Chondroitin sulfate N-acetylgalactosaminyltransferase-1 (CSGalNAcT-1) involved in chondroitin sulfate initiation: Impact of sulfation on activity and specificity.

Abstract:

:Glycosaminoglycan (GAG) assembly initiates through the formation of a linkage tetrasaccharide region serving as a primer for both chondroitin sulfate (CS) and heparan sulfate (HS) chain polymerization. A possible role for sulfation of the linkage structure and of the constitutive disaccharide unit of CS chains in the regulation of CS-GAG chain synthesis has been suggested. To investigate this, we determined whether sulfate substitution of galactose (Gal) residues of the linkage region or of N-acetylgalactosamine (GalNAc) of the disaccharide unit influences activity and specificity of chondroitin sulfate N-acetylgalactosaminyltransferase-1 (CSGalNAcT-1), a key glycosyltransferase of CS biosynthesis. We synthesized a series of sulfated and unsulfated analogs of the linkage oligosaccharide and of the constitutive unit of CS and tested these molecules as potential acceptor substrates for the recombinant human CSGalNAcT-1. We show here that sulfation at C4 or C6 of the Gal residues markedly influences CSGalNAcT-1 initiation activity and catalytic efficiency. Kinetic analysis indicates that CSGalNAcT-1 exhibited 3.6-, 1.6-, and 2.2-fold higher enzymatic efficiency due to lower K(m) values toward monosulfated trisaccharides substituted at C4 or C6 position of Gal1, and at C6 of Gal2, respectively, compared with the unsulfated oligosaccharide. This highlights the critical influence of Gal substitution on both CSGalNAcT-1 activity and specifity. No GalNAcT activity was detected toward sulfated and unsulfated analogs of the CS constitutive disaccharide (GlcA-β1,3-GalNAc), indicating that CSGalNAcT-1 was involved in initiation but not in elongation of CS chains. Our results strongly suggest that sulfation of the linkage region acts as a regulatory signal in CS chain initiation.

journal_name

Glycobiology

journal_title

Glycobiology

authors

Gulberti S,Jacquinet JC,Chabel M,Ramalanjaona N,Magdalou J,Netter P,Coughtrie MW,Ouzzine M,Fournel-Gigleux S

doi

10.1093/glycob/cwr172

subject

Has Abstract

pub_date

2012-04-01 00:00:00

pages

561-71

issue

4

eissn

0959-6658

issn

1460-2423

pii

cwr172

journal_volume

22

pub_type

杂志文章
  • Mass spectrometry of apolipoprotein C-III, a simple analytical method for mucin-type O-glycosylation and its application to an autosomal recessive cutis laxa type-2 (ARCL2) patient.

    abstract::Apolipoprotein C-III (apoCIII) is a small glycoprotein with a single mucin-type core-1 oligosaccharide and is analyzed by isoelectric focusing (IEF) for the diagnosis of genetic defects in O-glycan biosynthesis such as congenital disorders of glycosylation. In the present study, mass spectrometry of apoCIII, after a s...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cws086

    authors: Wada Y,Kadoya M,Okamoto N

    更新日期:2012-08-01 00:00:00

  • Structural characterization of the N-linked oligosaccharides in bile salt-stimulated lipase originated from human breast milk.

    abstract::The detailed structures of N- glycans derived from bile salt-stimulated lipase (BSSL) found in human milk were determined by combining exoglycosidase digestion with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. The N- glycan structures were conclusively determined in terms of complexity...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/9.3.227

    authors: Mechref Y,Chen P,Novotny MV

    更新日期:1999-03-01 00:00:00

  • Exploring the glycan interaction in vivo: Future prospects of neo-glycoproteins for diagnostics.

    abstract::Herein the biodistributions and in vivo kinetics of chemically prepared neoglycoproteins are reviewed. Chemical methods can be used to conjugate various mono- and oligosaccharides onto a protein surface. The kinetics and organ-specific accumulation profiles of these glycoconjugates, which are introduced through intrav...

    journal_title:Glycobiology

    pub_type: 杂志文章,评审

    doi:10.1093/glycob/cww038

    authors: Ogura A,Kurbangalieva A,Tanaka K

    更新日期:2016-08-01 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

  • Galectin-1 stimulates monocyte chemotaxis via the p44/42 MAP kinase pathway and a pertussis toxin-sensitive pathway.

    abstract::Galectin-1, the prototype of a family of beta-galactoside-binding proteins, has been implicated in a wide variety of biological processes. Data presented herein show that galectin-1 stimulates monocyte migration in a dose-dependent manner but is not chemotactic for macrophages. Galectin-1-induced monocyte chemotaxis i...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwp077

    authors: Malik RK,Ghurye RR,Lawrence-Watt DJ,Stewart HJ

    更新日期:2009-12-01 00:00:00

  • Sialic acid glycoengineering using N-acetylmannosamine and sialic acid analogs.

    abstract::Sialic acids cap the glycans of cell surface glycoproteins and glycolipids. They are involved in a multitude of biological processes and aberrant sialic acid expression is associated with several pathologies. Sialic acids modulate the characteristics and functions of glycoproteins and regulate cell-cell as well as cel...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwz026

    authors: Moons SJ,Adema GJ,Derks MT,Boltje TJ,Büll C

    更新日期:2019-06-01 00:00:00

  • Glycobiology of neuromuscular disorders.

    abstract::There has been a recent explosion in the identification of neuromuscular diseases caused by mutations in genes that affect carbohydrate metabolism or protein glycosylation. A number of these findings relate to defects in the glycosylation of alpha dystroglycan. Alpha dystroglycan is an essential component of the dystr...

    journal_title:Glycobiology

    pub_type: 杂志文章,评审

    doi:10.1093/glycob/cwg077

    authors: Martin PT,Freeze HH

    更新日期:2003-08-01 00:00:00

  • A plant-derived human monoclonal antibody induces an anti-carbohydrate immune response in rabbits.

    abstract::A common argument against using plants as a production system for therapeutic proteins is their inability to perform authentic N-glycosylation. A major concern is the presence of beta 1,2-xylose and core alpha 1,3-fucose residues on complex N-glycans as these nonmammalian N-glycan residues may provoke unwanted side ef...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwm137

    authors: Jin C,Altmann F,Strasser R,Mach L,Schähs M,Kunert R,Rademacher T,Glössl J,Steinkellner H

    更新日期:2008-03-01 00:00:00

  • Comparison of biological activity among nonfucosylated therapeutic IgG1 antibodies with three different N-linked Fc oligosaccharides: the high-mannose, hybrid, and complex types.

    abstract::The structure of asparagine-linked oligosaccharides attached to the antibody constant region (Fc) of human immunoglobulin G1 (IgG1) has been shown to affect the pharmacokinetics and antibody effector functions of antibody-dependent cellular cytotoxicity (ADCC) and complement-dependent cytotoxicity (CDC). However, it i...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwl057

    authors: Kanda Y,Yamada T,Mori K,Okazaki A,Inoue M,Kitajima-Miyama K,Kuni-Kamochi R,Nakano R,Yano K,Kakita S,Shitara K,Satoh M

    更新日期:2007-01-01 00:00:00

  • Comprehensive N-glycosylation analysis of immunoglobulin G from dried blood spots.

    abstract::Immunoglobulin G (IgG) glycans are emerging as a new putative biomarker for biological age and different diseases, requiring a robust workflow for IgG glycome analysis, ideally beginning with a simple and undemanding sampling procedure. Here, we report the first comprehensive study on total N-glycans of IgG isolated f...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwz061

    authors: Simunovic J,Vilaj M,Trbojevic-Akmacic I,Momcilovic A,Vuckovic F,Gudelj I,Juric J,Nakic N,Lauc G,Pezer M

    更新日期:2019-11-20 00:00:00

  • Novel thioglycoside analogs of α-galactosylceramide stimulate cytotoxicity and preferential Th1 cytokine production by human invariant natural killer T cells.

    abstract::Invariant natural killer T (iNKT) cells recognize glycolipid antigens bound to CD1d molecules on antigen-presenting cells. Therapeutic activation of iNKT cells with the xenogeneic glycolipid α-galactosylceramide (α-GalCer) can prevent and reverse tumor growth in murine models, but clinical trials using α-GalCer-stimul...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwy035

    authors: Melo AM,Zhang L,Dockry ÉF,Petrasca A,Ghnewa YG,Breen EP,Morrissey ME,O'Reilly C,Bruen R,O'Meara A,Lysaght J,Zhu X,Doherty DG

    更新日期:2018-07-01 00:00:00

  • Analysis of the specific interactions between the lectin domain of malectin and diglucosides.

    abstract::The endoplasmic reticulum malectin is a highly conserved protein in the animal kingdom that has no counterpart so far in lower organisms. We recently determined the structure of its conserved domain and found a highly selective binding to Glc(2)Man(9)GlcNAc(2), an intermediate of N-glycosylation. In our quest for puta...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwq059

    authors: Schallus T,Fehér K,Sternberg U,Rybin V,Muhle-Goll C

    更新日期:2010-08-01 00:00:00

  • A Siglec-like sialic-acid-binding motif revealed in an adenovirus capsid protein.

    abstract::Sialic-acid-binding immunoglobulin-like lectins (Siglecs) are a family of transmembrane receptors that are well documented to play roles in regulation of innate and adaptive immune responses. To see whether the features that define the molecular recognition of sialic acid were found in other sialic-acid-binding protei...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cws073

    authors: Rademacher C,Bru T,McBride R,Robison E,Nycholat CM,Kremer EJ,Paulson JC

    更新日期:2012-08-01 00:00:00

  • The secondary cell wall polysaccharide of Bacillus anthracis provides the specific binding ligand for the C-terminal cell wall-binding domain of two phage endolysins, PlyL and PlyG.

    abstract::Endolysins are bacteriophage enzymes that lyse their bacterial host for phage progeny release. They commonly contain an N-terminal catalytic domain that hydrolyzes bacterial peptidoglycan (PG) and a C-terminal cell wall-binding domain (CBD) that confers enzyme localization to the PG substrate. Two endolysins, phage ly...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwt019

    authors: Ganguly J,Low LY,Kamal N,Saile E,Forsberg LS,Gutierrez-Sanchez G,Hoffmaster AR,Liddington R,Quinn CP,Carlson RW,Kannenberg EL

    更新日期:2013-07-01 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

  • Enzymically inactive members of the trans-sialidase family from Trypanosoma cruzi display beta-galactose binding activity.

    abstract::trans-sialidase is a unique sialidase in that, instead of hydrolizing sialic acid, it preferentially transfers the monosaccharide to a terminal beta-galactose in glycoproteins and glycolipids. This enzyme, originally identified in Trypanosoma cruzi, belongs to a large family of proteins. Some members of the family lac...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/9.6.581

    authors: Cremona ML,Campetella O,Sánchez DO,Frasch AC

    更新日期:1999-06-01 00:00:00

  • Specificity of xenoreactive anti-Gal alpha 1-3Gal IgM for alpha-galactosyl ligands.

    abstract::The transplantation of organs from lower animals such as pigs into humans is prevented by a severe rejection reaction initiated by complement fixing xenoreactive natural antibodies. Most anti-pig xenoreactive natural antibodies in humans are thought to recognize Gal alpha 1-3Gal beta 1-4GlcNAc and are also thought to ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/6.5.499

    authors: Parker W,Lateef J,Everett ML,Platt JL

    更新日期:1996-07-01 00:00:00

  • Study on the relationships between molecular weights of chondroitin sulfate oligosaccharides and Aβ-induced oxidative stress and the related mechanisms.

    abstract::In the present study, we studied anti-Alzheimer's disease (AD) activities of chondroitin sulfate (CS) oligosaccharides with different molecular weights. CS from shark cartilage was degraded by a recombinant CS endolyase, chondroitinase ABC I (CHSase ABC I), and CS disaccharide (DP2), tetrasaccharide (DP4), hexasacchar...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwaa096

    authors: Zhao N,Meng J,Jiang W,Xu W,Liu C,Wang F

    更新日期:2020-10-09 00:00:00

  • Identification and synthesis of a novel 15 kDa beta-galactoside-binding lectin in human leukocytes.

    abstract::Knowledge of the identity, synthesis and secretion of beta-galactoside-binding lectins by leukocytes is of importance because lactosaminoglycans present at the leukocyte cell surface may be physiologically significant lectin receptors that could mediate autocrine or paracrine functions and/or cell adhesion. This paper...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/2.4.285

    authors: Sharma A,DiCioccio RA,Allen HJ

    更新日期:1992-08-01 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

  • Glycosylation of MUC1 influences the binding of a therapeutic antibody by altering the conformational equilibrium of the antigen.

    abstract::In cancer cells, the glycoprotein Mucin 1 (MUC1) undergoes abnormal, truncated glycosylation. The truncated glycosylation exposes cryptic peptide epitopes that can be recognized by antibodies. Since these immunogenic regions are cancer specific, they represent ideal targets for therapeutic antibodies. We investigated ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cww131

    authors: Movahedin M,Brooks TM,Supekar NT,Gokanapudi N,Boons GJ,Brooks CL

    更新日期:2017-07-01 00:00:00

  • Alterations of O-glycan biosynthesis in human colon cancer tissues.

    abstract::Human colon cancer is associated with antigenic and structural changes in mucin-type carbohydrate chains (O-glycans). To elucidate the control of the biosynthesis of these O-glycans is colon cancer, we have studied glycosyltransferase and sulphotransferase activities involved in the assembly of elongated O-glycan stru...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/4.6.873

    authors: Yang JM,Byrd JC,Siddiki BB,Chung YS,Okuno M,Sowa M,Kim YS,Matta KL,Brockhausen I

    更新日期:1994-12-01 00:00:00

  • The lipopolysaccharide of the crop pathogen Xanthomonas translucens pv. translucens: chemical characterization and determination of signaling events in plant cells.

    abstract::Xanthomonas translucens pv. translucens (Xtt) is a Gram-negative pathogen of crops from the plant family Poaceae. The lipopolysaccharide (LPS) of Xtt was isolated and chemically characterized. The analyses revealed the presence of rhamnose, xylose, mannose, glucose, galacturonic acid, phosphates, 3-deoxy-D-manno-oct-2...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cww093

    authors: Steffens T,Duda K,Lindner B,Vorhölter FJ,Bednarz H,Niehaus K,Holst O

    更新日期:2017-03-15 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

  • Sweating the small stuff: Glycoproteins in human sweat and their unexplored potential for microbial adhesion.

    abstract::There is increasing evidence that secretory fluids such as tears, saliva and milk play an important role in protecting the human body from infection via a washing mechanism involving glycan-mediated adhesion of potential pathogens to secretory glycoproteins. Interaction of sweat with bacteria is well established as th...

    journal_title:Glycobiology

    pub_type: 杂志文章,评审

    doi:10.1093/glycob/cwv102

    authors: Peterson RA,Gueniche A,Adam de Beaumais S,Breton L,Dalko-Csiba M,Packer NH

    更新日期:2016-03-01 00:00:00

  • Biosynthesis of asparagine-linked oligosaccharides in Saccharomyces cerevisiae: the alg2 mutation.

    abstract::In the yeast Saccharomyces cerevisiae, the alg2 mutation causes temperature-sensitive growth and abnormal accumulation of the lipid-linked oligosaccharide Man2GlcNAc2-PP-Dol (Jackson et al., Arch. Biochem. Biophys., 272, 203-209, 1989; Huffaker and Robbins, Proc. Natl. Acad. Sci. USA, 80, 7466-7470, 1983). A gene havi...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/3.4.357

    authors: Jackson BJ,Kukuruzinska MA,Robbins P

    更新日期:1993-08-01 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

  • De novo design of a trans-β-N-acetylglucosaminidase activity from a GH1 β-glycosidase by mechanism engineering.

    abstract::Glycoside hydrolases are particularly abundant in all areas of metabolism as they are involved in the degradation of natural polysaccharides and glycoconjugates. These enzymes are classified into 133 families (CAZy server, http://www.cazy.org) in which members of each family have a similar structure and catalytic mech...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwu121

    authors: André-Miral C,Koné FM,Solleux C,Grandjean C,Dion M,Tran V,Tellier C

    更新日期:2015-04-01 00:00:00

  • Interaction profile of galectin-5 with free saccharides and mammalian glycoproteins: probing its fine specificity and the effect of naturally clustered ligand presentation.

    abstract::Cell-surface glycans are functional docking sites for tissue lectins such as the members of the galectin family. This interaction triggers a wide variety of responses; hence, there is a keen interest in defining its structural features. Toward this aim, we have used enzyme-linked lectinosorbent (ELLSA) and inhibition ...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwj102

    authors: Wu AM,Singh T,Wu JH,Lensch M,André S,Gabius HJ

    更新日期:2006-06-01 00:00:00

  • Sialic acid content of tissue-specific gp96 and its potential role in modulating gp96-macrophage interactions.

    abstract::Cancer-derived heat shock protein gp96 induces a tumor-specific protective immune response primarily mediated by cytotoxic T lymphocytes (CTL) directed toward cancer-associated peptides associated with gp96. Both innate and adaptive immune responses have been demonstrated using a cell culture-based signaling mechanism...

    journal_title:Glycobiology

    pub_type: 杂志文章

    doi:10.1093/glycob/cwp096

    authors: Suriano R,Ghosh SK,Chaudhuri D,Mittelman A,Banerjee A,Tiwari RK

    更新日期:2009-12-01 00:00:00