lacto-N-neotetraose

N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4S,5R,6S)-3,5- dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-4-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide D- glucose, O-beta-D-galactopyranosyl-(1-4)-O-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-3)-O-beta-D-galactopyranosyl-(1-4)- lacto-N-tetraose Google Patents: Nutritional formulations containing lacto-N-neotetraose PubMed: Structural characterisation of human galectin-4 C-terminal domain -elucidating the molecular basis for recognition of glycosphingolipids, sulfated saccharides and blood group antigens. PubMed: Infant Maturity at Birth Reveals Minor Differences in the Maternal Milk Metabolome in the First Month of Lactation. PubMed: Sequential one-pot multienzyme (OPME) synthesis of lacto-N-neotetraose and its sialyl and fucosyl derivatives. PubMed: In vitro impact of human milk oligosaccharides on enterobacteriaceae growth. PubMed: Intact reducing glycan promotes the specific immune response to lacto-N-neotetraose-BSA neoglycoconjugates. PubMed: Fecal microbiota composition of breast-fed infants is correlated with human milk oligosaccharides consumed. PubMed: α-2,3-sialyltransferase expression level impacts the kinetics of lipooligosaccharide sialylation, complement resistance, and the ability of Neisseria gonorrhoeae to colonize the murine genital tract. PubMed: 4-O-Acetyl-sialic acid (Neu4,5Ac2) in acidic milk oligosaccharides of the platypus (Ornithorhynchus anatinus) and its evolutionary significance. PubMed: The cholesterol-dependent cytolysins pneumolysin and streptolysin O require binding to red blood cell glycans for hemolytic activity. PubMed: Synthesis of the human milk oligosaccharide lacto-N-tetraose in metabolically engineered, plasmid-free E. coli. PubMed: Direct evidence for the presence of human milk oligosaccharides in the circulation of breastfed infants. PubMed: Fecal metabolomics of healthy breast-fed versus formula-fed infants before and during in vitro batch culture fermentation. PubMed: Human milk oligosaccharides influence maturation of human intestinal Caco-2Bbe and HT-29 cell lines. PubMed: Galectin-3 interactions with glycosphingolipids. PubMed: Enzyme catalysed production of sialylated human milk oligosaccharides and galactooligosaccharides by Trypanosoma cruzi trans-sialidase. PubMed: Human milk oligosaccharide composition differs between donor milk and mother's own milk in the NICU. PubMed: Ultra high performance liquid chromatography-tandem mass spectrometry method for the determination of soluble milk glycans in rat serum. PubMed: Pre-clinical safety evaluation of the synthetic human milk, nature-identical, oligosaccharide 2'-O-Fucosyllactose (2'FL). PubMed: Fucosylated but not sialylated milk oligosaccharides diminish colon motor contractions. PubMed: Pre-clinical safety assessment of the synthetic human milk, nature-identical, oligosaccharide Lacto-N-neotetraose (LNnT). PubMed: Variation in consumption of human milk oligosaccharides by infant gut-associated strains of Bifidobacterium breve. PubMed: Neutral and acidic milk oligosaccharides of the striped skunk (Mephitidae: Mephitis mephitis). PubMed: Understanding the specificity of human Galectin-8C domain interactions with its glycan ligands based on molecular dynamics simulations. PubMed: Human milk oligosaccharides inhibit rotavirus infectivity in vitro and in acutely infected piglets. PubMed: In vitro fermentation characteristics of select nondigestible oligosaccharides by infant fecal inocula. PubMed: Synthesis of α-galactosyl epitopes by metabolically engineered Escherichia coli. PubMed: Nutritional factors influencing intestinal health of the neonate. PubMed: Lacto-N-tetraose, fucosylation, and secretor status are highly variable in human milk oligosaccharides from women delivering preterm. PubMed: Human milk oligosaccharide concentration and risk of postnatal transmission of HIV through breastfeeding. PubMed: Release and utilization of N-acetyl-D-glucosamine from human milk oligosaccharides by Bifidobacterium longum subsp. infantis. PubMed: Microbial composition and in vitro fermentation patterns of human milk oligosaccharides and prebiotics differ between formula-fed and sow-reared piglets. PubMed: Chemical characterization of milk oligosaccharides of the island flying fox (Pteropus hypomelanus) (Chiroptera: Pteropodidae). PubMed: Bacteroides in the infant gut consume milk oligosaccharides via mucus-utilization pathways. PubMed: Human lipooligosaccharide IGG that prevents endemic meningococcal disease recognizes an internal lacto-N-neotetraose structure. PubMed: Bifidobacterium longum subsp. infantis uses two different β-galactosidases for selectively degrading type-1 and type-2 human milk oligosaccharides. PubMed: Urinary excretion of in vivo ¹³C-labelled milk oligosaccharides in breastfed infants. PubMed: Importance of antibodies to lipopolysaccharide in natural and vaccine-induced serum bactericidal activity against Neisseria meningitidis group B. PubMed: An infant-associated bacterial commensal utilizes breast milk sialyloligosaccharides. PubMed: Lipooligosaccharide of Campylobacter jejuni: similarity with multiple types of mammalian glycans beyond gangliosides. PubMed: Synthesis of 6-PEtN-α-D-GalpNAc-(1->6)-β-D-Galp-(1->4)-β-D-GlcpNAc-(1->3)-β-D-Galp-(1->4)-β-D-Glcp, a Haemophilus influenzae lipopolysacharide structure, and biotin and protein conjugates thereof. PubMed: The meningococcal vaccine candidate neisserial surface protein A (NspA) binds to factor H and enhances meningococcal resistance to complement. PubMed: Crystallographic structure of porcine adenovirus type 4 fiber head and galectin domains. PubMed: Involvement of ST6Gal I in the biosynthesis of a unique human colon cancer biomarker candidate, alpha2,6-sialylated blood group type 2H (ST2H) antigen. PubMed: Cooperation of β-galactosidase and β-N-acetylhexosaminidase from bifidobacteria in assimilation of human milk oligosaccharides with type 2 structure. PubMed: Characterization and synthetic application of a novel beta1,3-galactosyltransferase from Escherichia coli O55:H7. PubMed: Molecular design of spacer-N-linked sialoglycopolypeptide as polymeric inhibitors against influenza virus infection. PubMed: Genetically modified L3,7 and L2 lipooligosaccharides from Neisseria meningitidis serogroup B confer a broad cross-bactericidal response. PubMed: Improved determination of milk oligosaccharides using a single derivatization with anthranilic acid and separation by reversed-phase high-performance liquid chromatography. PubMed: The fine structure of Neisseria meningitidis lipooligosaccharide from the M986 strain and three of its variants. PubMed: Functional characterization of an eosinophil-specific galectin, ovine galectin-14. PubMed: Caenorhabditis elegans galectins LEC-1-LEC-11: structural features and sugar-binding properties. PubMed: Characterization of intact lipopolysaccharides from the Haemophilus influenzae strain RM 118 using electrophoresis-assisted open-tubular liquid chromatography-mass spectrometry. PubMed: Chemo-enzymatic supported synthesis of the 3-sulfated Lewis a pentasaccharide on a multimeric polyethylene glycol. PubMed: Variation of major neutral oligosaccharides levels in human colostrum. PubMed: Factor H binding and function in sialylated pathogenic neisseriae is influenced by gonococcal, but not meningococcal, porin. PubMed: Structural characterization of sialylated glycoforms of H. influenzae by electrospray mass spectrometry: fragmentation of protonated and sodiated O-deacylated lipopolysaccharides. PubMed: Affinity-purified human immunoglobulin G that binds a lacto-N-neotetraose-dependent lipooligosaccharide structure is bactericidal for serogroup B Neisseria meningitidis. PubMed: Structural determination of the oligosaccharides in the milk of an Asian elephant (Elephas maximus). PubMed: Conformational analysis of a tetrasaccharide based on NMR spectroscopy and molecular dynamics simulations. PubMed: Neisseria meningitidis expressing lgtB lipopolysaccharide targets DC-SIGN and modulates dendritic cell function. PubMed: Syntheses of a series of lacto-N-neotetraose clusters using a carbosilane dendrimer scaffold. PubMed: Capillary affinity electrophoresis using lectins for the analysis of milk oligosaccharide structure and its application to bovine colostrum oligosaccharides. PubMed: Recognition factors of Ricinus communis agglutinin 1 (RCA(1)). PubMed: Multiple co-transfection and co-expression of human beta-1,3-N-acetylglucosaminyltransferase with human calreticulin chaperone cDNA in a single step in insect cells. PubMed: Enhanced factor H binding to sialylated Gonococci is restricted to the sialylated lacto-N-neotetraose lipooligosaccharide species: implications for serum resistance and evidence for a bifunctional lipooligosaccharide sialyltransferase in Gonococci. PubMed: Identification of sialyltransferases of Streptococcus agalactiae. PubMed: Carbohydrate recognition factors of the lectin domains present in the Ricinus communis toxic protein (ricin). PubMed: Characterization of a novel galactose beta1,3-N-acetylglucosaminyltransferase (beta3Gn-T8): the complex formation of beta3Gn-T2 and beta3Gn-T8 enhances enzymatic activity. PubMed: Recombinant probiotics for treatment and prevention of enterotoxigenic Escherichia coli diarrhea. PubMed: An unusual anti-H lectin inhibited by milk from individuals with the Bombay phenotype. PubMed: Assessment of the two Helicobacter pylori alpha-1,3-fucosyltransferase ortholog genes for the large-scale synthesis of LewisX human milk oligosaccharides by metabolically engineered Escherichia coli. PubMed: Enzymatic supported synthesis of lacto-N-neotetraose using dendrimeric polyethylene glycol. PubMed: Molecular mimicry of host structures by lipooligosaccharides of Neisseria meningitidis: characterization of sialylated and nonsialylated lacto-N-neotetraose (Galbeta1-4GlcNAcbeta1-3Galbeta1-4Glc) structures in lipooligosaccharides using monoclonal antibodies and specific lectins. PubMed: Neisserial lipooligosaccharide is a target for complement component C4b. Inner core phosphoethanolamine residues define C4b linkage specificity. PubMed: Molecular cloning, expression, and characterization of novel hemolytic lectins from the mushroom Laetiporus sulphureus, which show homology to bacterial toxins. PubMed: Chemical characterization of the oligosaccharides in milk of high Arctic harbour seal (Phoca vitulina vitulina). PubMed: Galectin-3 binds lactosaminylated lipooligosaccharides from Neisseria gonorrhoeae and is selectively expressed by mucosal epithelial cells that are infected. PubMed: Identification and structural characterization of a sialylated lacto-N-neotetraose structure in the lipopolysaccharide of Haemophilus influenzae. PubMed: Chemical characterization of the oligosaccharides in beluga (Delphinapterus leucas) and Minke whale (Balaenoptera acutorostrata) milk. PubMed: In vivo fucosylation of lacto-N-neotetraose and lacto-N-neohexaose by heterologous expression of Helicobacter pylori alpha-1,3 fucosyltransferase in engineered Escherichia coli. PubMed: A new fermentation process allows large-scale production of human milk oligosaccharides by metabolically engineered bacteria. PubMed: Distinguishing of linkage isomers of lactotetra oligosaccharides by using the relative ion intensity analysis of post-source decay fragment ions in curved-field reflectron matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. PubMed: Phase variable changes in genes lgtA and lgtC within the lgtABCDE operon of Neisseria gonorrhoeae can modulate gonococcal susceptibility to normal human serum. PubMed: Human milk oligosaccharides: a novel method provides insight into human genetics. PubMed: Receptor-mediated endocytosis of Neisseria gonorrhoeae into primary human urethral epithelial cells: the role of the asialoglycoprotein receptor. PubMed: Study of glycosylation with N-trichloroacetyl-D-glucosamine derivatives in the syntheses of the spacer-armed pentasaccharides sialyl lacto-N-neotetraose and sialyl lacto-N-tetraose, their fragments, and analogues. PubMed: The schistosome oligosaccharide lacto-N-neotetraose expands Gr1(+) cells that secrete anti-inflammatory cytokines and inhibit proliferation of naive CD4(+) cells: a potential mechanism for immune polarization in helminth infections. PubMed: A remodeling system of the 3'-sulfo-Lewis a and 3'-sulfo-Lewis x epitopes. PubMed: Structure and properties of the exopolysaccharide produced by Streptococcus macedonicus Sc136. PubMed: Chemical characterisation of the oligosaccharides in hooded seal (Cystophora cristata) and Australian fur seal (Arctocephalus pusillus doriferus) milk. PubMed: Construction of LPS mutants. PubMed: Synthesis of 3-O-sulfoglucuronyl lacto-N-neotetraose 2-aminoethyl glycoside and biotinylated neoglycoconjugates thereof. PubMed: Molecular cloning and characterization of a human beta-Gal-3'-sulfotransferase that acts on both type 1 and type 2 (Gal beta 1-3/1-4GlcNAc-R) oligosaccharides. PubMed: Role of lipooligosaccharide in Opa-independent invasion of Neisseria gonorrhoeae into human epithelial cells. PubMed: Variability of human milk neutral oligosaccharides in a diverse population. PubMed: Characterization of chimeric lipopolysaccharides from Escherichia coli strain JM109 transformed with lipooligosaccharide synthesis genes (lsg) from Haemophilus influenzae. PubMed: Facile enzymatic conversion of lactose into lacto-N-tetraose and lacto-N-neotetraose. PubMed: The genetic basis of the phase variation repertoire of lipopolysaccharide immunotypes in Neisseria meningitidis. PubMed: Enzymatic glycosylation of reducing oligosaccharides linked to a solid phase or a lipid via a cleavable squarate linker. PubMed: Synthesis of lacto-N-neotetraose and lacto-N-tetraose using the dimethylmaleoyl group as amino protective group. PubMed: Cloning, expression, and characterization of a novel UDP-galactose:beta-N-acetylglucosamine beta1,3-galactosyltransferase (beta3Gal-T5) responsible for synthesis of type 1 chain in colorectal and pancreatic epithelia and tumor cells derived therefrom. PubMed: Detailed acceptor specificities of human alpha1,3-fucosyltransferases, Fuc-TVII and Fuc-TVI. PubMed: Molecular cloning and characterization of two zebrafish alpha(1,3)fucosyltransferase genes developmentally regulated in embryogenesis. PubMed: Effect of lacto-N-neotetraose, asialoganglioside-GM1 and neuraminidase on adherence of otitis media-associated serotypes of Streptococcus pneumoniae to chinchilla tracheal epithelium. PubMed: In vitro alpha1-3 or alpha1-4 fucosylation of type I and II oligosaccharides with secreted forms of recombinant human fucosyltransferases III and VI. PubMed: Characterization of a sialyltransferase-deficient mutant of Neisseria gonorrhoeae strain F62: instability of transposon Tn1545 delta3 in gonococci and evidence that multiple genetic loci are essential for lipooligosaccharide sialylation. PubMed: Neisseria gonorrhoeae that infect men have lipooligosaccharides with terminal N-acetyllactosamine repeats. PubMed: The ruminant parasite Haemonchus contortus expresses an alpha1,3-fucosyltransferase capable of synthesizing the Lewis x and sialyl Lewis x antigens. PubMed: The (alpha2-->8)-linked polysialic acid capsule and lipooligosaccharide structure both contribute to the ability of serogroup B Neisseria meningitidis to resist the bactericidal activity of normal human serum. PubMed: Glycosyltransferase and sulfotransferase activities in chick corneal stromal cells before and after in vitro culture. PubMed: Purification and characterization of UDP-GlcNAc:Galbeta1-4GlcNAcbeta1-3*Galbeta1-4Glc(NAc)-R(GlcNAc to *Gal) beta1,6N-acetylglucosaminyltransferase from hog small intestine. PubMed: Expression cloning and characterization of a novel murine alpha1, 3-fucosyltransferase, mFuc-TIX, that synthesizes the Lewis x (CD15) epitope in brain and kidney. PubMed: The lipooligosaccharide (LOS) of Neisseria meningitidis serogroup B strain NMB contains L2, L3, and novel oligosaccharides, and lacks the lipid-A 4'-phosphate substituent. PubMed: Characterization of terminal NeuNAcalpha2-3Galbeta1-4GlcNAc sequence in lipooligosaccharides of Neisseria meningitidis. PubMed: Nonopsonic phagocytosis of group C Neisseria meningitidis by human neutrophils. PubMed: Enzymatic characterization of human alpha1,3-fucosyltransferase Fuc-TVII synthesized in a B cell lymphoma cell line. PubMed: Functional characterization of an isogenic meningococcal alpha-2,3-sialyltransferase mutant: the role of lipooligosaccharide sialylation for serum resistance in serogroup B meningococci. PubMed: Contribution of novel choline-binding proteins to adherence, colonization and immunogenicity of Streptococcus pneumoniae. PubMed: Sialylation of Neisseria meningitidis lipooligosaccharide inhibits serum bactericidal activity by masking lacto-N-neotetraose. PubMed: Oligosaccharides interfere with the establishment and progression of experimental pneumococcal pneumonia. PubMed: Outer membrane vesicle vaccines made from short-chain lipopolysaccharide mutants of serogroup B Neisseria meningitidis: effect of the carbohydrate chain length on the immune response. PubMed: Structural basis of the Neisseria meningitidis immunotypes including the L4 and L7 immunotypes. PubMed: Characterization of lactoferrin-binding proteins of human macrophage membrane: multiple species of lactoferrin-binding proteins with polylactosamine-binding ability. PubMed: Analysis of the icsBA locus required for biosynthesis of the inner core region from Neisseria meningitidis lipopolysaccharide. PubMed: Two glycosyltransferase genes, lgtF and rfaK, constitute the lipooligosaccharide ice (inner core extension) biosynthesis operon of Neisseria meningitidis. PubMed: Functional relationships of the genetic locus encoding the glycosyltransferase enzymes involved in expression of the lacto-N-neotetraose terminal lipopolysaccharide structure in Neisseria meningitidis. PubMed: Lacto-N-fucopentaose III (Lewis x), a target of the antibody response in mice vaccinated with irradiated cercariae of Schistosoma mansoni. PubMed: Inner core biosynthesis of lipooligosaccharide (LOS) in Neisseria meningitidis serogroup B: identification and role in LOS assembly of the alpha1,2 N-acetylglucosamine transferase (RfaK). PubMed: Binding characteristics of human lactoferrin to the human monocytic leukemia cell line THP-1 differentiated into macrophages. PubMed: Schistosoma mansoni: characterization of an alpha 1-3 fucosyltransferase in adult parasites. PubMed: Molecular analysis of a locus for the biosynthesis and phase-variable expression of the lacto-N-neotetraose terminal lipopolysaccharide structure in Neisseria meningitidis. PubMed: Monoclonal antibodies against Haemophilus lipopolysaccharides: clone DP8 specific for Haemophilus ducreyi and clone DH24 binding to lacto-N-neotetraose. PubMed: A lipooligosaccharide-binding site on HepG2 cells similar to the gonococcal opacity-associated surface protein Opa. PubMed: Acceptor specificity of different length constructs of human recombinant alpha 1,3/4-fucosyltransferases. Replacement of the stem region and the transmembrane domain of fucosyltransferase V by protein A results in an enzyme with GDP-fucose hydrolyzing activity. PubMed: Construction of Neisseria meningitidis strains carrying multiple chromosomal copies of the porA gene for use in the production of a multivalent outer membrane vesicle vaccine. PubMed: Determination of GDP-Fuc:Gal beta 1-4GlcNAc-R (Fuc to GlcNAc) alpha 1,3 fucosyltransferase activity by a solid-phase method. PubMed: Tn916-generated, lipooligosaccharide mutants of Neisseria meningitidis and Neisseria gonorrhoeae. PubMed: The adhesive specificity of the soluble human lectin, IgE-binding protein, toward lipid-linked oligosaccharides. Presence of the blood group A, B, B-like, and H monosaccharides confers a binding activity to tetrasaccharide (lacto-N-tetraose and lacto-N-neotetraose) backbones. PubMed: Anti-j: human cold agglutinins recognizing linear (i) and branched (I) type 2 chains. PubMed: Structure of the sialylated L3 lipopolysaccharide of Neisseria meningitidis. PubMed: Kinetic study of human beta-1,4-galactosyltransferase expressed in E. coli. PubMed: Preparation, characterization, and immunogenicity of meningococcal lipooligosaccharide-derived oligosaccharide-protein conjugates. PubMed: Lactotetraose series ganglioside 3',6'-isoLD1 in tumors of central nervous and other systems in vitro and in vivo. PubMed: Differences in the binding specificities of Pseudomonas aeruginosa M35 and Escherichia coli C600 for lipid-linked oligosaccharides with lactose-related core regions. PubMed: An enzyme releasing lacto-N-biose from oligosaccharides. PubMed: Biosynthesis of blood group I and i antigens in rat tissues. Identification of a novel beta 1-6-N-acetylglucosaminyltransferase. PubMed: Structure of the L2 lipopolysaccharide core oligosaccharides of Neisseria meningitidis. PubMed: Characterization of I/F1 glycoprotein as a receptor for Mycoplasma pneumoniae. PubMed: The structural basis for pyocin resistance in Neisseria gonorrhoeae lipooligosaccharides. PubMed: Eight lipooligosaccharides of Neisseria meningitidis react with a monoclonal antibody which binds lacto-N-neotetraose (Gal beta 1-4GlcNAc beta 1-3Gal beta 1-4Glc). PubMed: Identification of carbohydrate structures as receptors for localised adherent enteropathogenic Escherichia coli. PubMed: Chemical structures of three neutral oligosaccharides obtained from horse (thoroughbred) colostrum. PubMed: Lacto- and ganglio-series glycolipids are adhesion receptors for Neisseria gonorrhoeae. PubMed: Structure of the L5 lipopolysaccharide core oligosaccharides of Neisseria meningitidis. PubMed: Effect of lactose derivatives on metastatic potential of B16 melanoma cells. PubMed: Liquid ion-exchange chromatography under pressure of milk oligosaccharides using a pulsed amperometric detector. PubMed: Immunohistochemical analysis of LNT, NeuAc2----3LNT, and Lex carbohydrate antigens in human tumors and normal tissues. PubMed: Assignment of the 1H- and 13C-NMR spectra of eight oligosaccharides of the lacto-N-tetraose and neotetraose series. PubMed: Monoclonal IgM with unique specificity to gangliosides GM1 and GD1b and to lacto-N-tetraose associated with human motor neuron disease. PubMed: Fractionation of human milk oligosaccharides by high-performance liquid chromatography. PubMed: Structure and immunochemistry of meningococcal lipopolysaccharides. PubMed: Anti-My-28, an antigranulocyte mouse monoclonal antibody, binds to a sugar sequence in lacto-N-neotetraose. PubMed: Carbon nuclear magnetic resonance spectra of oligosaccharides isolated from human milk and ovarian cyst mucin. PubMed: Further studies of the specificities of monoclonal anti-i and anti-I antibodies using chemically synthesized, linear oligosaccharides of the poly-N-acetyllactosamine series. PubMed: Identification and fractionation of human milk oligosaccharides by proton-nuclear magnetic resonance spectroscopy and reverse-phase high-performance liquid chromatography. PubMed: Preparation of lacto-N-neotetraose from human milk by high-performance liquid chromatography. PubMed: A monoclonal IgM lambda macroglobulin with specificity for lacto-N-tetraose in a patient with bronchogenic carcinoma. PubMed: Comparative study on ganglioside compositions of various rabbit tissues. Tissue-specificity in ganglioside molecular species of rabbit thymus. PubMed: The reactions of antibodies to paragloboside (lacto-N-neotetraosyl ceramide) with human erythrocytes and lymphocytes. PubMed: Quantitation of some urinary oligosaccharides during pregnancy and lactation. PubMed: Identification of sialosylparagloboside as the erythrocyte receptor for an 'anti-p' antibody. PubMed: A human cold agglutinin which binds lacto-N-neotetraose. PubMed: Rosette formation between human lymphocytes and sheep erythrocytes. Inhibition of rosette formation by specific glycopeptides. PubMed: Studies on human platelet gangliosides.