,Obermeier S,Borsch C,Pohlentz G,Hartmann R,Brösicke H,Lentze MJ,Kunz C

    更新日期:2006-06-01 00:00:00

  • The alpha-galactomannan Davanat binds galectin-1 at a site different from the conventional galectin carbohydrate binding domain.

    abstract::Galectins are a sub-family of lectins, defined by their highly conserved beta-sandwich structures and ability to bind to beta-galactosides, like Gal beta1-4 Glc (lactose). Here, we used (15)N-(1)H HSQC and pulse field gradient (PFG) NMR spectroscopy to demonstrate that galectin-1 (gal-1) binds to the relatively large ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwp084

    authors: Miller MC,Klyosov A,Mayo KH

    更新日期:2009-09-01 00:00:00

  • Arabidopsis thaliana ALG3 mutant synthesizes immature oligosaccharides in the ER and accumulates unique N-glycans.

    abstract::The core oligosaccharide Glc(3)Man(9)GlcNAc(2) is assembled by a series of membrane-bound glycosyltransferases as the lipid carrier dolichylpyrophosphate-linked glycan in the endoplasmic reticulum (ER). The first step of this assembly pathway on the ER luminal side is mediated by ALG3 (asparagine-linked glycosylation ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwq028

    authors: Kajiura H,Seki T,Fujiyama K

    更新日期:2010-06-01 00:00:00

  • Helicobacter pylori β1,3-N-acetylglucosaminyltransferase for versatile synthesis of type 1 and type 2 poly-LacNAcs on N-linked, O-linked and I-antigen glycans.

    abstract::Poly-N-acetyllactosamine extensions on N- and O-linked glycans are increasingly recognized as biologically important structural features, but access to these structures has not been widely available. Here, we report a detailed substrate specificity and catalytic efficiency of the bacterial β3-N-acetylglucosaminyltrans...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cws101

    authors: Peng W,Pranskevich J,Nycholat C,Gilbert M,Wakarchuk W,Paulson JC,Razi N

    更新日期:2012-11-01 00:00:00

  • A congenital disorder of deglycosylation: Biochemical characterization of N-glycanase 1 deficiency in patient fibroblasts.

    abstract::N-Glycanase 1, encoded by NGLY1, catalyzes the deglycosylation of misfolded N-linked glycoproteins retrotranslocated into the cytosol. We identified nine cases with mutations in NGLY1. The patients show developmental delay, seizures, peripheral neuropathy, abnormal liver function and alacrima (absence of tears). The m...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwv024

    authors: He P,Grotzke JE,Ng BG,Gunel M,Jafar-Nejad H,Cresswell P,Enns GM,Freeze HH

    更新日期:2015-08-01 00:00:00

  • Identification of alg3 in the mushroom-forming fungus Schizophyllum commune and analysis of the Δalg3 knockout mutant.

    abstract::Alg3 of Saccharomyces cerevisiae catalyzes the mannosyl transfer from Man-P-Dol to Man(5)GlcNAc(2)-PP-Dol resulting in the formation of Man(6)GlcNAc(2)-PP-Dol, which is then further processed to the final precursor oligosaccharide Glc(3)Man(9)GlcNAc(2) for N-glycosylation of proteins. Here, we identified the alg3 gene...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cws135

    authors: Berends E,Lehle L,Henquet M,Hesselink T,Wösten HA,Lugones LG,Bosch D

    更新日期:2013-02-01 00:00:00

  • Characterization of a putative 3-deoxy-D-manno-2-octulosonic acid (Kdo) transferase gene from Arabidopsis thaliana.

    abstract::The structures of the pectic polysaccharide rhamnogalacturonan II (RG-II) pectin constituent are remarkably evolutionary conserved in all plant species. At least 12 different glycosyl residues are present in RG-II. Among them is the seldom eight-carbon sugar 3-deoxy-d-manno-octulosonic acid (Kdo) whose biosynthetic pa...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwq011

    authors: Séveno M,Séveno-Carpentier E,Voxeur A,Menu-Bouaouiche L,Rihouey C,Delmas F,Chevalier C,Driouich A,Lerouge P

    更新日期:2010-05-01 00:00:00