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 design and optimal conditions for a batch production in 3-liter scale. The reaction product was analyzed and the produced galactose-fucose disaccharides were purified. The structures of these disaccharides were determined using NMR and it was verified that one major product with the structure Galβ1-3Fuc and two minor products with the structures Galβ1-4Fuc and Galβ1-2Fuc were formed. Additionally, the product composition was defined in more detail using several different analytical methods. It was concluded that the final product contained 42% total monosaccharides, 40% disaccharides and 18% of larger oligosaccharides. 290 μmol of fGOS was produced per gram of reaction mixture and 37% of the added fucose was bound to fGOS. The fraction of fGOS from total oligosaccharides was determined as 44%. This fGOS product could be used as a new putative route to deliver fucose to the intestine.
journal_name
Glycoconj Jjournal_title
Glycoconjugate journalauthors
Usvalampi A,Maaheimo H,Tossavainen O,Frey ADdoi
10.1007/s10719-017-9794-3subject
Has Abstractpub_date
2018-02-01 00:00:00pages
31-40issue
1eissn
0282-0080issn
1573-4986pii
10.1007/s10719-017-9794-3journal_volume
35pub_type
杂志文章abstract::In aging and diabetes, glycation of collagen molecules leads to the formation of cross-links that could alter the surface charge on collagen fibrils, and hence affect the properties and correct functioning of a number of tissues. The electron-optical stain phosphotungstic acid (PTA) binds to positively charged amino a...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1023/a:1006928403140
更新日期:1998-08-01 00:00:00
abstract::Matrix proteoglycans (PGs) have shown promise as biomarker in malignancies. We employed agarose gel eletrophoresis, quantitative real- time reverse transcription-polymerase chain reaction and immunohistochemistry to evaluate the content of sulfated glicosaminoglycans (chondroitin sulfate and heparan sulfate) and expre...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-018-9815-x
更新日期:2018-04-01 00:00:00
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
doi:10.1007/s10719-011-9367-9
更新日期:2012-04-01 00:00:00
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
doi:10.1023/B:GLYC.0000018582.83813.04
更新日期:2004-01-01 00:00:00
abstract::Herein we describe a UPLC-FLD-based method for the quantification of the sialic acid content of red meat, using a synthetic neuraminic acid derivative as an internal standard. X-Gal-α-2,6-N-propionylneuraminic acid was synthesized via a chemoenzymatic pathway and its hydrolytic stability was characterized. Known quant...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-016-9659-1
更新日期:2016-04-01 00:00:00
abstract::The classical function of human chorionic gonadotropin (hCG) is its role in supporting pregnancy. hCG is a dimer consisting of two highly glycosylated subunits, alpha (CGA) and beta (CGB). The beta-hCG protein is encoded by CGB3, CGB5, CGB7 and CGB8 genes. CGB3, 5 and 8 code for an identical protein, CGB3/5/8, whereas...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-020-09936-w
更新日期:2020-10-01 00:00:00
abstract::The conformational space of methyl 6-O-[(R)- and (S)-1-carboxyethyl]-alpha-D-galactopyranoside has been investigated. A grid search employing energy minimization at each grid point over the three major degrees of freedom, namely phi, psi and omega, identified low energy regions. The R-isomer shows five low energy conf...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1023/a:1018527129939
更新日期:1997-12-01 00:00:00
abstract::Altered glycosylation is a universal feature of cancer cells and altered glycans can help cancer cells escape immune surveillance, facilitate tumor invasion, and increase malignancy. The goal of this study was to identify specific glycoenzymes, which could distinguish prostate cancer cells from normal prostatic cells....
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-012-9428-8
更新日期:2012-10-01 00:00:00
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
doi:10.1007/s10719-006-9001-4
更新日期:2006-12-01 00:00:00
abstract::Two azidohexasaccharide building blocks, of which the glycosyl acceptor was the 5-(methoxycarbonyl)pentyl glycoside, were coupled using the trichloroacetimidate technology. The 12 azido functions present in the dodecasaccharide thus formed were then converted to amino groups using hydrogen sulfide as a reducing reagen...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1023/a:1018591132723
更新日期:1997-06-01 00:00:00
abstract::Studying polysaccharide-protein interactions under physiological conditions by conventional techniques is challenging. Ideally, macromolecules could be followed by both in vitro spectroscopy experiments as well as in tissues using microscopy, to enable a proper comparison of results over these different scales but, of...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-016-9723-x
更新日期:2017-06-01 00:00:00
abstract::Syndecan-4 is a transmembrane heparan sulfate proteoglycan belonging to the syndecan family. Syndecan-4-deficient [(Synd4(-/-)] mice were produced to clarify the in vivo role of syndecan-4. Synd4(-/-) mice were more susceptible to kappa-carrageenan-induced nephropathy, and the placental labyrinth from the deficient em...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1023/A:1025308702966
更新日期:2002-05-01 00:00:00
abstract::Egg yolk, a large proportion of the egg, was studied for the preparation of N-acetylneuraminic acid (Neu5Ac). The delipidated hen egg yolk (DEY; 500 kg containing 0.2% w/w, Neu5Ac) was hydrolysed with HCl (pH 1.4) at 80 degrees C and neutralized with NaOH (pH 6.0). The mixture was filtered and electrodialysed until th...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/BF00731701
更新日期:1992-04-01 00:00:00
abstract::This review summarizes fifty years of carbohydrate chemistry, from studies of reaction mechanisms and development of synthetic methods to the design of specific compounds for investigations of cancer glycoproteins. Through these years of intensive research, many carbohydrate derivatives were shown to be biologically r...
journal_title:Glycoconjugate journal
pub_type: 杂志文章,评审
doi:10.1023/a:1022244324787
更新日期:2001-11-01 00:00:00
abstract::Chondroitin sulfate (CS) and dermatan sulfate (DS) were extracted and purified from skins or bones of salmon (Salmo salar), snakehead (Channa argus), monkfish (Lophius litulon) and skipjack tuna (Katsuwonus pelamis). Size, structural sequences and sulfate groups of oligosaccharides in the purified CS and DS could be c...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-016-9759-y
更新日期:2017-04-01 00:00:00
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
doi:10.1007/s10719-005-5329-4
更新日期:2005-11-01 00:00:00
abstract::Cell surface lipopolysaccharide (LPS) is a well characterized virulence determinant for the human pathogen Haemophilus influenzae, so an investigation of LPS in the less pathogenic Haemophilus parainfluenzae could yield important insights. Using a panel of 18 commensal H. parainfluenzae isolates we demonstrate that th...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-012-9455-5
更新日期:2013-08-01 00:00:00
abstract::UDP-GlcNAc:alpha6-D-mannoside beta1,2-N-acetylglucosaminyltransferase II (GnT II; EC 2.4.1.143) is a medial-Golgi resident enzyme that catalyses an essential step in the biosynthetic pathway leading from high mannose to complex N-linked oligosaccharides. Screening a cDNA library from Xenopus laevis ovary with a human ...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1023/A:1024201824354
更新日期:2002-03-01 00:00:00
abstract::Altered glycosylation of plasma proteins has been directly implicated in the pathogenesis of rheumatoid arthritis (RA). The present study investigated the changes in the Concanavalin-A (Con-A)-bound plasma proteins in the RA patients in comparison to that of the healthy controls. Two proteins (MW approximately 32 kDa ...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-006-7922-6
更新日期:2006-05-01 00:00:00
abstract::The lectins Sambucus nigra agglutinin (SNA) and Ricinus communis agglutinin (RCA), specific for alpha2,6 linked sialylation, and terminal galactose respectively were used to study the occurrence, linkage and distribution of human immunoglobulin G (IgG) sialylation. SNA was shown to bind N-glycan alpha2,6-linked sialic...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1023/a:1007183915921
更新日期:1999-12-01 00:00:00
abstract::Non-acid and acid glycosphingolipids were isolated from feces of one litter of germ-free rats from day 17 to day 51. Quantitative and qualitative changes described for small intestine of conventional rats [Bouhours D, Bouhours J-F (1981) Biochem Biophys Res Commun 99:1384-89] were also found in the feces of these germ...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/BF01047848
更新日期:1989-01-01 00:00:00
abstract::The main component of the ganglioside(1) mixture from the brain of the adult amphibian Xenopus laevis accounts for 35% of the total, as lipid bound sialic acid. This ganglioside has been purified and characterized by thin layer chromatography, partial and exhaustive enzymatic hydrolysis with sialidase, TLC-overlay pro...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1023/a:1022584914778
更新日期:2002-01-01 00:00:00
abstract::O-Glycopyranosyl-N-hydroxysuccinimides of glucose and lactose have been synthesized. Peracetylated sugars, acetobromo sugars and benzoylated thioethyl glycosides have been used as precursors. With boron trifluoride etherate in dichloromethane, peracetylated sugars gave predominantly the beta anomer. Trimethylsilyl tri...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/BF00780758
更新日期:1992-06-01 00:00:00
abstract::To elucidate the mechanism underlying the hydrolysis of the GalNAcbeta1-->4Gal linkage in ganglioside GM2 [GalNAcbeta1-->4(NeuAcalpha2-->3)Galbeta1-->4Glcbeta1-->1' Cer] by beta-hexosaminidase A (Hex A) with GM2 activator protein, we designed and synthesized two kinds of GM2 linkage analogues-6'-NeuAc-GM2 and alpha-Ga...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-008-9117-9
更新日期:2008-10-01 00:00:00
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
doi:10.1007/s10719-011-9352-3
更新日期:2011-12-01 00:00:00
abstract::Glycosylation is a very important post-translational modification involved in various cellular processes, such as cell adhesion, signal transduction and immune response. Urine is a rich source of glycoproteins and attractive biological fluid for biomarker discovery, owing to its availability, ease of collection, and c...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-016-9677-z
更新日期:2016-12-01 00:00:00
abstract::In this study we report on the first mass spectrometric (MS) investigation of gangliosides and preliminary assessment of the expression and structure in normal fetal neocortex in early developmental stages: 14th (Neo14) and 16th (Neo16) gestational weeks. Ganglioside analysis was carried out using a hybrid quadrupole ...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1007/s10719-014-9517-y
更新日期:2014-04-01 00:00:00
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
doi:10.1007/BF00731328
更新日期:1995-06-01 00:00:00
abstract::We have previously detected an alkali-labile and developmentally regulated antigen in rat embryonic cerebral cortex, which may be 9-O-acetylsialylated GT3 ganglioside (Hirabayashi Y, Hirota M, Suzuki Y, Matsumoto M, Obata K, Ando S (1989) Neurosci Lett 106:193-98). In this study we established a mouse monoclonal antib...
journal_title:Glycoconjugate journal
pub_type: 杂志文章
doi:10.1023/a:1018542105832
更新日期:1997-11-01 00:00:00
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
doi:10.1007/BF00731225
更新日期:1994-06-01 00:00:00